Best Lodging Options in Stockbridge

Top Lodging in Stockbridge

Explore our curated lodging options in Stockbridge, where comfort and quality meet affordability. Each choice ensures a pleasant stay for all visitors.

Lodging in Stockbridge
Berkshire Vacation Rental: Stockbridge Home Come Experience The Berkshires
House
Goodrich Street 22, Stockbridge, MA, 01262, USA

Berkshire Vacation Rental: Stockbridge Home Come Experience The Berkshires offers accommodations in Stockbridge, 3.7 miles from Norman Rockwell Museum and 6.9 miles from Cranwell Spa & Golf Club. This vacation home provides air-conditioned accommodations with a patio. Tanglewood Musical Center is 7.1 miles away and Tanglewood is 7.3 miles from the vacation home. With free Wifi, this 3-bedroom vacation home offers a cable TV, a washing machine, and a fully equipped kitchen with a dishwasher and oven. Towels and bed linen are offered in the vacation home. For added privacy, the accommodation features a private entrance. Guests can relax in the garden at the property. Great Falls is 19 miles from the vacation home, while Canaan Village Historic District is 19 miles from the property. Albany International Airport is 49 miles away.

Amenities:

Pet Friendly • Air Conditioner • Parking • Fireplace/Heating • Security/Safety • View • Internet

Lodging in Stockbridge
General Williams Estate House Lenox/Stockbridge
House
Stockbridge, Massachusetts, USA

The General Williams house is located 2 miles from Stockbridge Center and 5 miles from Lenox Center. Only 7 miles from the Mass Pike it is an easy commute from Boston or New York City.

The house has 8 foot ceilings and provide a nice 'vacation' like feel with every bedroom but one having its own bath. The common areas are designed for fun and socializing with family and friends.

The 6 fireplaces provide ambiance and a feeling of escape into a time long forgotten. Play a game of pool, chess or checkers with your family. Enjoy two kitchens in which to work from, sit together at the 12 person dining area while enjoy a fire in the large hearth as you drink your wine and soak in the feeling of the Berkshires.

This home has it all and it is designed to give you and your group a relaxing and fulfilling vacation.

Keywords: The Williams House dates to 1797 and has been completely updated in 2010. This home boasts 6 bedrooms, 5.5 baths, two terraces, 6 fireplaces, two full service cook's kitchens, a billiard room, large family room, dining area and table that seats 12 and a lounge/game area. This is the ultimate vacation rental. The house is situated 2 miles from Stockbridge Center, on 4 acres of pristine land with two patios and large grassy areas for outdoor fun. Enjoy all that the Berkshires offer while staying in luxury with your family and friends.

Guest Reviews:

- "This was a great place to house our family of 12 during the weekend of our daughter’s wedding. There was plenty of space for everyone to gather. The beds were comfortable and all the bedrooms upstairs had their own bathroom - so nice! The house made our weekend extra special. Definitely recommend!" - "Enjoyed our stay for a girls weekend. Big house, well kept up, with nice bedrooms and bathrooms, lots of places for us to hang out. Close to lots of things in the berkshires. Would definitely stay again."

Lodging in Stockbridge
Too Good AKA 2 Goodrich St
House
2 Goodrich Street, Stockbridge, MA, 01262, USA

Too Good AKA 2 Goodrich St is located in Stockbridge, just 19 miles from Great Falls and 19 miles from Canaan Village Historic District. The property is around 6.4 miles from Cranwell Spa & Golf Club, 6.6 miles from Tanglewood Musical Center, and 6.7 miles from Tanglewood. Free Wifi is available throughout the property and Norman Rockwell Museum is 3.2 miles away. The air-conditioned vacation home consists of 4 bedrooms, a living room, a fully equipped kitchen with a dishwasher, and 3 bathrooms with a bath and a hair dryer. A TV with satellite channels is offered. The accommodation is non-smoking. Guests can relax in the garden at the property. Haystack Mountain State Park is 25 miles from the vacation home, while Holley Williams House Museum is 25 miles from the property. Albany International Airport is 49 miles away.

Amenities:

Security/Safety • Child Friendly • Internet • View • Other • Barbecue/Outdoor Cooking • Air Conditioner • Fireplace/Heating

Lodging in Stockbridge
The Inn at Stockbridge
Bed & Breakfast
30 East Street, Lee, MA, 01262, USA

Bed & breakfast in Lee with free breakfast and a 24-hour fitness center
An outdoor pool, a 24-hour fitness center, and spa services are available at this smoke-free bed & breakfast. Free cooked-to-order breakfast, free WiFi in public areas, and free self parking are also provided. Additionally, a microwave in a common area, a refrigerator in a common area, and a seasonal outdoor pool are onsite.
The Inn at Stockbridge offers 14 air-conditioned accommodations with designer toiletries and hair dryers. Each accommodation is individually furnished and decorated. Beds feature premium bedding. Flat-screen televisions come with cable channels.

This Lee bed & breakfast provides complimentary wired and wireless Internet access. Additionally, rooms include irons/ironing boards and complimentary toiletries. Housekeeping is provided daily.


Recreational amenities at the bed & breakfast include an outdoor pool and a 24-hour fitness center.

Guest Reviews:

- "Great B&B with everything you need especially for a quick getaway to vist Stockbridge & Great Barrington Massachusetts. The new owners have added new touches to this Inn and the pride of ownership shows. Highly recommended 👌 " - "Fantastic!" - "Well-run and elegant property. " - "We we were in the Out of Africa room, set apart in a complex of 4 suites in a unit apart from the Inn itself. The room was uniquely created to feel like an escape to Africa, and heated by a lovely gas fireplace. The breakfast both mornings, delicious. A perfect getaway!"

