Charming Bed and Breakfasts in Windham, NY

Albergo Allegria Hotel & Breakfast Restaurant
Bed & Breakfast
43 State Route 296, Windham, NY, NY 12496, USA

Albergo Allegria Hotel & Breakfast Restaurant offers accommodations in Windham, 9.5 miles from Hunter Mountain. 7.7 miles from Catskill State Park and 28 miles from Hudson Athens Lighthouse, the property features a garden and barbecue facilities. There's a sun terrace and guests can make use of free Wifi, free private parking, and an electric vehicle charging station. At the bed and breakfast, units are fitted with a wardrobe, a flat-screen TV, a private bathroom, bed linen, and towels. Every unit has air conditioning, and some units at the bed and breakfast have a patio. The rooms are equipped with heating facilities. At the property, there is an restaurant serving American cuisine as well as vegetarian options. Guests at the bed and breakfast will be able to enjoy activities in and around Windham, like hiking. Skiing and cycling can be enjoyed nearby, while a bicycle rental service, a ski pass sales point and ski storage space, are also available on-site. Albany International Airport is 62 miles from the property.

Guest Reviews:

- "Amazing attention to detail and the breakfast options were extraordinary! werewo" - "Very enjoyable! May the Lord bless your establishment as you serve others 🙏🏻🙏🏻!" - "Albergo Allegria makes any vacation special" - "Fantastic" - "Excellent" - "Beautiful, friendly, worth the trip." - "Will be back!" - "Fun, cute place to stay"

Albergo Allegria Hotel & Breakfast Restaurant
Bed & Breakfast
43 State Route 296, Windham, NY, 12496, USA

Victorian bed & breakfast in Windham with free parking
A restaurant, a microwave in a common area, and a refrigerator in a common area are available at this smoke-free bed & breakfast. Free WiFi in public areas and free self parking are also provided. Additionally, a business center, a meeting room, and concierge services are onsite.
Housekeeping is available on request.
Albergo Allegria Hotel & Breakfast Restaurant offers 21 air-conditioned accommodations with DVD players and complimentary bottled water. Each accommodation is individually furnished and decorated. Beds feature down comforters and premium bedding. 55-inch flat-screen televisions come with cable channels. Bathrooms include complimentary toiletries and hair dryers.

This Windham bed & breakfast provides complimentary wireless Internet access. Business-friendly amenities include desks and desk chairs. Additionally, rooms include irons/ironing boards and ceiling fans. Hypo-allergenic bedding, change of towels, and change of bedsheets can be requested. Housekeeping is provided daily.


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

Guest Reviews:

- "The property is beautiful, clean and cozy." - "It was a quaint and pleasant place. The breakfast was outstanding! " - "Nice room, comfortable bed, nice downstairs sitting areas, fantastic breakfast and staff!!" - "Great owners operators Great bed Wonderful breakfast " - "This place was beautiful and I will definitely be back " - "The staff/owners were absolutely wonderful! The hotel is charming and warm with many things we love. The breakfasts were fantastic! We will definitely be returning at a later date with our son and his wife. "

Beds on Clouds
Bed & Breakfast
5320 State Route 23, Windham, NY, NY 12496, USA

Beds on Clouds offers accommodations in Windham, 8.9 miles from Catskill State Park and 29 miles from Hudson Athens Lighthouse. With a garden, the 3-star bed and breakfast has air-conditioned rooms with free Wifi. The bed and breakfast also offers facilities for disabled guests. The bed and breakfast provides guests with a patio, mountain views, a seating area, cable flat-screen TV, a fully equipped kitchen with a toaster and a stovetop, and a private bathroom with shower and a hair dryer. At the bed and breakfast, all units are allergy-free and soundproof. At the bed and breakfast, the units are equipped with bed linen and towels. You can play mini-golf at Beds on Clouds, and the area is popular for hiking. Guests at the accommodation can enjoy skiing and cycling nearby, or make the most of the sun terrace. Hunter Mountain is 11 miles from Beds on Clouds. Albany International Airport is 63 miles away.

