Search B&B in Windham

  • Plan, book, stay with confidence

    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Next weekend
18 Apr - 20 Apr
In two weeks
25 Apr - 27 Apr
In one month
9 May - 11 May
In two months
6 Jun - 8 Jun

Compare 40 B&B in Windham with updated reviews, rates, and availability.

Comfort Inn Rutland - Killington
Indoor pool

Comfort Inn Rutland - Killington

2.5 star property
8.0 out of 10, Very Good, (1004)
"When I entered the first night Kim was amazing she made me feel like I was at home and we had an amazing laugh My room was clean and the breakfast was good "
The price is AED 485
AED 534 total
includes taxes & fees
9 Apr - 10 Apr
Comfort Inn Rutland - Killington
Woodstock Inn & Resort
Lobby

Woodstock Inn & Resort

4.5 star property
9.2 out of 10, Wonderful, (508)
"Great resort, beautiful property-only issue was room was cold - aside from that, loved the stay "
The price is AED 1,098
AED 1,370 total
includes taxes & fees
10 Apr - 11 Apr
Woodstock Inn & Resort
Killington Mountain Lodge, Tapestry Collection by Hilton
Terrace/patio

Killington Mountain Lodge, Tapestry Collection by Hilton

3.5 star property
7.2 out of 10, Good, (1000)
"Everyone was very accommodating, as well as very helpful!"
The price is AED 449
AED 494 total
includes taxes & fees
1 May - 2 May
Killington Mountain Lodge, Tapestry Collection by Hilton
Holiday Inn Club Vacations Mount Ascutney Resort by IHG
Exterior

Holiday Inn Club Vacations Mount Ascutney Resort by IHG

3.0 star property
9.0 out of 10, Wonderful, (685)
"It was fantastic, the pool could have been a little warmer, but overall great experience!!"
The price is AED 437
AED 526 total
includes taxes & fees
9 Apr - 10 Apr
Holiday Inn Club Vacations Mount Ascutney Resort by IHG
The Equinox Golf Resort & Spa
Exterior

The Equinox Golf Resort & Spa

4.5 star property
7.4 out of 10, Good, (464)
"Excellent "
The price is AED 369
AED 600 total
includes taxes & fees
21 Apr - 22 Apr
The Equinox Golf Resort & Spa
The Mountain Inn at Killington
Outdoor pool, a heated pool

The Mountain Inn at Killington

2.5 star property
9.2 out of 10, Wonderful, (780)
"The Mountain Inn is a great place to stay, with friendly staff, a nice outdoor pool, and a fun game room. The Killington ski area is also very close to the hotel. We highly recommend this family friendly place."
The price is AED 602
AED 695 total
includes taxes & fees
9 Apr - 10 Apr
The Mountain Inn at Killington
Days Inn by Wyndham Rutland/Killington Area
Room, 1 King Bed, Non Smoking | Desk, blackout drapes, iron/ironing board, free cribs/infant beds

Days Inn by Wyndham Rutland/Killington Area

2.5 star property
6.4 out of 10, (1001)
"The New makeover has really turned this days in and into a Real value"
The price is AED 403
AED 443 total
includes taxes & fees
10 Apr - 11 Apr
Days Inn by Wyndham Rutland/Killington Area
North Star Lodge and Resort
Kayaking

North Star Lodge and Resort

2.0 star property
8.6 out of 10, Excellent, (1000)
"Great stay"
The price is AED 430
AED 473 total
includes taxes & fees
9 Apr - 10 Apr
North Star Lodge and Resort
Hampton Inn and Suites Manchester
Front of property - evening/night

Hampton Inn and Suites Manchester

2.5 star property
9.6 out of 10, Exceptional, (1000)
"Cleanliness of the room and easy to get to"
The price is AED 496
AED 546 total
includes taxes & fees
30 Apr - 1 May
Hampton Inn and Suites Manchester
Mountaineer Inn
Fireplace

Mountaineer Inn

2.0 star property
9.0 out of 10, Wonderful, (455)
"We loved our stay"
The price is AED 372
AED 451 total
includes taxes & fees
13 Apr - 14 Apr
Mountaineer Inn
Mountain Sports Inn
Front of property