Lodging in Stockbridge
Stockbridge Retreat with Pool and Hot Tub!
House
Stockbridge, MA, USA

7 miles from Cranwell Spa & Golf Club in Stockbridge, Stockbridge Retreat with Pool and Hot Tub! features accommodations with access to a hot tub. The air-conditioned accommodation is 3.8 miles from Norman Rockwell Museum. There's an outdoor pool and guests have access to free Wifi and parking on-site. Featuring a patio and garden views, the spacious vacation home includes 4 bedrooms, 4 living rooms, cable flat-screen TV, an equipped kitchen, and 4 bathrooms with a hot tub and a bath. Towels and bed linen are available in the vacation home. The accommodation has a fireplace. Guests can relax in the garden at the property. Tanglewood Musical Center is 7.1 miles from the vacation home, while Tanglewood is 7.3 miles from the property. Albany International Airport is 49 miles away.

Amenities:

Accessibility • Ocean View • Oceanfront • Fireplace/Heating • Pool • Parking • Security/Safety • Hot Tub • View • Internet • Guest Services • Other

Lodging in Stockbridge
Tanglewood Suites
Bed & Breakfast
MA-102, Stockbridge, MA, 01262, USA

Bed & breakfast in Stockbridge with free breakfast and a steam room
A steam room, a garden, and barbecue grills are available at this smoke-free bed & breakfast. Free continental breakfast and free self parking are also provided. Other amenities include a picnic area.
Housekeeping is available on request.
Tanglewood Suites offers 2 air-conditioned accommodations with DVD players and coffee/tea makers. Beds feature premium bedding. Refrigerators and microwaves are provided. Bathrooms include showers, complimentary toiletries, and hair dryers.

This Stockbridge bed & breakfast provides complimentary wireless Internet access. Flat-screen televisions are featured in guestrooms. A nightly turndown service is provided and housekeeping is offered on request.


Recreational amenities at the bed & breakfast include a steam room.

Guest Reviews:

- "Bed was quite comfortable and the setting was in a beautiful neighborhood. Excellent proximity to Tanglewood. And host gave exceptional information regarding local eateries and things to do. I would have liked to have known at booking that the owner does not accept credit (as the hotels.com app allows for the appearance of down payment by credit). All was well resolved at time of arrival but more accurate information on the description at booking would be helpful and clarifying. Also this is more of a private room rental than hotel stay. Also well and good, though again, accurate representation via hotels.com description should make this more clear. All in all a good stay and would recommend for anyone seeking a very close stay for Tanglewood performances. "

Lodging in Stockbridge
The Cottage
Bed & Breakfast

Situated on two acres of hills and forest, this Stockbridge B&B offers free Wi-Fi, free breakfast and stunning views of the surrounding Berkshire mountains. The Stockbridge town centre is just 2 km away. Each suite at The Cottage features a cable TV and a seating area with a sofa, as well as a small refrigerator, microwave and coffee maker. En suite bathrooms include free toiletries. Guests are provided with a private entrance to their suite as well as an outdoor patio with a dining area. An on-site terrace and garden offers another spot to relax.Mount Greylock is 45 km from The Cottage. The Norman Rockwell Museum and Stockbridge Golf Club are within 3 km from The Cottage, which is just 3 minutes’ drive from the site of the Tanglewood Music Festival. Butternut Ski Resort and Bousquet Ski Area are both less than 16 km away, while Jiminy Peak Mountain Resort is 38.3 km away.

Amenities:

Wheelchair Accessible • Smoking • Parking • Balcony/Terrace • Ocean View • Breakfast • Private Beach • Kitchen • View • Air Conditioner • Oceanfront • Pet Friendly

Lodging in Stockbridge
Delightful Stockbridge House, Walk to Town!
House
Stockbridge, Massachusetts, USA

Within walking distance to Main Street in Stockbridge, 38 Church St. offers a large backyard and gardens which boarder preservation land and views of Naumkeag! Freshly furnished open floorpan with all amenities including a fully outfitted kitchen, gas-grill, private terrace with outdoor furniture, and indoor sauna. Steps away from hiking, shopping, gardens, tennis courts, golf club, museums, skiing, and the local coffee shop; this house is the ideal locale for you to unplug and plug in to everything that the Berkshires has to offer. 8 minute drive to Tanglewood!

Amenities:

Tv • Other • Internet • Barbecue/Outdoor Cooking • Spa • Security/Safety • Wellness Facilities • Laundry • Fireplace/Heating • Air Conditioner • Guest Services • Bedding/Linens

Lodging in Stockbridge
Cozy Stockbridge Cabin - Walk to Beach and Lake!
House
Stockbridge, MA, USA

Cozy Stockbridge Cabin - Walk to Beach and Lake! is located in Stockbridge, just 23 miles from Great Falls and 23 miles from Canaan Village Historic District. The property is around 3.1 miles from Tanglewood, 3.2 miles from Norman Rockwell Museum, and 5 miles from Cranwell Spa & Golf Club. Free Wifi is available throughout the property and Tanglewood Musical Center is 2.9 miles away. The air-conditioned vacation home consists of 2 bedrooms, 2 living rooms, a fully equipped kitchen with a dishwasher and a coffee machine, and 2 bathrooms with a shower. Guests can enjoy a meal on an outdoor dining area while overlooking the sea views. For added privacy, the accommodation features a private entrance. Haystack Mountain State Park is 28 miles from the vacation home, while Holley Williams House Museum is 29 miles away. Albany International Airport is 48 miles from the property.