Guest Reviews:

- "Very quiet -" - "It was fine" - "It was fine but the smoke alarm chirped all night and there was a leak in the roof so my son's bed w"

Antique Rose Inn Windham
Bed & Breakfast
326 State Route 296, Windham, NY, 12496, USA

Powdery heaven for skiers, close to Windham Country Club
Start your day at Antique Rose Inn Windham with a complimentary breakfast before a day on the slopes. Additional amenities include ski passes and complimentary wireless internet access.
Antique Rose Inn Windham offers 3 accommodations with slippers and hair dryers. Each accommodation is individually furnished and decorated. Beds feature premium bedding. Flat-screen televisions come with cable channels.

Bathrooms include separate bathtubs and showers and complimentary toiletries. This Windham bed & breakfast provides complimentary wired and wireless Internet access. Refrigerators and irons/ironing boards can be requested. Housekeeping is provided daily.


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

Guest Reviews:

- "The owner or manager was quite accommodating with early checkin for our luggage and let us use her mini refrigerator. She was very friendly and gave us a tour of this 1889 home. She made a delicious breakfast accommodating my gluten and dairy intolerance. The bed and room were totally comfortable! The only drawbacks were sharing the bathroom with the three other rooms making six people using the one bathroom. A water filter is also needed for the brown water."

Georgian Garden Inn
Bed & Breakfast
5159 state route 23, Windham, NY, 12496, USA

Bed & breakfast with free parking, near Windham Mountain Resort
A sauna, a garden, and charcoal grills are available at this smoke-free bed & breakfast. Free WiFi in public areas and free self parking are also provided. Additionally, a picnic area, a lobby fireplace, and multilingual staff assistance are onsite.
Georgian Garden Inn offers 5 accommodations with rice cookers and shared/communal kitchens. Guests can make use of the in-room full-sized refrigerators/freezers and microwaves.

Bathrooms include shower/tub combinations, complimentary toiletries, and hair dryers. This Windham bed & breakfast provides complimentary wireless Internet access.


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:

- "We had a comfortable and lovely stay. The hostesses Viktoria and Irina were very hospitable, friendly and helpful, if you have any questions feel free to ask them. The property has a great location, it is close to the center of Windhem. Our room was clean, comfortable, with beautiful view and excellent internet service. Glad we chose Georgian Garden, highly recommended." - "My kids (12 and 3 y.o.) and I had a wonderful experience at the place. Victoria (the owner) was very attentive to our needs. The place is clean, our room had a gorgeous view of the mountains, there’s plenty of space in the backyard for the kids to play. They even have the access to the creek. Just bring water shoes if you visit in the summer. "

Guesthouse Minutes from the Mountain!
Bed & Breakfast
Windham

Welcome to our charming guest house, nestled just minutes away from Windham Mountain! This cozy retreat offers the perfect balance of comfort & convenience, making it an ideal haven for your mountain getaway. Whether you're gearing up for an exciting day on the slopes or winding down after exploring the area, this 1-bedroom layout offers the perfect retreat for couples seeking a romantic getaway, individuals in pursuit of outdoor thrills, or anyone looking to rejuvenate in a picturesque setting!

Other things to note
** As most of the homes are on wells, there can be a slight sulfur or iron smell to the water. It is safe to use and consume, but bottled water is recommended if you're sensitive to that ***

Amenities:

Self check-in • Clothing storage • Wifi • Smart lock • Bed linens • Heating • Essentials • TV • Extra pillows and blankets

Alpine Chalet on Spectacular Property
Bed & Breakfast
Hudson Valley

Inspired by their travels in the Swiss Alps, the hosts of the Mountaintop Chalet invite guests to their peaceful alpine guesthouse atop a mountain in the Northern Catskills. Nestled on a quiet, private road, the Mountaintop Chalet is just an 8 minutes drive to downtown Windham, NY, 10 minutes to Windham Mountain and 18 minutes to Hunter Mountain. This tranquil yet accessible setting makes it the perfect escape for couples, families and friends. Follow on Insta at mountaintop_chalet.

The space
Summary:
- 10 min to Windham Mountain | 18 min to Hunter Mountain | 40 Min to Belleayre Mountain | 40 min to Plattekill Mountain
- Private Guesthouse on 5 acres
- Downstairs - bedroom with queen bed
- Upstairs - Living space with kitchen, living room, bathroom, Queen Murphy Bed
- Large, private deck
- Full-size crib available
- High-speed Internet (Starlink with over 150 Mpbs)
- Gas fireplace
- Air Conditioning
- Weber Gas Grill
- Fire pit
- Outdoor shower
- Walking trails

All the details:
The property is set out over 2 floors of a detached guesthouse on the owner's stunning 5 acre property. The primary bedroom occupies the ground floor of the chalet. The beautifully decorated bedroom has a queen bed with Tuft & Needle mattress and Brooklinen sheets. A folding, full-sized crib is tucked away inside a spacious closet.

