Charming Guest Houses in Woodstock, VT

The Village Inn of Woodstock
Bed & Breakfast
41 Pleasant Street, Woodstock, VT, VT 05091

Featuring mountain views, The Village Inn of Woodstock in Woodstock features accommodations, a bar, and a shared lounge. Featuring a garden, the 4-star bed and breakfast has air-conditioned rooms with free Wifi, each with a private bathroom. There's a restaurant serving American cuisine, free private parking, and an electric vehicle charging station. Every unit is fitted with a wardrobe and a flat-screen TV, and some units at the bed and breakfast have a balcony. At the bed and breakfast, each unit is equipped with bed linen and towels. American and vegetarian breakfast options with warm dishes, local specialities, and fresh pastries are available. Guests at the bed and breakfast will be able to enjoy activities in and around Woodstock, like hiking and walking tours. Guests at The Village Inn of Woodstock can enjoy skiing and cycling nearby, or make the most of the sun terrace. Killington Peak is 23 miles from the accommodation, while Mount Tom is 1.5 miles from the property. Lebanon Municipal Airport is 15 miles away.

Guest Reviews:

- "Very pleasant company, lots of chats at breakfast and the hosts were lovely." - "Charming, beautiful Vermont Inn" - "Stay there when go to Woodstock area." - "Phenomenal Breakfasts and Heather was great." - "peaceful and enjoyable" - "Cute location, wouldn’t stay again"

The Jackson
Bed & Breakfast
43 Senior Lane, Woodstock, VT, 05091, USA

Victorian bed & breakfast with a restaurant and a bar
This smoke-free bed & breakfast features a restaurant, a bar/lounge, and coffee/tea in a common area. Free WiFi in public areas and free self parking are also provided. Additionally, concierge services, a library, and express check-out are onsite.
Housekeeping is available on request.
The Jackson offers 11 accommodations with designer toiletries and complimentary toiletries. Each accommodation is individually furnished and decorated. Beds feature down comforters. 42-inch Smart televisions come with cable channels and Netflix. This Woodstock bed & breakfast provides complimentary wireless Internet access. Irons/ironing boards, hair dryers, and change of towels can be requested. Housekeeping is provided on request.
The recreational activities listed below are available either on site or nearby; fees may apply.

Guest Reviews:

- "Amazing stay! Cozy, friendly and the breakfast was scrumtrulescent! We will definitely want to be back. " - "The inn keepers were so attentive and the room was an A " - "Such a comfortable, clean, and warm place to stay with a delicious breakfast." - "Fantastic Inn Beautiful grounds Great Breakfast excellent room" - "Great stay!" - "Fantastic homemade breakfast and cookies at night. The rooms were very clean and comfortable. The staff was fantastic! Will be staying again. Book directly and save money."

The Woodstocker B&B
Bed & Breakfast
61 River Street, Woodstock, VT, VT 05091, USA

The Woodstocker Inn is located in Woodstock, Vermont, 21 km from Killington and its ski slopes. This adult-only property offers complimentary 24-hour refreshments. Each room features locally sourced amenities and snacks and a private bathroom with bathrobes. A flat-screen cable TV is provided. Some rooms feature a sauna and select rooms offer a fireplace. This Woodstock property has an on-site library, which boasts hundreds of books.The dining room has an eco-friendly, wood-burning stove. An à la carte breakfast menu is offered and an in-room continental breakfast is available upon request. There is an outdoor firepit at the property. Guests can enjoy various activities in the surroundings, including skiing and horse riding. Woodstock is 700 metres from The Woodstocker Inn, while Hanover is 21 km from the property.

Amenities:

Balcony/Terrace • Air Conditioner • Wheelchair Accessible • Internet • Breakfast • Parking

The Woodstocker B&B
Bed & Breakfast
61 River St, Woodstock, VT, 05091, USA

Bed & breakfast in Woodstock with free breakfast and a sauna
A snack bar/deli, a sauna, and a library are available at this smoke-free bed & breakfast. Free cooked-to-order breakfast and free self parking are also provided. Other amenities include a garden.
The Woodstocker B&B offers 9 air-conditioned accommodations with bathrobes and slippers. Each accommodation is individually furnished and decorated. Flat-screen televisions are featured in guestrooms. Bathrooms include bathtubs or showers, complimentary toiletries, and hair dryers. Housekeeping is offered daily and irons/ironing boards can be requested.
Recreational amenities at the bed & breakfast include a sauna.

The recreational activities listed below are available either on site or nearby; fees may apply.