Amenities:

Security/Safety • Ocean View • Internet • Parking • Child Friendly • Accessibility • Guest Services • Sports/Activities • View • Other • Oceanfront • Spa

Lodging in Stockbridge
A Grand property in Historic Stockbridge
House
Stockbridge, Massachusetts, USA

The Taggart House is an grand estate in the heart of The Berkshires. The property is a 5-minute walk to the center of Stockbridge, yet quietly situated on 3 manicured acres along the Housatonic River. The Taggart House was constructed in 1850 by noted Stockbridge resident Henry Dwight Sedgwick. Recently added to the National Register of Historic Places, the Taggart House combines fine 19th century architecture with luxurious comfort and modern amenities.

Guest Reviews:

- "My family had a reunion of sorts at the Taggart house and our stay and the accommodations at the Taggart house were just wonderful. We congregated in the kitchen to make meals, we had dinner in the dining room, we worked on a puzzle by one of the fireplaces, and we watched family slides on the big TV in the family room. We had a very short walk to the Red Lion Inn/downtown and we had a 10 minute drive to Tanglewood. We highly recommend Taggart house to anyone looking to feel at home with their family & friends in the Berkshires, and we hope to stay here again in the future."

Lodging in Stockbridge
2 Mi to Norman Rockwell Museum Stockbridge Apt!
Apartment
Stockbridge, MA, USA

2 Mi to Norman Rockwell Museum Stockbridge Apt! offers accommodations in Stockbridge, 5.7 miles from Tanglewood Musical Center and 5.9 miles from Tanglewood. This apartment provides accommodations with a patio. Free Wifi is available throughout the property and Norman Rockwell Museum is 2.4 miles away. The air-conditioned apartment is composed of 1 separate bedroom, a fully equipped kitchen with an oven and a microwave, and 1 bathroom. Towels and bed linen are provided in the apartment. The property has an outdoor dining area. Cranwell Spa & Golf Club is 6.1 miles from the apartment, while Great Falls is 20 miles away. Albany International Airport is 46 miles from the property.

Amenities:

Other • Accessibility • Pet Friendly • Internet • Parking • Security/Safety • Fireplace/Heating • Child Friendly

Lodging in Stockbridge
Just a min from Downtown Stockbridge on 11 Acres
House
Stockbridge, Massachusetts, USA

Summary:
"Feels good staying here! We built this house with our own hands. We chose materials and a design that we loved and we think you will too! There are ash hardwood floors, custom white pine trim and mahogany decks. The interior has an open-concept floor plan inviting abundant natural light.

Guests must agree to a rental contract prior to booking."

The Space:
"The house is perfectly located in the center of the Berkshires. It is no more than 10 minutes from Lenox, Lee, West Stockbridge and Great Barrington. Central heating and air conditioning as well as other great features. Guest access to near by swimming, skiing, apple picking, fall foliage views, hiking, theater, and great restaurants. I live near by and I am happy to assist any time there are questions. My Dad is retired in the area and is also available to help. There is a sidewalk in front of the house that goes to town. The neighborhood is great for walking, jogging, or bike riding."

Guest Access:
Check in anytime after 3PM.

Other Things to Note:
Spring is an awesome time of the year in the Berkshires. However, we do not see high demand and so the prices are great!

Guest Reviews:

- "There was ample room for 7 of us, including a two-year-old. There were spaces to sit and eat together, and spaces for privacy. The hosts put out a child's table and chairs and an indoor play tent that amused our toddler. We scarcely needed to call on our hosts for assistance, but they were instantly responsive. The location is a two-minute drive to the Red Lion, and easily accessible to Lenox and Great Barrington." - "The property was clean and very, very comfortable. Rooms were adequate for three of the four couples staying. The one room that was a minor challenge was a room that appeared to be child friendly. Great kitchen, adequate eating area and social common areas. Surrounding property grounds afforded able space for outdoor activities. Location to Sturbridge and western Massachusetts and surrounding states was a definite advantage."

Lodging in Stockbridge
Steps to Downtown Stockbridge Home with Patio!
House
Stockbridge, MA, USA

Steps to Downtown Stockbridge Home with Patio! offers accommodations in Stockbridge, 5.7 miles from Tanglewood Musical Center and 5.9 miles from Tanglewood. Guests staying at this vacation home have access to a patio. Free Wifi is available throughout the property and Norman Rockwell Museum is 2.3 miles away. The air-conditioned vacation home consists of 2 bedrooms, a living room, a fully equipped kitchen with a dishwasher and a coffee machine, and 2 bathrooms with a bath and a hair dryer. Towels and bed linen are featured in the vacation home. The property has an outdoor dining area. Cranwell Spa & Golf Club is 6.1 miles from the vacation home, while Great Falls is 20 miles away. Albany International Airport is 46 miles from the property.