Mountain Sports Inn

2.0 star property
8.8 out of 10, Excellent, (879)
"Staff was very helpful"
The price is AED 364
AED 400 total
includes taxes & fees
9 Apr - 10 Apr
Mountain Sports Inn
Pointe at Castle Hill Resort
Indoor pool

Pointe at Castle Hill Resort

3.5 star property
8.8 out of 10, Excellent, (837)
"Nice hot tub and pool area. The room was spotless and had a well equipped kitchen, a washer/dryer unit, and jacuzzi tub in the bathroom. The TVs were nice size and Wi-Fi was decent even at peak evening hours."
The price is AED 621
AED 708 total
includes taxes & fees
9 Apr - 10 Apr
Pointe at Castle Hill Resort
Hampton Inn Brattleboro
Lobby

Hampton Inn Brattleboro

2.5 star property
8.2 out of 10, Very Good, (813)
"Booked hotel 10 weeks before the stay specifically so I could use the pool and hot tub for my health condition. 4 days before arriving (1 day AFTER penalty free cancellation), I noticed they posted on their web site the pool & hot tub would be closed for the next 4 weeks (starting a few week before we arrived). When I asked at the front desk when they posted that noticed she said beginning of the month. Letting those with reservations aware of the change should occurred via email. At a...
The price is AED 386
AED 424 total
includes taxes & fees
14 Apr - 15 Apr
Hampton Inn Brattleboro
Kimpton Taconic Hotel by IHG
Exterior

Kimpton Taconic Hotel by IHG

4.0 star property
9.4 out of 10, Exceptional, (757)
"I had another lovely stay at the Kimpton Taconic Hotel in Manchester, VT. This was my second time staying with my family of four, plus a group of friends. The beds are extremely comfortable, and the pillows are soft — just the way I like them. The hotel’s location is excellent, with a short drive to both Stratton Mountain Resort and Bromley Mountain Ski Resort. The on-site restaurant, The Copper Grouse, is a solid option for food, and the town of Manchester is so quaint, with charming shops, a...
The price is AED 525
AED 706 total
includes taxes & fees
22 Apr - 23 Apr
Kimpton Taconic Hotel by IHG
Turn of River Lodge
Interior

Turn of River Lodge

2.5 star property
9.0 out of 10, Wonderful, (253)
"very nice lodge. the owner live there and make sure everything run smoothly. Simple breakfast but enough for a very good start of the day. love the share Livingroom with huge fireplace and everyone super friendly. many board game to finish the evening. Only 10mn drive to Killington resort main parking K1 and plenty of restaurant around. "
The price is AED 424
AED 467 total
includes taxes & fees
9 Apr - 10 Apr
Turn of River Lodge
The Manchester View
Aerial view

The Manchester View

2.5 star property
9.4 out of 10, Exceptional, (697)
"Staff nice and friendly"
The price is AED 364
AED 400 total
includes taxes & fees
9 Apr - 10 Apr
The Manchester View
The Shire Woodstock
Property grounds

The Shire Woodstock

3.0 star property
8.8 out of 10, Excellent, (734)
"Clean, nice, great value, nice place"
The price is AED 442
AED 515 total
includes taxes & fees
15 Apr - 16 Apr
The Shire Woodstock
Aspen At Manchester
Snow and ski sports

Aspen At Manchester

2.5 star property
8.6 out of 10, Excellent, (549)
"The hotel is generally very clean and spacious, with an easy check-in and check-out process, which we greatly appreciated. However, we encountered a few issues during our stay. The bathroom lacked functional lighting, forcing us to rely solely on the mirror light. Additionally, the tissue paper holder was broken, and the bottles of shampoo, conditioner, and body wash were all empty. Despite these concerns, everything else about the hotel met our expectations and contributed to an otherwise...
The price is AED 359
AED 436 total
includes taxes & fees
9 Apr - 10 Apr
Aspen At Manchester
506 On the River Inn
Family Suite, 2 Bedrooms | Private kitchen | Microwave

506 On the River Inn

4.0 star property
9.4 out of 10, Exceptional, (990)
"Beautiful pool setting"
The price is AED 724
AED 931 total
includes taxes & fees
9 Apr - 10 Apr
506 On the River Inn
The Putney Inn
Exterior

The Putney Inn

2.5 star property
8.4 out of 10, Very Good, (1000)
"Good basic hotel. Very clean. Very reasonably priced"
The price is AED 343
AED 374 total
includes taxes & fees
10 Apr - 11 Apr
The Putney Inn
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Don't see what you're looking for?
See all available properties in Windham
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Other property types in Windham

Escape in Rural Vermont! 2 Homes SaunaPool, Hot Tub, Game House Mountain Views.
Smart TV, fireplace, foosball, table tennis

Escape in Rural Vermont! 2 Homes SaunaPool, Hot Tub, Game House Mountain Views.