Guest Reviews:

- "This food at this property is amazing!! I would come back any day, the bread and entire menu is incredible. The zagat should try their breakfast! " - "The rooms have various themes and are very creative,clean and cozy. you are provided with a menu for breakfast with the owners serving and making each part of your stay very personal, using all local products. You are taken to your room, with all amenities and details reviewed and a full tour of the house to ensure your comfort. There is a small kitchenette available to you at all hours with various drinks and treats. The only small downside was they use single verses 2 ply toilet paper, which causes you to use more verses less."

Woodbridge Inn Bed & Breakfast
Bed & Breakfast
5763 West Woodstock Road, Woodstock, VT, VT 05091

Offering mountain views, Woodbridge Inn Bed & Breakfast in Woodstock provides accommodations, a garden, barbecue facilities, and a shared lounge. A hot tub is available for guests. The bed and breakfast offers rooms with air conditioning, free private parking, and free Wifi. There's a private bathroom with shower in all units, along with a hair dryer and free toiletries. At the bed and breakfast, units are equipped with bed linen and towels. Guests at the bed and breakfast can enjoy an American breakfast. Guests at Woodbridge Inn Bed & Breakfast will be able to enjoy activities in and around Woodstock, like hiking. Guests at the accommodation can enjoy skiing and fishing nearby, or make the most of the sun terrace. Killington Peak is 17 miles from Woodbridge Inn Bed & Breakfast, while Mount Tom is 6.3 miles from the property. Lebanon Municipal Airport is 21 miles away.

Guest Reviews:

- "Fantastic place" - "A delightful stay with great host." - "Cute and Cosy in scenic Woodstock" - "The perfect cozy stay!" - "Disappointed as was an expensive treat for us to stay at this type of inn."

The Blue Horse Inn
Bed & Breakfast
Woodstock, Vermont, USA

Guest Reviews:

- "This was a beautiful property. Everything will thought out, with lots of lovely touches. Owners friendly and helpful. Amazing breakfast. Would highly recommend." - "Tony and Jill were lovely, as was the entire staff. The rooms were nicely appointed. The food was delicious (if a little too generous on the portions). The common areas were warm and comfortable. The location is walking distance to town and to a nice, fairly easy hike up Mt. Tom. "

Stay At Jimmy's
Bed & Breakfast
45 Pleasant Street, Woodstock, VT, VT 05091, USA

Providing garden views, Stay At Jimmy's in Woodstock provides accommodations and a garden. This property offers access to a patio, free private parking, and free Wifi. Killington Peak is 23 miles from the bed and breakfast, and Mount Tom is 1.5 miles away. The bed and breakfast will provide guests with air-conditioned units with a wardrobe, a coffee machine, a microwave, a fridge, a safety deposit box, a flat-screen TV, a terrace, and a private bathroom with a walk-in shower. There's also a fully equipped kitchenette with kitchenware. At the bed and breakfast, all units are equipped with a seating area. Guests at the bed and breakfast can enjoy a continental breakfast. Dartmouth College is 19 miles from Stay At Jimmy's, while Gifford Woods State Park is 21 miles away. Lebanon Municipal Airport is 14 miles from the property.

Guest Reviews:

- "Gorgeous rooms and extremely relaxing tub! This place is also within walking distance of many shops." - "Amazing place to stay in Woodstock" - "Quite possibly the best stay in Vermont. Fact" - "Sweet little inn close to downtown Woodstock" - "Wonderful experience" - "John and Jimmy are wonderful hosts! Very knowledgable of the area and the sites. Thanks to you both!" - "Great spot. So lucky to have found it! Wonderful hosts!"

Woodbridge Inn
Bed & Breakfast
5763 W Woodstock Rd, Woodstock, VT, 05091, USA

Riverfront bed & breakfast with free breakfast and an outdoor pool
An outdoor pool, express check-in, and express check-out are available at this smoke-free bed & breakfast. Free full breakfast, free WiFi in public areas, and free self parking are also provided. Additionally, a garden, barbecue grills, and a picnic area are onsite.
Woodbridge Inn offers 6 accommodations with hair dryers and complimentary toiletries. Each accommodation is individually furnished and decorated. Beds feature premium bedding. This Woodstock bed & breakfast provides complimentary wireless Internet access. Bathrooms include showers. Housekeeping is provided daily.
Recreational amenities at the bed & breakfast include an outdoor pool.

The recreational activities listed below are available either on site or nearby; fees may apply.

Guest Reviews:

- "A beautiful, well kept home that you are made to feel very welcomed & cared for! Not a far drive to downtown Woodstock, right off Hwy 4. They have a spacious backyard along the river, plenty of seating, a hot tub and even made a bonfire to enjoy. Delicious breakfast, luxurious sheets, pillows & towels, and great hosts! Prepare to feel pampered! Looking forward to returning. " - "Breakfast is very thoughtful and delicious, vegetarian friendly!"