Amenities:

Parking • Security/Safety • Other • Pet Friendly • Child Friendly • Accessibility • Internet • Sports/Activities • Fireplace/Heating

Lodging in Stockbridge
Stockbridge Village Cottage With Mountain View’s and walk to town
House
Stockbridge, Massachusetts, USA

Old meets new in this lovely cottage, a short walk to the Red Lion Inn. Lots of light, comfortable furniture, beautiful, fenced-in backyard with mountain views. Kitchen updated with Smeg refrigerator, gas stove, granite counters, hardwood floors throughout. Hiking trails, park and tennis courts within a 5-minute walk. Lake rights to the Stockbridge Bowl, Weber grill and Solo firepit.
The home of Norman Rockwell, Stockbridge is the quintessential Berkshire village.
Foosball table and dart board, plus yoga mats are available for your enjoyment.

Guest Reviews:

- "We stayed in this house for a wedding weekend with family. The location was perfect for touring the area around when we weren't busy with wedding festivities. Nice fenced-in backyard with a view, which we didn't get to experience because we ran out of time. But there is a nice spot to have tea inside by the windows looking out. The house came well appointed with necessities. The cleaning people were no shows for the owners who did their best scrambling around to get the house ready for us. Such nice people! It was great to have the option of ceiling fan or air conditioning. The beds were very comfortable. We didn't do any cooking so can't attest to the kitchen equipment. So nice to be able to walk into the town of Stockbridge which was very cute. We all enjoyed our stay."

Lodging in Stockbridge
In-Town Victorian 5 Bd Front House &/or 6 Bd Back House w/Beach Rights, Skiing
House
Stockbridge, Massachusetts, USA

The Front 5 Bedroom Norman Rockwell Feel Home offers a Living Room, Den, Fully Stocked Kitchen, lovely screened porch & outside gas grill on the main level. Upstairs are 5 bedrooms - Two Queen Bedrooms & One Full Bedroom share a large hallway bathroom. One Queen Bedroom has its own bathroom & one bedroom with two full beds has its own bathroom. House Sleeps 11 guests per town by-laws. $700 per night.

The Back 6 Bedroom House offers large fully stocked eat-in kitchen, oversized great room, large dining room, screened porch, side deck & outside gas grill. A brand new fully accessible ADA Compliant Handicap 1st floor Queen Bedroom with private bath - roll-in shower, folding seat in shower, handicap toilet and sink. 2 King Suites upstairs with new private baths. Three other bedrooms with Queen Beds share one newly renovated hallway bathroom. House sleeps a maximum of 13 guests per town bylaws. New natural gas furnace. Nightly rate is $850 per night.

The booking on this site is for the front 5 Bedroom house only $700 per night. If you would like to book just the 6 Bedroom House only $850 per night or to book the entire 11 Bedrooms $1550 per night please message me and I will update your booking quote.

Our home is a No smoking of any kind inside & on property grounds. We do allow dogs at $150 per dog per stay. No cats.

Our Victorian is centrally located, an easy one block stroll to Norman Rockwell's Main Street Red Lion Inn, Restaurants, Shopping and Berkshire Theatre, Tanglewood, Jacobs Pillow, Stockbridge Theatre.
3.5 miles to Swim, Fish, Kayak, relax on the Town Beach on Stockbridge Bowl. Ski Butternut, Catamount, Bousquet, Jiminy Peak.

Guest Reviews:

- "Perfect for a large group, this historical home is nicely kept." - "Our family had a fabulous stay in Stockbridge. The house was perfect for all 11 of us, 3 generations: a well stocked kitchen, a working gas grill, a careokee setup, a short walk to the town, and a wonderful comfy living room. We were close to the major sites in the area, especially the Norman Rockwell Museum." - "We made wonderful memories in this home in Stockbridge. Great location in a great town! Walking distance to parks, food and the Main Street of Stockbridge! Sue was very responsive, easy to work with and very accommodating! House was spacious and loved the many bedrooms and bathrooms!.look forward to many returns."

Lodging in Stockbridge
Stockbridge Home, Come Experience The Berkshires!
House
Stockbridge, Massachusetts, USA

Summary:
Beautifully renovated three bedroom in Stockbridge with a great layout and energy throughout the home. In addition to the large and very pretty screened in porch, there is a newly created area off the back that has pavers with a modern fire pit, a new Weber Genesis grill and four wood and wicker chairs - a great area to relax. Clean, updated and cozy all at once.

The Space:
Living room is inviting and nicely decorated. There is plenty of seating for all with a comfy couch and ottoman (that can be used to make a chaise at one end of the couch) and two swivel chairs.The large 55 inch tv has basic cable and a roku for sound and streaming apps such as Netflix, Hulu, Amazon Prime, etc with your log in information. Original artwork can be found all around the home, along with some framed vintage posters.

Very nice flow and layout in the kitchen; easy to use with updated appliances and well equipped; leads right to the dining area inside or the lovely screened in porch outside that has a lovely teak round dining table. Large galley kitchen with a gas stove, new appliances and lots of white quartz counter space, perfect for large meals for the whole crew. New dishwasher to make cleaning a breeze. Essentials including microwave, drip coffee maker, toaster and kettle available for use.

Well stocked kitchen with all the necessary cooking/serving items including cookware, pots, pans, plates, bowls, glasses, mugs, silverware and even children's dinnerware.

The dining room has round table seating for eight with the table leaf. There is space for two at the kitchen island. An additional table with chairs is located in the large screened in porch.

There are a total of three bedrooms to accommodate guests during your stay, for easy planning here are the bedroom layouts:
Bedroom 1: master with king bed, dresser, desk, full length mirror, en suite bathroom and small walk in closet
Bedroom 2: queen size bed
Bedroom 3: single day bed with another single pull out trundle bed

There are two full size bathrooms. The en suite in the master has a large walk in shower with tile and marble shelves; there is one vanity with drawers and counter space and a large mirror and a medicine cabinet with mirror on the side of the vanity.