Upstairs guests will enjoy panoramic views over the meadow, pond and forest which make up the chalet's idillic property. Inside, the open living, dining and kitchen area are centered around a gas fireplace. There is a full kitchen complete with stove, oven, microwave, toaster, fridge, freezer, coffee grinder, coffee maker and reverse osmosis (RO) drinking water system.

The living area has a sectional sofa and comfy arm chair set around the fireplace and smart-TV. In addition to all the streaming services, we also have Direct TV Stream, where you can catch most of your typical cable and local channels in real-time. There are board games and a record player as well.

Need extra sleeping space? The living space can be transformed in an instant into a cozy second sleeping area by simply opening up the Murphy bed. The bed has the same queen Tuft & Needle mattress as the downstairs bedroom.

The bathroom and shower are located just off the living area on this upper floor.

The upper floor opens onto an expansive terrace complete with a Weber gas grill and a cozy seating area. This is the perfect place to enjoy morning coffee, glass of wine or a full BBQ meal.

The chalet has high-speed wifi (150-250 Mbps) and air conditioning.

Nature has been generous to the Chalet's peaceful property. The sprawling meadow and dense forest beyond transport guests to a place of privacy and relaxation. Tucked under the deck is an outdoor shower. A few yards away is a fire pit (fire wood is provided), complete with Adirondack chairs.

Speaking of Mother Nature, the Chalet is prepared for whatever she has in store. The entire property has a backup generator in the event of a power outage. The internet will also work in the event of a power outage and/or bad storm as it is the high-speed Starlink satellite system.

Please read "Other details to note" prior to booking!

Guest access
Guests will have access to the entire guest house and outdoor property, including the fire pit.

Other things to note
Please note that our home is in the mountains and in a very rural area. We share our mountain with all of the woodland creatures that inhabit the area. Guests MUST not leave any food or trash outdoors. If you use the grill, it must be cleaned and covered before you go to bed. Black bears, coyotes, raccoons and other animals live in these mountains and are masters at sniffing out food.

Also, in the winter, our road gets plowed after significant snow events (over 3"). We highly recommend that our guests travel to the Chalet in vehicles that are equipped to handle winter in the mountains (all wheel or 4x4 drive).

Additional visitors and guests not part of the booking are not permitted unless approved by the hosts.

NO SMOKING OF ANY KIND IS PERMITTED INSIDE THE CHALET.

Please do not charge your electric cars using our house power. There is a charging station at Windham Mountain for your convenience.

Tap water is clean and safe to drink but we also have an RO system in the kitchen.

For those staying 5 nights or longer will need to discard of their own garbage. The waste station is right in town, about 10 minutes away (and is on the way back to the throughway). For shorter stays, our cleaning staff will take care of it.

Inflatable pools are not permitted. Because of our water system we have to be cautious about our water usage.

Cell service is a bit sporadic. WiFi (2G and 5G) is very strong and FaceTime Calling is an option as well. We activate wifi calling on our own phones which works very well.

Please note that there is not a Washer/dryer nor is there a dishwasher.

All guests will be held responsible for damaged items or if additional cleaning services might be required post your stay but we don't like doing this so please take care of our little piece of heaven.

Please remember this isn't a hotel and we are not a massive operation; it is our home that we've worked so hard on so take care of it as you would your own.

In case you are looking for something specific, here is a list of kitchen items and small appliances:

Coffee maker (filters are provided)
Coffee pour-over (filters are provided)
Coffee grinder
Stovetop tea kettle
Microwave
Toaster
Baking pans/dishes
Measuring cups + spoons
Pots and pans
Always Pan
Colander
Tapperware
Grilling utensils
enormous refrigerator
freezer
Salt+pepper+evoo+some other spices

Amenities:

Essentials • Hair dryer • Dove conditioner • Shower gel • Cleaning products • Hangers • Dove shampoo • Hot water • Aveeno body soap • Outdoor shower

Newly Built 1200sq ft Guest House 4 min 2 Ski/Hike
Bed & Breakfast
Windham

Beautiful newly built 1200 sq ft cozy log guest house, w vaulted ceilings and a gas fireplace for a charming indoor experience. Air conditioning for those few warm summer days. A mud room with bench seating and a ski storage area w a heated floor. An outdoor Adirondack chair seating area w a gas fire table for a peaceful outdoor experience surrounded by a serene tree lined environment.