The Vesper Woodstock
Bed & Breakfast
21 Pleasant Street, Woodstock, VT, VT 05091, USA

The Vesper Bed and Breakfast, located just off the Village Green in Woodstock Vermont, is an 1835 Greek Revival home with a modern sustainable vision for bringing community together. It's thoughtful, vibrant, interior and nourishing food bring a positive energy to all the adventurous folks it attracts. Run by a small family who imbue the space with humor and heart, it's basecamp for getting outside, going inward, and enjoying it all. Featuring free WiFi throughout the property, The Vesper Woodstock offers accommodations in the village of Woodstock, VT, 1.6 mi from Suicide Six. Free private parking is available on site. All rooms are fitted with private baths. Certain rooms have a gas fireplace, a spa bath, and/or a TV. Galleries, museums, restaurants and shops are within a 2297 feet radius of The Vesper Woodstock. Mount Tom is 0.9 mi from The Vesper Woodstock, while Billings Farm Museum is 1969 feet from the property.

Guest Reviews:

- "Beautiful stay at a beautiful home in a beautiful storybook town." - "Not Your Grandmother's B&B" - "Felt like home" - "Nice bed and breakfast close to town. Clean and comfortable." - "Very good" - "Delightful" - "It was a great place to rest and restore for my return home." - "Cute spot could use some improvements but good overall stay" - "Overall we would return there and recommend to others" - "Not a choice for next time."

Stay At Jimmy's
Bed & Breakfast
45 Pleasant St, Woodstock, VT, 05091, USA

Bed & breakfast in Woodstock with free breakfast
Free breakfast, free self parking, and free WiFi in public areas are available at this bed & breakfast.
Housekeeping is available on request.
Stay At Jimmy's offers 3 air-conditioned accommodations with slippers and hair dryers. Each accommodation is individually furnished and decorated. Accommodations at this 3-star bed & breakfast have kitchenettes with microwaves and cookware/dishes/utensils. Bathrooms include bathtubs or showers with jetted bathtubs and rainfall showerheads, and bidets.

Guests can surf the web using the complimentary wireless Internet access. 55-inch Smart televisions come with digital channels and Netflix. Irons/ironing boards, change of towels, and change of bedsheets can be requested. Housekeeping is provided on request.

Guest Reviews:

- "Our short but sweet stay was great. Check in was smooth and the breakfast bundles were a nice touch. The rooms are newly designed and felt like such a getaway!" - "Great hosts and very comfortable room." - "Our stay was AMAZING! Jimmy and John are the perfect hosts. The fresh fruit and baked items, the beautiful grounds, the private fire pit, the comfortable apartment, the perfect location, and the way our hosts made us feel so comfortable, well, we just truly hated to leave. Thank you Jimmy and John for an amazing, (too brief), stay at your BnB!!!"

The Vesper
Bed & Breakfast
21 Pleasant St, Woodstock, VT, 05091, USA

Bed & breakfast in Woodstock with free breakfast
This bed & breakfast features free breakfast, free self parking, and free WiFi in public areas.
The Vesper offers 9 air-conditioned accommodations with hair dryers. Each accommodation is individually furnished and decorated. This Woodstock bed & breakfast provides complimentary wireless Internet access, with a speed of 500+ Mbps (good for 6+ people or 10+ devices).
The recreational activities listed below are available either on site or nearby; fees may apply.

Guest Reviews:

- "The Vesper is just the right amount of historic charm mixed with a clean, modern aesthetic. Breakfast was very tasty and made better by causal conversation with other guests. The sound machine in the room and hiking suggestions were a really nice touch! 10 out of 10 would stay here again (but longer next time!)." - "It was a very pleasant experience at the house and I enjoyed walking around also" - "Awesome experience. Terrific location and wonderful accommodations. "

Sleep Woodstock - Dog Friendly King Suite
Bed & Breakfast
Woodstock, Vermont, USA

You come to Sleep Woodstock Motel to explore, to hike, to fish, to ski, to shop, to attend events, antique, enjoy nature - to escape and have fun!

So when you`re ready for a good nights sleep after a busy day, our updated cozy rooms are just the place to lay your head!
Experience a sustainable stay at Sleep Woodstock, our solar-powered hotel located 4 miles to Woodstock, 12 miles to Quechee Gorge, 8 miles to Saskedena Six, and 10 miles to Killington Ski Resort.

Your King room features a King sized bed, reading chair & lamp, small table with 2 chairs, a flat-screen TV with cable, a retro mini-fridge with freezer, a microwave, a Keurig coffee maker with coffee, decaf coffee, tea pods, a private updated bathroom, and free parking.

Contactless remote check in via a keypad on your door. When the motel open signs are on stop in for local recommendations or assistance, or reach out to our 24 hour customer service team at any time!