Seamless indoor outdoor living including, screened in porch with round teak dining table,; peaceful back yard, fire pit with plenty of seating and a new Weber Genesis grill.

Other things to get excited about:
-Only four small steps up to the front door of this one floor home, perfect for guests with limited mobility.
-Hardwood floors throughout the home and tile floors in bathrooms.
-Washer and dryer with plenty of detergent and dryer sheets
-There are two AC splits: one in the living room and one in the master
- Parking for two cars in the driveway and street parking is available
-Bring your furry friends, up to two dogs allowed, $50 per dog, must be at least 1 year old, sorry no puppies!

Guest Access:
Everything you need for a great stay, toiletries, linens, towels, hairdryer, iron and ironing board, washing machines, detergent, and more!

The Neighborhood:
Food and Drink favorites:
Red Lion Inn, Stockbridge
Once Upon a Table, Stockbridge
The Lost Lamb, Stockbridge
Bistro Zinc, Lenox
Amici, West Stockbridge
Four Brothers Pizza, Great Barrington
Aegean Breeze, Great Barrington
Zichotencati, Great Barrington
Cafe Adam, Great Barrington
Naji’s, Great Barrington
Marketplace Kitchen Table, Great Barrington
Great Barrington Brewery

Culture and Wellness :
Jacob’s Pillow, Dance
Shakespeare and Company
Tanglewood
Kripalu Center for Yoga and Health
Miraval Berkshires Resort & Spa
Shaker Mill Books
Tanglewood
Downtown Lenox
Berkshire Botanical Garden
Naumkeg
Chesterwood
Norman Rockwell Museum
The Mount, Edith Wharton’s Estate
Herman Mellville’s Arrowhead

Skiing, Snowboarding and tubing:
Butternut Ski Area and Tubing Center
Catamount Mountain Resort

Lakes: Close to public lakes for swimming, kayaking, fishing or lounging by the water:
Card Pond
Lake Mansfield
Lake Garfield
Benedict Pond
Umpachene Falls
Lake Onota

Hiking:
Monument Mountain
Housatonic Flats
October Mountain State Forest
Beartown State Forest
Tyringham Cobble
Ashintully Gardens
Housatonic Flats

Other Things to Note:
We look forward to welcoming you soon!
Standard rules like no smoking, no partying, and being respectful of the neighbors apply.
Bring your furry friends, two dogs are allowed. $50 per dog per stay. Dogs must be at least one year old, sorry no puppies!

No sweat on accidental & reported damage! Your rental includes an accidental reported damage waiver fee up to a maximum of $800. The cost to repair any accidental and reported damage to the rented property including any missing or broken items up to a maximum of $800 will be covered at no charge to you as long the damage is reported to your Host before you depart.

Pets: Damage caused by pets is not covered by the accidental damage waiver.

Guest Reviews:

- "The weather was humid and unpleasant, which served to increase our appreciation for this lovely home, since we ended up staying inside for much of our trip! Would absolutely return—thank you to our hosts!!" - "This property is pristine, perfectly decorated and appointed. It has been renovated very nicely. The beds are comfortable and the many towels are large and fluffy. We visited during a hot summer week. Although there are two mini splits in the main bedroom and kitchen area, the other two bedrooms are uncooled and very hot. Visitors should also be aware that there are no Ubers in the Berkshires!! We would stay in this property again, but maybe in the cooler weather."

Lodging in Stockbridge
Walk into town, soak up sun on enclosed porch & steps away from nature trails!
House
Stockbridge, Massachusetts, USA

Prior guests of this charming house next to the forest trails have already reserved their return stay for next year to ensure its availability!

Beautifully restored 1913 home features 3-season front porch for entertaining or relaxing, steps from Laurel Hill Assn preserve, and has ‘secret gardens’ where you can stroll through paths and see our fruit, veggies & flowers tended by our gardener in Spring and Summer. We have a fire pit for guests to sit around in the evenings, a lighted outdoor dining area and pergola, all situated steps from the footbridge leading to Ice Glen Trail. This amazing location is also a short stroll from Historic downtown Stockbridge where you will find plenty of bakery & coffee shops, gifts, sweets, bars and dining.

The house has heating & air-conditioning, a dedicated office, laundry room and 3 bedrooms, including:
Master Bedroom (White Room)- This en suite room has a highly-desirable King-sized bed, private bathroom w shower and skylight, plenty of closet space, and view of the river(seasonal);
Queen bedroom (Blue Room) - This room has a Queen bed, closet, and is next to the 2nd fl full bathroom with bathtub, shower & shaving mirror;
Full & Twin bedroom (Khaki & Green Room) - This room is suitable for adults with children, as it has a Full bed & a Twin-sized Day bed with a bureau and view of the gardens and river (seasonal). It is next to the laundry room and across the hall from the full bathroom with tub/shower.

House has a fully-stocked Kitchen with new gas range, dishwasher, microwave, Keurig machine, drip coffeemaker, bean grinder, teapot, cookware, wine bottle opener, utensils, china, glassware, spice collection. On the back porch, there is a smoker if you enjoy outdoor slow-cooked dinners.

We are a short drive to Tanglewood, Berkshire Theatre Festival, Norman Rockwell Museum, Naumkeag, Kripalu Wellness Retreat, Chesterwood, Stockbridge Golf Club, local ski resorts (Butternut and Bousquet) & neighboring towns Gt Barrington and Lenox with many restaurants, bars, and shops to experience!