Amenities:

Dryer • AC - split type ductless system • Indoor fireplace • Washer • Iron • Shampoo • Hair dryer • TV • Essentials • Hot water

Little Bear’s Cottage Great location, cozy&cute
Bed & Breakfast
Windham

It’s in a walking distance to restaurants, bars, stores and bus stop, 5 min to the Windham Mountain and 15 minutes to the Hunter Mountain

Amenities:

Air conditioning • Hangers • Hair dryer • Free washer – In unit • Shampoo • TV • Iron • Essentials • Hot water • Free dryer – In unit

Windham Bed-And-Breakfast on the Map

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

Property Name Address Price ($) Star Rating Review Count Book
Albergo Allegria Hotel & Breakfast Restaurant 43 State Route 296, Windham, NY, NY 12496, USA 229 3.0 9.4 89 Click here
Albergo Allegria Hotel & Breakfast Restaurant 43 State Route 296, Windham, NY, 12496, USA 168 3.0 9.6 270 Click here
Beds on Clouds 5320 State Route 23, Windham, NY, NY 12496, USA 206 3.0 4.2 11 Click here
Antique Rose Inn Windham 326 State Route 296, Windham, NY, 12496, USA 145 3.0 9.0 124 Click here
Georgian Garden Inn 5159 state route 23, Windham, NY, 12496, USA 247 3.0 9.0 28 Click here
Guesthouse Minutes from the Mountain! Windham 155 10.0 1 Click here
Alpine Chalet on Spectacular Property Hudson Valley 175 9.98 1 Click here
Newly Built 1200sq ft Guest House 4 min 2 Ski/Hike Windham 235 10.0 1 Click here
Little Bear’s Cottage Great location, cozy&cute Windham 295 9.94 1 Click here

Note: The prices for each Bed-And-Breakfast in Windham 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 Windham that offer a pool include:

  • Albergo Allegria Hotel & Breakfast Restaurant.- Review Count: 270, Rating: 9.6

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

  • Georgian Garden Inn.- Review Count: 28, Rating: 9.0

Family-friendly bed and breakfast stays in Windham include:

  • Albergo Allegria Hotel & Breakfast Restaurant.- Review Count: 89, Rating: 9.4
  • Albergo Allegria Hotel & Breakfast Restaurant.- Review Count: 270, Rating: 9.6
  • Beds on Clouds.- Review Count: 11, Rating: 4.2

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

  • Albergo Allegria Hotel & Breakfast Restaurant.- Review Count: 270, Rating: 9.6
  • Antique Rose Inn Windham.- Review Count: 124, Rating: 9.0
  • Georgian Garden Inn.- Review Count: 28, Rating: 9.0

Bed and breakfast properties in Windham with guest parking include:

  • Albergo Allegria Hotel & Breakfast Restaurant.- Review Count: 89, Rating: 9.4
  • Albergo Allegria Hotel & Breakfast Restaurant.- Review Count: 270, Rating: 9.6
  • Beds on Clouds.- Review Count: 11, Rating: 4.2

Some of the best Bed And Breakfast in Windham are:

  • Albergo Allegria Hotel & Breakfast Restaurant.- Review Count: 270, Rating: 9.6
  • Antique Rose Inn Windham.- Review Count: 124, Rating: 9.0
  • Albergo Allegria Hotel & Breakfast Restaurant.- Review Count: 89, Rating: 9.4

Some of the popular Bed And Breakfast in Windham are:

  • Albergo Allegria Hotel & Breakfast Restaurant.- Review Count: 270, Rating: 9.6
  • Antique Rose Inn Windham.- Review Count: 124, Rating: 9.0
  • Albergo Allegria Hotel & Breakfast Restaurant.- Review Count: 89, Rating: 9.4