We turned the office into a `Family room`, where the spirit of Ohana truly shines! We believe in cultivating a sense of community, and this cozy space is designed to be a gathering place for all our guests. Here, you can connect with fellow travelers, share stories, and enjoy complimentary refreshments. Whether you`re sipping coffee, grabbing a quick snack, or simply relaxing on the sofa, the Family/Ohana Room is always open for you. Should you find it locked, please don`t hesitate to let us know, and we`ll gladly unlock the door. Enjoy!

There is an EV charger available on a first come first serve basis for all Sleep Woodstock Motel guests.

All rooms are dog friendly, and non-smoking.

Guest Reviews:

- "We had an excellent stay, everything was so clean, the room was well appointed and there was even a little communal area with laundry, kitchen, snacks, and shuffleboard. We would absolutely recommend this motel, it’s a gem! "

Sleep Woodstock Mobility Impaired Accessible Suite
Bed & Breakfast
Woodstock, Vermont, USA

You come to Woodstock, VT to explore, to fish, to ski, to shop, to attend events, antique, enjoy nature - to escape and have fun!

So when you`re ready for a good nights sleep after a busy day, our updated rooms are just the place to lay your head! Our rooms are cozy and unexpected, and feature our signature “Wall of Art” that`s unique to each room.

Experience a sustainable stay at Sleep Woodstock, our solar-powered hotel located 4 miles to Woodstock, 12 miles to Quechee Gorge, 8 miles to Saskedena Six, and 10 miles to Killington Ski Resort.

Our Two Double Bed mobility impaired accessible room features two double beds, a flat-screen TV with cable, a retro mini-fridge with freezer, a microwave, a Keurig coffee maker with regular coffee, decaf coffee, and tea, and free parking.

Your room comes with a private updated bathroom with an accessible roll in shower, grab bars, and shower seat. The room has been designed with mobility impaired accessibility in mind.

There is a ramp leading up to the front door of the room.

Contactless remote check in via a keypad on your door. When the motel open signs are on stop in for local recommendations or assistance, or reach out to our 24 hour customer service team at any time!

We turned the office into a `Family room`, where the spirit of Ohana truly shines! We believe in cultivating a sense of community, and this cozy space is designed to be a gathering place for all our guests. Here, you can connect with fellow travelers, share stories, and enjoy complimentary refreshments. Whether you`re sipping coffee, grabbing a quick snack, or simply relaxing on the sofa, the Family/Ohana Room is always open for you. Should you find it locked, please don`t hesitate to let us know, and we`ll gladly unlock the door. Enjoy!

All rooms are dog friendly with an additional fee, and are non-smoking.

There is an EV charger available on a first come first serve basis for all Sleep Woodstock Motel guests.

Amenities:

Laundry • Fireplace/Heating • Barbecue/Outdoor Cooking • Security/Safety • Tv • Parking • Wellness Facilities • Air Conditioner • Internet • Kitchen • Child Friendly

Cozy Little Spot (Self Check-in)
Bed & Breakfast
Woodstock

Contactless check-in. Cozy guest house, cabin-studio-getaway; enjoy the sounds of a stream outside the window (next to the bed). Views of a larger brook below. The"Cabin"is nestled in the trees giving a feeling of floating above the brook below. The interior is decorated w/family heirlooms gathered from around the country. Nothing fancy, just a cozy simple getaway. 3.25 mi from town. Choose from a variety of activities in town or hop on nearby trails. NO PETS ALLOWED.

The space
a couple's cozy getaway, or a single person's writing retreat.

Kitchen for light cooking ( small sink, small propane camp stove, toaster oven, 3'x3' refrigerator, coffee maker)

Bath room: tiled shower, toilet

Guest access
Brook (with trout), stream, pond, hiking, campfire,

Other things to note
Though most guests dine in town, there is a small propane "camp stove", 3'x3' refrigerator, toaster oven and coffee maker for simple eat-in meals. The space is 12'X 14' approximately.

PLEASE!!! if you are not a down-to-earth, laid-back nature, loving individual this place is not for you. We typically do not allow folks with less than five reviews. If you’re unable to walk 50 paces on a path with grass, leaves, sticks, and sometimes snow this place is not for you. Campers, hikers, snowboarders and skiers do great here and frequently repeat. You should have some low level ruggedness in your attitude and even patience at times. If you’re not willing to give constructive feedback in person or in our notepad and quick to be critical and negative in the reviews please don’t apply. I will review speak for themselves with a combined number of states approaching 500 with almost a perfect five star review we don’t mess around and sometimes things go wrong. If you do not take this into account, please don’t book! We share the majority of the proceeds with local charities so we do our best to not only make sure our guests have at least a good time but we also do what we can to avoid difficult personalities. Sorry if that’s too blunt, if it is, this place is not for you. And one final reminder. This place is run by a caring, loving and down-to-earth family who works very hard to make sure their guests have a good time. We are not a Hilton, we are also one of the most affordable nightly rates in town.