Guest Reviews:

- "Julie’s home is a wonderful base for exploring all the Berkshires have to offer, and then returning to a special, comfortable, incredibly convenient home away from home. Being able to walk to Stockbridge Main Street, or hike the Ice Glen trail, or quickly come home after hearing a glorious concert at Tanglewood—this special home offers all that snd more. We look forward to returning in the years ahead! Absolutely 5 stars!!" - "Fabulous!"

Lodging in Stockbridge
Clean & Modern space with a mix of original warmth and charming renovation.
Apartment
Stockbridge, Massachusetts, USA

Welcome to "The Hideaway On Main " in Stockbridge Center.
Our recently renovated 2 bedroom unit offers a clean mix of modern elegance and cottage charm. With a private rear entrance and a charmingly modern ambiance full of delightful surprises, you will feel like you have been transported to a secret Hideaway.

Our rental is perfect for 2-4 people. Please Note:
We have a strict No Pets, No Smoking policy!

Please watch our VIDEO TOUR of the property. Find it in the third position of the photo gallery. If you are having trouble finding it please message me.

The Hideaway on Main Highlights Include:

BEDROOMS-

*Best sleep of your life "Purple" queen mattress in the rear bedroom--plush feel.
*Decadent cool gel memory foam Novafirm King mattress in the front bedroom--medium to firm feel.
*Cozy 100% cotton bathrobes to enjoy while you are our guest.
*100% cotton sheets and bedding washed in **UNscented detergent, all you will smell is 'Clean' !
*Wood headboard panels that are wiped and cleaned between guests.

KITCHEN-

* A Gaggia Brerra Italian espresso & coffee machine for making truly delicious coffee. Tea pot, fancy tea cups, an assortment of tea bags and loose tea are also available.
*All new stainless steel appliances: easy clean glass top stove including oven with air fry & convection, dishwasher, disposal, microwave, digital hood vent and full size refrigerator/freezer.
*Full set of Cuisinart Pro Series stainless steel pans. One non-stick omelet pan.
*Lobster Pot, mixers, blender, toaster, rice cooker, crock pot, pizza pan, cookie sheet, glass baking dishes of various sizes, an electric kettle, thermal carafe, glass mixing/serving bowls with covers, huge cutting board work surface, platters, potato masher, spices, oil and vinegar, sugar/sugar substitute.
--Photos available of all kitchen supplies, just ask us : )
*We have an abundant supply of dishes, glasses and flatware ( no need to wash a dish every time you use it because you we have more than four).
*Picnic gear: melamine plates, bowls, cups, cooler, and folding chairs to lend.

A DEDICATED WORK AREA-
Whether you are a digital nomad or just needing to scroll through your emails, you will enjoy the office area located in a separate space from the living room which features:
*A SIT-to-STAND desk/ Herman Miller AERON desk chair/HP Monitor on swing arm/basic stationary supplies (ask for specifics), keyboard, power hub/usb ports ON the desk surface, tack board, ipad stand, swing arm task light and abundant natural light.
Note: if you are making zoom calls, the door can be closed off from the rest of the unit for privacy.

BATHROOM-
Our luxurious shower has both a Huge Rainfall Shower Head and Handheld shower. You will find shelves and cubbies for toiletry bags or personal items, 5 hooks for towels or clothes, a stool to dry off your feet, great lighting with two magnification mirrors (one stationary and one for a second person to use in another area), and an assortment of extra toiletries in case you have forgotten something. A hair dryer is located under the vanity and clothes hampers are in each bedroom.
* "SCENT SENSITIVE” products are available and include unscented shampoo, body wash, hand soap, dish soap, moisturizers, and natural cleaning products. Look for the cobalt bottles throughout the unit.
We never use dryer sheets or air fresheners. We believe the smell of clean is better than heavy perfumes.

LIVING/DINING ROOM-
Our center room functions perfectly as a dividing area between the bedrooms to create a sense of privacy in each room and a very functional living room and dining area with:
*Knoll Bertoia Chairs around an elliptical wood dining table.
*Our incredibly comfortable hanging egg chair--grab a blanket & a book to enjoy the morning lost in a favorite read.
*The corner sectional is extremely comfortable for four people and has a reading light near the chimney. It is a great place to watch a movie or set up a game for game night.
*A collection of books, magazines, puzzles, games, intricate coloring books with colored pencils and a Ukulele are available for your use while here.
*You will find many beautiful items from Pine Cone Hill/Annie Selke/Dash and Albert: rugs, bedding, curtains, tile, and throw pillows are all over the unit.

OUTDOOR SPACE-
You will have exclusive use of the rear deck including the patio table and chairs and shared use of the rear yard and fire pit area. Then all of the Berkshires is beyond…
Ask us about our favorite hikes, ponds, and vistas.

The AREA-
We are close to everything in the village--just a short walk to fresh chocolate croissants, gourmet treats for your picnic basket at Nejaime’s Wine Cellars, an ice cream from Main Street Cafe, dinner at Once Upon a Table, live theater at the The Unicorn Theatre, or a visit to historic Mission House or the Sedgewick Pie.
We are centrally located in the Berkshires with easy access to north and south counties near cultural attractions of all kinds, four ski areas and hundreds of hiking trails within 15 minutes driving time. Tanglewood, Kripalu and Shakespeare & Company are all just ten minutes away.
This vacation rental is located on the first floor (not basement) of our vacation home, our unit is on the second floor (each unit has a private entrance). We are available for help with restaurant and sightseeing suggestions or with any emergencies. We also have a local property manager available when needed if we aren't available.
The amount of interaction with us will be up to the guest.