10.0 out of 10, Exceptional, (47)
"We had a great stay at this property and every year a few families get together to spend a few days skiing and other winter activities. The house was a great layout for our group with plenty of spaces for all to sleep. Kids loved the downstairs while the adults love the game house. The property was well stocked with all needs if you forgot anything to make meal times easy. Host was great and if we had any questions they were answered right away. "
Escape in Rural Vermont! 2 Homes SaunaPool, Hot Tub, Game House Mountain Views.
Cozy Hideaway near Ludlow/Okemo. HOT TUB!!
Outdoor dining

Cozy Hideaway near Ludlow/Okemo. HOT TUB!!

9.8 out of 10, Exceptional, (205)
"Location was perfect. Cabin cute and comfortable. Pond was an amazing bonus with lots of cool birds. We had the best vacation there ever!"
Cozy Hideaway near Ludlow/Okemo. HOT TUB!!
Your Vermont Mountain Haven Pet Friendly home with Hot tub!
Outdoor spa tub

Your Vermont Mountain Haven Pet Friendly home with Hot tub!

9.8 out of 10, Exceptional, (16)
"Family ski weekend. Our stay was very comfortable. Communication with host was phenomenal, always prompt and courteous Location is nice , very close to the ski resorts "
The price is AED 744
AED 2,365 total
includes taxes & fees
15 Apr - 16 Apr
Your Vermont Mountain Haven Pet Friendly home with Hot tub!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

Searching for B&Bs in Windham?
If you’re looking for something a little more offbeat than your standard hotel experience, a bed and breakfast could be the perfect alternative for your vacation.
Are you thinking about B&Bs over traditional hotel rooms?
With attentive service, opportunities to mingle with other guests, and of course a scrumptious breakfast, B&Bs all have a unique setting.
What are the best B&Bs in Windham?
Below are some well-liked B&Bs in the area: Bromley View Inn: 16 rooms. 10.5 mi (16.9 km) from the heart of Windham. Enjoy the unique décor and fireplace in the lobby. Big Bears Lodge: 24 rooms. 16.9 mi (27.1 km) from the downtown core. Enjoy the free cooked breakfast and outdoor pool. The Inn at Manchester: 18 rooms. Situated 17.4 mi (28 km) from the heart of Windham. Enjoy the free cooked breakfast and outdoor pool. The Inn at Ormsby Hill: 10 rooms. 18.6 mi (29.9 km) from the heart of downtown. Enjoy the free full breakfast and designer toiletries. Deerfield Valley Inn: 9 rooms. Located 17.4 mi (28.1 km) from the core of Windham. Enjoy the unique décor and fireplace in the lobby.
What's the best time of year to stay at a B&B in Windham?
When you’re dreaming of a getaway to Windham, be sure to take into account the year-round temperatures. The hottest months are usually July and August with an average temp of 64°F, while the coldest months are January and February with an average of 24°F. The snowiest months in Windham are January, March, November, and February, with each month seeing an average of 14 inches of snowfall.
What is there to do in Windham?
Spend some time exploring Jamaica State Park and Emerald Lake State Park if you’re hoping to see some of the area’s natural features. You might put Stratton Mountain Resort and Okemo Mountain Resort on your list if you want to see more of the area.
How can I get to and around Windham?
You can map out your trip in and around Windham ahead of time with these transportation options. Fly into Springfield, VT (VSF-Hartness State), which is located 15.5 mi (24.9 km) from the city center. Otherwise, look for flights into Rutland, VT (RUT-Rutland Southern Vermont Regional), which is 26.9 mi (43.3 km) away. If you’d like to explore around the area, consider renting a car to take in more sights.