Amenities:

River view • Hot water • Bed linens • Extra pillows and blankets • Ceiling fan • Cleaning products • Air conditioning • Hair dryer • Essentials • Room-darkening shades

YOKO: Modern design in the heart of the Village
Bed & Breakfast
Woodstock

The Vesper Bed and Breakfast, located just off the village green in Woodstock Vermont, is an 1835 Greek Revival home with a modern, sustainable vision for bringing community together. It's thoughtful, vibrant interior and nourishing food bring a positive energy to all the adventurous folks it attracts. Run by a small family who imbue the space with humor and heart, it's a basecamp for getting outside, going inward and enjoying it all.

The space
Also called the standard queen first floor, the yoko is part of the historic side of the house. the yoko is the smallest room, and has a queen bed and private bath. it is located on the first floor directly outside of the shared entryway, so this room has a bit more action/noise than the others. The room is named after yoko ono, an artist, singer and peace activist. Responsible for so many beautiful works, she recently said “I’m still dreaming. Dreaming is a more powerful way to think.”

Guest access
You will have access to your room, and will share an entrance with three other rooms. You will also be able to access the entryway and the breakfast room, along with a small common space outdoors!

Other things to note
Breakfast consists of a simple spread of coffee, tea, fruit, yogurt and granola and muffins. For a full list of what to do and where to eat, along with other FAQs, please check out our website! Easy to find if you search vesper woodstock.

The Fan House Vermont Country Home
Bed & Breakfast
Barnard

Guest rooms and kitchen licensed by state of Vermont with 100% cleanliness score from the VT Dept of Health. The Fan House is a historic 1840 property 10 minutes from Woodstock village, 25 minutes to Killington Ski Resort (lower gondola), 15 miles to Vermont Law School, five miles to the Appalachian Trail and one mile to the Barnard Inn Restaurant and yoga studio. Stunning grounds feature an English Garden that blooms from spring to autumn. Silver Lake State Park is around the corner.

The space
This house is vintage (1840) with original wooden floors and plaster walls. Guests enjoy the decor and collections of art and books.

Guest access
A note from Fan House Bed and Breakfast
The Fan House will serve breakfast al fresco in about mid May when the weather will be warm enough. The use of the public areas, i.e. dining room and living room, will be limited as long as the pandemic is an issue. But the gardens and seating areas outdoors welcome guests to leave their rooms and to enjoy the beauty of Vermont. The resident innkeeper has received her vaccinations but will still practice pandemic-related protocols for as long as recommended.

Other things to note
The guest rooms are located on the second floor with no handicap access to that floor.

Amenities:

Hangers • Hair dryer • Bulgari body soap • Bathtub • Dryer • Hot water • Shampoo • Cleaning products • Essentials • Paid washer – In building

The Fan House, A Vermont Country Home
Bed & Breakfast
Barnard

Guest rooms and kitchen licensed by state of Vermont with 100% cleanliness score from the VT Dept of Health. The Fan House is a historic 1840 property, 10 minutes from Woodstock village, 25 minutes to Killington Ski Resort (gondola on Rt. 4), 15 miles to Vermont Law School, five miles to the Appalachian Trail and one mile to the Barnard Inn Restaurant and yoga studio. Stunning grounds feature an English Garden that blooms from spring to autumn. Silver Lake State Park is around the corner.

The space
This house is vintage (1840) with original wooden floors and plaster walls. Guests enjoy the decor and collections of art and books.

Guest access
A note from Fan House Bed and Breakfast
The Fan House plans to serve breakfasts outside as soon as weather permits in May. The use of the public areas, i.e. dining room and living room, is limited as long as the pandemic is an issue. The resident innkeeper has received her vaccinations but practices pandemic-related protocols for as long as recommended.

Other things to note
The $170 per night rate applies year-round except during high seasons and holidays.

"The Chill Room" at Stay At Jimmy's
Bed & Breakfast
Woodstock

King bed, designer furniture, wet bar with fridge and mini-fridge and microwave, fully appointed, rain shower, fun and mod.

Amenities:

Coffee • Patio or balcony • Dishes and silverware • Free parking on premises • Smoke alarm • Carbon monoxide alarm

"The Hangout Room" at Stay At Jimmy's
Bed & Breakfast
Woodstock

King bed, designer furniture, wet bar with fridge and mini-fridge and microwave, fully appointed, rain shower, fun and mod. ADA Compliant.