Please note: We have exterior entry Blink doorbell cameras for your convenience and general preventative security. If you are having difficulty opening the door lock or forget your code, simply buzz the bell and it will call my cell phone. I can identify who is buzzing and remotely open the door for you. This is our second home and we are often in the second floor apartment. We will not be intrusive, but we are happy to offer suggestions for restaurants or to lend equipment if needed.
There are three areas with steps within the unit. One step in the bathroom, two steps from the rear bedroom to the living room, and one step from the kitchen to the living room.

Guest Reviews:

- "Perfect location, close to museums, great restaurants, music everywhere and owner of this property has thought of everything." - "What an amazing stay!! My sister and I took our mom on a trip to the Berkshires for her 70th birthday and we used the Hideaway on Main as our home base. It is such a cute place and centrally located to many adventures. Lots to do and see so close to the house! The owner Christine could NOT have been nicer. She was very communicative and wanted to make sure we had everything we needed for the perfect birthday weekend. And we sure did! The house was extremely well stocked - there were more amenities and supplies then you could possibly ask for. We felt very welcomed from the second we arrived. We would definitely stay here again. I can't recommend the place enough. Thank you Christine!!"

Lodging in Stockbridge
Beautiful Farm House Near Family Ski Mountains And Other Fun Winter Activities
House
Stockbridge, Massachusetts, USA

This gorgeous farmhouse has four bedrooms each with a private full bathroom. Each bedroom has a queen size bed, sitting chair and closet or armoire .There is a fully stocked kitchen, living room with fireplace and dining room that seats 8 people. Three bedrooms are on the second floor and each has a split unit to control heat and air conditioning. There are extra sheets and towels, a washing machine and dryer and ample parking. We have an inground swimming pool ( swim at your own risk) heated during July and august. There is beautiful outdoor furniture situated on the grounds, surrounded by flower beds and lovely scenery. Minimum stay September-June is two nights. July-August minimum stay is 5 nights. Near family friendly ski mountains catamount, butternut and 30 minutes to jiminy ski resort. Golf, Lenox pickleball and tennis courts, yoga and Maravel spa nearby. Fifteen minutes to major summer activities such as Tanglewood and Jacobs Pillow.
The owner has a full apartment downstairs on the side with a private entrance and may be present on the property at various times.

Guest Reviews:

- "We had the best time staying at this special home. We came with another couple and each had 1 1/2 year olds. It was the perfect house, the pool and property were perfect for family fun. Our kids had the best time!" - "Had a wonderful stay. The fact that each bedroom has its own bathroom is a real plus. House is also conveniently located near Tanglewood and Jacob's Pillow. The saltwater pool is very nice and was really well utilized during our stay. And Rhona was very easy to deal with and made sure that we had a good experience."

Lodging in Stockbridge
Stockbridge Village in Summer
House
Stockbridge, Massachusetts, USA

This 1900 farmhouse in the village of Stockbridge offers all the convenience of walking to restaurants, shops, the Red Lion Inn, the public tennis
court, while providing a sense of privacy and serenity from its backyard views to the Berkshire Hills across flower-filled mature plantings. It is easy walking distance to the Berkshire Theater Festival, the Red Lion Inn, and only short drive to Tanglewood, the Norman Rockwell Museum, and the the Berkshire Botanical Garden. Walk down
the sloping lawn to the banks of the Housatonic and listen to the breeze in the trees while taking in the scent of mountain air. When the weather's fair, sit out on the terrace with friends for dinner and watch the stars.
The kitchen has all new appliances, fully supplied for the ambitious chef.

Cozy up in the living room or enjoy playing the baby grand Yamaha piano.
One bedroom offers a full canopy bed, and the larger bedroom has 2 twin beds. It's blissfully quiet at night.
[Folks, this is Main Street and there is traffic sound in the daytime, but the vast majority of guests have found it very livable.]

The small upstairs sitting room has cable TV but you might prefer to just read a book or write at the window with a sweeping view to the hills over the treetops. There are two full bathrooms, one on each floor.

We welcome you to enjoy the farmhouse for a memorable stay with your friends or family.

Guest Reviews:

- "We were looking for a “home base” for rest and relaxation and in close proximity to the Appalachian Trail for some day hiking. Claudia’s place did not disappoint! The house is comfortably appointed, super quaint, and perfectly situated for local activities and dining options. The town of Stockbridge is a quick walk away and offers a wonderful bakery, the Red Lion Inn, and a few shops. Very magical. Claudia was very responsive and ensured we had all we needed for a terrific and private get-away. We really had a wonderful time and look forward to returning in summer or fall!"