Amenities:

Extra pillows and blankets • Essentials • Iron • Clothing storage • Air conditioning • TV • Safe • Hangers • Bed linens • Room-darkening shades

GALA: Modern design in the heart of the Village
Bed & Breakfast
Woodstock

The Vesper Bed and Breakfast, located just off the village green in Woodstock Vermont, is an 1835 Greek Revival home with a modern, sustainable vision for bringing community together. It's thoughtful, vibrant interior and nourishing food bring a positive energy to all the adventurous folks it attracts. Run by a small family who imbue the space with humor and heart, it's a basecamp for getting outside, going inward and enjoying it all.

The space
Also called the superior queen first floor, the cruz is one of three newer rooms set in the back of the inn. The cruz has a gas fireplace, jacuzzi tub and tv. it has a queen bed, a private bath and is on the first floor of the inn. The room is named after celiA Cruz, the cuban’ american singer whose voice and rhythms set fire to the ears of those listening. it is said that she sounds like “the earth opened her mouth to sing.”

Guest access
You will have access to your room, and will share an entrance with three other rooms. You will also be able to access the entryway and the breakfast room, along with a small common space outdoors!

Other things to note
Breakfast consists of a simple spread of coffee, tea, fruit, yogurt and granola and muffins. For a full list of what to do and where to eat, along with other FAQs, please check out our website! Easy to find if you search vesper woodstock.

Cozy, clean studio with picturesque Vermont views!
Bed & Breakfast
Pomfret

Lovely studio in the heart of the mountains! Our cozy and well-lit space is perfect for solo travelers or couples looking to explore all that Vermont has to offer. Enjoy a queen-sized bed, pull out sofa, kitchenette and a charming bathroom. 2 miles to the Woodstock Village and 1 mile to Saskadena Six (formerly Suicide 6). Experience local life with all the modern amenities you need for a memorable stay. ***In the winter months, 4 wheel drive or all wheel drive is mandatory.***

The space
Second floor studio apartment.

Amenities:

Valley view • Hot water • Essentials • Mountain view • Shampoo • Cleaning products • Hair dryer • Hangers • Conditioner • Body soap

CRUZ: Modern design in the heart of the Village
Bed & Breakfast
Woodstock

The Cruz is one of three newer rooms set in the back of the inn. It has a gas fireplace, jacuzzi tub and tv. it has a queen bed, a private bath and is on the first floor of the inn. The room is named after Celia Cruz, the cuban’ american singer whose voice and rhythms set fire to the ears of those listening. it is said that she sounds like “the earth opened her mouth to sing.”

Amenities:

Backyard • TV • Fire extinguisher • Wifi • Carbon monoxide alarm • Lock on bedroom door • First aid kit • Indoor fireplace • Air conditioning • Smoke alarm

FELA: Modern design in the heart of the Village
Bed & Breakfast
Woodstock

The FELA is part of the historic side of the house. It is a smaller room on the second floor with a queen bed and private bath. It can be rented with and connected to the TETE if desired - a good option for traveling parents who need a little space. The room is named after Fela Kuti, the Nigerian musician and political activist. Fela mixed funk, soul, psychedelic and traditional music to create a deeply felt experience in the listener, as he channeled his power through sound. It was (is) wild!

Amenities:

Carbon monoxide alarm • First aid kit • Lock on bedroom door • Smoke alarm • Free parking on premises • Air conditioning • Fire extinguisher • Fire pit • Wifi • Backyard

TETE: Modern design in the heart of the village
Bed & Breakfast
Woodstock

The Vesper Bed and Breakfast, located just off the village green in Woodstock Vermont, is an 1835 Greek Revival home with a modern, sustainable vision for bringing community together. It's thoughtful, vibrant interior and nourishing food bring a positive energy to all the adventurous folks it attracts. Run by a small family who imbue the space with humor and heart, it's a basecamp for getting outside, going inward and enjoying it all.

The space
Also called the standard queen second floor, The tete is part of the historic side of the house. The Tete is a simple room, with a queen bed and private bath on the second floor. It can be rented with and connected to fela if desired - a good option for traveling parents who need a little space. The room is named after tete montoliu, the spanish jazz pianist. Born blind, his 1950’s playing is still known to be ‘so contemporary, it’s prophetic.” He was a bright player with an even brighter personality.

Guest access
You have access to your room, which shares an entrance with three other rooms. You will also have access to the entryway and breakfast rooms. There is a small outdoor garden area for relaxing in as well.

Other things to note
The breakfast is a simple spread of coffee, tea, fruit, yogurt and granola and muffins. You can feel free to eat downstairs or carry it back to your room. A full description of where to eat, what to do and an FAQ can be found on our website!

Amenities:

Air conditioning • Lock on bedroom door • Backyard • Free parking on premises • Wifi • Fire pit • Fire extinguisher • Smoke alarm • First aid kit • Carbon monoxide alarm

The Barn at Rose Hill - luxury stay in Woodstock
Bed & Breakfast
Woodstock

Dreaming of the perfect setting for a romantic escape, getaway with a friend or family member, ski weekend, or beautiful viewpoint for autumn foliage? Look no further!

The space
Located in a converted barn reimagined as a guest apartment, The Barn at Rose Hill offers the convenience of being just moments from the heart of Woodstock, but with the added value of a private suite.

Just a 2-minute drive to picturesque downtown Woodstock, 9 minutes to Saskadena Six, and 20 minutes to Killington’s Skyeship Gondola, The Barn at Rose Hill offers a luxe and thoughtfully-appointed setting from which to enjoy all that Vermont’s Upper Valley has to offer.

With magic-filled summers, unparalleled foliage, world-class skiing, winding dirt roads unveiling idyllic views, delectable farm-to-table dining, covered bridges, friendly Vermonters, and locally-crafted cheese and maple syrup just waiting to be tasted, don’t be surprised if you never want to leave the Green Mountains.

Unwind from your day by relaxing on the deck while sipping a cider from one of Vermont’s many cideries (or your drink of choice!), enjoy views of a glittering night sky made possible by being away from city lights, then retreat inside to luxuriate in the bath or shower using personal care products from Vermont’s own Ursa Major, and rest your head on buttery soft bedding from Brooklinen.

Awake to the peaceful, light-filled space and ease into your day with locally-roasted coffee and a good book. If the real world beckons (although we promise we won’t tell it where to find you! ;) and you need to catch up on some work, we welcome you to take a seat at the dedicated work space.

No detail has been overlooked when it comes to your comfort and we can’t wait to welcome you for a memorable stay!

Guest access
The entire guest apartment is yours during your stay and we like to give guests their full privacy. Check yourself into the space at your convenience using a secure access code which will be provided. Please be advised that the guest apartment is accessed by ascending a flight of stairs.

Other things to note
*Thank you for driving slowly for our family’s safety and yours, as the front of the driveway is narrow. If you will be visiting during seasons known for wet or snowy weather (typically December-April), we advise using a vehicle with 4-wheel drive/all-wheel drive and being cautious of ice as the driveway can become slippery.

**Getting Around: Please note that there are not taxis or ride-shares available in our rural community and we advise against walking from downtown to our property at night as the roads are quite dark and do not have sidewalks. If you are planning to enjoy alcohol, it’s wise to appoint a designated driver to keep everyone safe.

***We love kids (and are parents ourselves!) but please note that this space is most conducive to hosting two adults and has not been baby-proofed.

****If looking for a stay longer than 14 days please just message us and we are happy to discuss availability with you.

Amenities:

Cleaning products • Ursa Major body soap • Free dryer – In unit • Hair dryer • Bathtub • Washer • Ursa Major shampoo • Shower gel • Hot water • Ursa Major conditioner

SOTO: Modern design in the heart of the village
Bed & Breakfast
Woodstock

The Vesper Bed and Breakfast, located just off the village green in Woodstock Vermont, is an 1835 Greek Revival home with a modern, sustainable vision for bringing community together. It's thoughtful, vibrant interior and nourishing food bring a positive energy to all the adventurous folks it attracts. Run by a small family who imbue the space with humor and heart, it's a basecamp for getting outside, going inward and enjoying it all.

The space
Also called the superior queen second floor, The soto is one of three newer rooms set in the back of the inn and is the largest guest room. it has a living room area, a private deck, jacuzzi tub, gas fireplace and tv. It has a queen bed, private bath and is on the second floor of the inn. The room is named after jesús rafael soto, the venezuelan sculptor and painter who famously said “we know that man is not on one side and the world on the other. We are not observers but integral parts of a reality, which we know to be teeming with living forces, many of them invisible.”

Guest access
You will have access to your room, and will share an entrance with three other rooms. You will also be able to access the entryway and the breakfast room, along with a small common space outdoors!

Other things to note
Breakfast consists of a simple spread of coffee, tea, fruit, yogurt and granola and muffins. For a full list of what to do and where to eat, along with other FAQs, please check out our website! Easy to find if you search vesper woodstock.