Stockbridge Lodging with Parking

Stockbridge Family Friendly Lodging

Stockbridge Lodging with Entertainment

Stockbridge Pet Friendly Lodging

Stockbridge Lodging with Spa

Stockbridge Lodging with Private Pool

Stockbridge Lodging with Private Beach

Lodging in Stockbridge
5.4
63 reviews
From $259

Stockbridge Lodging on the Map

Compare the Best Lodging in Stockbridge – Addresses, Prices, Stars, Rating, and Review Count

Property Name Address Price ($) Star Rating Review Count Book
Berkshire Vacation Rental: Stockbridge Home Come Experience The Berkshires Goodrich Street 22, Stockbridge, MA, 01262, USA 351 4.0 10.0 2 Click here
General Williams Estate House Lenox/Stockbridge Stockbridge, Massachusetts, USA 1339 4.0 9.8 110 Click here
Too Good AKA 2 Goodrich St 2 Goodrich Street, Stockbridge, MA, 01262, USA 499 4.0 10.0 1 Click here
The Inn at Stockbridge 30 East Street, Lee, MA, 01262, USA 294 4.0 9.8 98 Click here
Stockbridge Retreat with Pool and Hot Tub! Stockbridge, MA, USA 1413 4.0 1 Click here
Tanglewood Suites MA-102, Stockbridge, MA, 01262, USA 219 2.0 6.4 22 Click here
Delightful Stockbridge House, Walk to Town! Stockbridge, Massachusetts, USA 330 2.0 1 Click here
Cozy Stockbridge Cabin - Walk to Beach and Lake! Stockbridge, MA, USA 224 3.0 9.0 2 Click here
A Grand property in Historic Stockbridge Stockbridge, Massachusetts, USA 1282 10.0 103 Click here
2 Mi to Norman Rockwell Museum Stockbridge Apt! Stockbridge, MA, USA 203 3.0 1 Click here
Just a min from Downtown Stockbridge on 11 Acres Stockbridge, Massachusetts, USA 562 10.0 75 Click here
Steps to Downtown Stockbridge Home with Patio! Stockbridge, MA, USA 260 3.0 1 Click here
Stockbridge Village Cottage With Mountain View’s and walk to town Stockbridge, Massachusetts, USA 458 9.8 63 Click here
In-Town Victorian 5 Bd Front House &/or 6 Bd Back House w/Beach Rights, Skiing Stockbridge, Massachusetts, USA 1101 9.8 58 Click here
Stockbridge Home, Come Experience The Berkshires! Stockbridge, Massachusetts, USA 400 10.0 30 Click here
Walk into town, soak up sun on enclosed porch & steps away from nature trails! Stockbridge, Massachusetts, USA 528 10.0 27 Click here
Clean & Modern space with a mix of original warmth and charming renovation. Stockbridge, Massachusetts, USA 314 10.0 24 Click here
Beautiful Farm House Near Family Ski Mountains And Other Fun Winter Activities Stockbridge, Massachusetts, USA 793 9.6 24 Click here
Stockbridge Village in Summer Stockbridge, Massachusetts, USA 320 9.0 20 Click here

Note: The prices for each Lodging in Stockbridge do vary. This can be because of the number of people you are booking for, how far in advance you book and the season. The prices above are only meant as a rough estimate for comparison purposes. Click the buttons above (or click here) to get the latest prices.

Frequently Asked Questions

Lodging options in Stockbridge that include a pool include:

  • General Williams Estate House Lenox/Stockbridge.- Review Count: 110, Rating: 9.8
  • The Inn at Stockbridge.- Review Count: 98, Rating: 9.8
  • Stockbridge Retreat with Pool and Hot Tub!.- Review Count: 0, Rating: 0.0

Lodging options in Stockbridge with spa or wellness amenities include:

  • The Inn at Stockbridge.- Review Count: 98, Rating: 9.8
  • Tanglewood Suites.- Review Count: 22, Rating: 6.4
  • Delightful Stockbridge House, Walk to Town!.- Review Count: 0, Rating: 0.0

Family-friendly lodging options in Stockbridge include:

  • General Williams Estate House Lenox/Stockbridge.- Review Count: 110, Rating: 9.8
  • Too Good AKA 2 Goodrich St.- Review Count: 1, Rating: 10.0
  • The Inn at Stockbridge.- Review Count: 98, Rating: 9.8

Pet-friendly lodging options in Stockbridge include:

  • Berkshire Vacation Rental: Stockbridge Home Come Experience The Berkshires.- Review Count: 2, Rating: 10.0
  • The Cottage.- Review Count: 63, Rating: 5.4
  • 2 Mi to Norman Rockwell Museum Stockbridge Apt!.- Review Count: 0, Rating: 0.0

Lodging options in Stockbridge that provide breakfast include:

  • The Inn at Stockbridge.- Review Count: 98, Rating: 9.8
  • Tanglewood Suites.- Review Count: 22, Rating: 6.4
  • The Cottage.- Review Count: 63, Rating: 5.4

Lodging options in Stockbridge that offer on-site parking include:

  • Berkshire Vacation Rental: Stockbridge Home Come Experience The Berkshires.- Review Count: 2, Rating: 10.0
  • General Williams Estate House Lenox/Stockbridge.- Review Count: 110, Rating: 9.8
  • The Inn at Stockbridge.- Review Count: 98, Rating: 9.8

Some of the best Lodging in Stockbridge are:

  • General Williams Estate House Lenox/Stockbridge.- Review Count: 110, Rating: 9.8
  • The Inn at Stockbridge.- Review Count: 98, Rating: 9.8
  • Berkshire Vacation Rental: Stockbridge Home Come Experience The Berkshires.- Review Count: 2, Rating: 10.0

Some of the popular Lodging in Stockbridge are:

  • General Williams Estate House Lenox/Stockbridge.- Review Count: 110, Rating: 9.8
  • A Grand property in Historic Stockbridge.- Review Count: 103, Rating: 10.0
  • The Inn at Stockbridge.- Review Count: 98, Rating: 9.8