Amenities:

Fire extinguisher • TV • Air conditioning • Backyard • First aid kit • Wifi • Smoke alarm • Carbon monoxide alarm • Lock on bedroom door • Indoor fireplace

Woodstock Bed-And-Breakfast on the Map

Compare the Best Bed-And-Breakfast in Woodstock – Addresses, Prices, Stars, Rating, and Review Count

Property Name Address Price ($) Star Rating Review Count Book
The Village Inn of Woodstock 41 Pleasant Street, Woodstock, VT, VT 05091 238 4.0 8.9 158 Click here
The Jackson 43 Senior Lane, Woodstock, VT, 05091, USA 192 4.0 9.8 251 Click here
The Woodstocker B&B 61 River Street, Woodstock, VT, VT 05091, USA 185 4.0 9.7 30 Click here
The Woodstocker B&B 61 River St, Woodstock, VT, 05091, USA 239 4.0 10.0 51 Click here
Woodbridge Inn Bed & Breakfast 5763 West Woodstock Road, Woodstock, VT, VT 05091 279 3.0 9.5 98 Click here
The Blue Horse Inn Woodstock, Vermont, USA 282 3.0 10.0 123 Click here
Stay At Jimmy's 45 Pleasant Street, Woodstock, VT, VT 05091, USA 299 3.0 9.8 44 Click here
Woodbridge Inn 5763 W Woodstock Rd, Woodstock, VT, 05091, USA 489 3.0 9.6 66 Click here
The Vesper Woodstock 21 Pleasant Street, Woodstock, VT, VT 05091, USA 175 8.7 137 Click here
Stay At Jimmy's 45 Pleasant St, Woodstock, VT, 05091, USA 218 3.0 10.0 46 Click here
The Vesper 21 Pleasant St, Woodstock, VT, 05091, USA 195 3.0 9.2 45 Click here
Sleep Woodstock - Dog Friendly King Suite Woodstock, Vermont, USA 195 10.0 1 Click here
Sleep Woodstock Mobility Impaired Accessible Suite Woodstock, Vermont, USA 181 1 Click here
Cozy Little Spot (Self Check-in) Woodstock 135 9.96 1 Click here
YOKO: Modern design in the heart of the Village Woodstock 165 9.82 1 Click here
The Fan House Vermont Country Home Barnard 170 9.82 1 Click here
The Fan House, A Vermont Country Home Barnard 170 9.76 1 Click here
"The Chill Room" at Stay At Jimmy's Woodstock 199 10.0 1 Click here
"The Hangout Room" at Stay At Jimmy's Woodstock 199 10.0 1 Click here
GALA: Modern design in the heart of the Village Woodstock 200 10.0 1 Click here
Cozy, clean studio with picturesque Vermont views! Pomfret 200 9.92 1 Click here
CRUZ: Modern design in the heart of the Village Woodstock 202 10.0 1 Click here
FELA: Modern design in the heart of the Village Woodstock 202 10.0 1 Click here
TETE: Modern design in the heart of the village Woodstock 225 9.72 1 Click here
The Barn at Rose Hill - luxury stay in Woodstock Woodstock 300 10.0 1 Click here
SOTO: Modern design in the heart of the village Woodstock 300 10.0 1 Click here

Note: The prices for each Bed-And-Breakfast in Woodstock 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

Bed and breakfast stays in Woodstock that offer a pool include:

  • The Woodstocker B&B.- Review Count: 51, Rating: 10.0
  • Woodbridge Inn.- Review Count: 66, Rating: 9.6
  • Cozy, clean studio with picturesque Vermont views!.- Review Count: 0, Rating: 9.92

These bed and breakfast options in Woodstock feature spa or wellness amenities:

  • The Woodstocker B&B.- Review Count: 51, Rating: 10.0

Family-friendly bed and breakfast stays in Woodstock include:

  • The Village Inn of Woodstock.- Review Count: 158, Rating: 8.9
  • Woodbridge Inn Bed & Breakfast.- Review Count: 98, Rating: 9.5
  • Woodbridge Inn.- Review Count: 66, Rating: 9.6

Pet-friendly bed and breakfast properties in Woodstock include:

  • Stay At Jimmy's.- Review Count: 44, Rating: 9.8

Bed and breakfast stays in Woodstock that include morning breakfast include:

  • The Village Inn of Woodstock.- Review Count: 158, Rating: 8.9
  • The Jackson .- Review Count: 251, Rating: 9.8
  • The Woodstocker B&B.- Review Count: 30, Rating: 9.7

Bed and breakfast properties in Woodstock with guest parking include:

  • The Village Inn of Woodstock.- Review Count: 158, Rating: 8.9
  • The Jackson .- Review Count: 251, Rating: 9.8
  • The Woodstocker B&B.- Review Count: 30, Rating: 9.7

Some of the best Bed And Breakfast in Woodstock are:

  • The Jackson .- Review Count: 251, Rating: 9.8
  • The Village Inn of Woodstock.- Review Count: 158, Rating: 8.9
  • The Woodstocker B&B.- Review Count: 51, Rating: 10.0

Some of the popular Bed And Breakfast in Woodstock are:

  • The Jackson .- Review Count: 251, Rating: 9.8
  • The Village Inn of Woodstock.- Review Count: 158, Rating: 8.9
  • The Vesper Woodstock.- Review Count: 137, Rating: 8.7