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Snowed Inn
3.5 out of 5
104 Miller Brook Road, Killington, VT
The price is $132 per night from Oct 19 to Oct 19
Situated in Killington, this golf bed & breakfast is 0.4 mi (0.7 km) from Killington Resort and within 3 mi (5 km) of Killington Golf Course and Gifford Woods ...
4.4/5Wonderful! (290 reviews)
"The property was very cute and clean. The staff was very attentive and accommodating."

Reviewed on Sep 14, 2021

Snowed Inn
Rowell's Inn
3.5 out of 5
1834 Simonsville Rd, Andover, VT
The price is $155 per night from Sep 21 to Sep 21
Situated in Andover, this bed & breakfast is within 6 mi (10 km) of Lowell Lake State Park, Magic Mountain Ski Resort, and West River. Mill Museum and Weston ...
4.7/5Exceptional! (16 reviews)
"The B&B is currently being renovated. The rooms that we had was beautiful, it was filled with antiques. The bed was very comfortable."

Reviewed on Aug 29, 2021

Rowell's Inn
Shaker Farm Bed and Breakfast
2.5 out of 5
597 NH Rt 4A, Enfield, NH
The price is $213 per night from Sep 20 to Sep 20
Situated near the airport, this bed & breakfast is 0.7 mi (1.2 km) from Enfield Shaker Museum and within 9 mi (15 km) of AVA Gallery and Art Center and Lebanon ...
4.7/5Exceptional! (118 reviews)
"Shaker Farm B&B is a lovely older home. Hosts Joe & Kathy are welcoming and gracious. Bedrooms are spacious and comfortable. Breakfast each morning was lovely although the dining room was tight for the large common table. Stairway and hallways are narrow. This facility would present significant challenges ..."

Reviewed on Aug 23, 2021

Shaker Farm Bed and Breakfast
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Mountain Valley Retreat
2.5 out of 5
1940 River Road, Killington, VT
The price is $100 per night from Oct 13 to Oct 13
Situated in the mountains, this bed & breakfast is 2.1 mi (3.4 km) from Gifford Woods State Park and within 6 mi (10 km) of Green Mountain National Golf Course ...
4.8/5Exceptional! (48 reviews)
"Great commendations and friendly owners."

Reviewed on Aug 8, 2021

Mountain Valley Retreat
Windsor Mansion Inn
3.5 out of 5
153 Pembroke Road, Windsor, VT
The price is $152 per night from Sep 21 to Sep 21
Situated in a regional park, this bed & breakfast is within 3 mi (5 km) of American Precision Museum, Cornish-Windsor Covered Bridge, and Harpoon Brewery. Saint-Gaudens ...
4.6/5Wonderful! (201 reviews)
"What a unique and truly special property!! This mansion transports you back to the era of Great Gatsby in the beautiful setting of VT."

Reviewed on Sep 8, 2021

Windsor Mansion Inn
The Jackson House Inn
4 out of 5
43 Senior Lane, Woodstock, VT
The price is $383 per night from Sep 22 to Sep 22
Located in West Woodstock, this bed & breakfast is 0.3 mi (0.5 km) from Union Arena Community Center and within 3 mi (5 km) of Woodstock Town Hall Theatre and ...
5/5Exceptional! (113 reviews)
"The staff was wonderful and the room was beautiful. Breakfast was above all our expectations! Highly recommend this awesome place."

Reviewed on Sep 16, 2021

The Jackson House Inn
The Blue Horse Inn
3.5 out of 5
3 Church Street, Woodstock, VT
Situated in Woodstock, this bed & breakfast is within a 10-minute walk of Woodstock Town Hall Theatre and Dana House Museum. Billings Park and Trail and Ottauquechee ...
5/5Exceptional! (87 reviews)
"Wonderful owners. Care and attention to detail."

Reviewed on Sep 17, 2021

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The Blue Horse Inn
Woodbridge Inn
3 out of 5
5763 W Woodstock Rd, Woodstock, VT
The price is $290 per night from Sep 26 to Sep 26
Situated on a river, this bed & breakfast is 2.1 mi (3.4 km) from Long Trail Brewing Company and within 6 mi (10 km) of Union Arena Community Center and Marsh-Billings-Rockefeller ...
4.8/5Exceptional! (45 reviews)
"Shower was extremely small in room , the property could have been more hospitality friendly"

Reviewed on Dec 16, 2019

Woodbridge Inn
The Buckmaster Inn
3 out of 5
20 Lottery Rd, Shrewsbury, VT
Situated in the mountains, this bed & breakfast is within 12 mi (20 km) of Lake Ninevah, Diamond Run Mall, and Vermont State Fairgrounds. Rutland Regional Medical ...
5/5Exceptional! (17 reviews)
"Fantastic stay. Super nice couple!"

Reviewed on Sep 14, 2021

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The Buckmaster Inn
The Pettigrew Inn
3.5 out of 5
13 Pleasant St, Ludlow, VT
The price is $223 per night from Oct 17 to Oct 17
Located near the slopes, this Ludlow bed & breakfast is in the mountains, 1.1 mi (1.8 km) from Okemo Mountain Resort, and within 6 mi (10 km) of Buttermilk Falls ...
4.6/5Wonderful! (92 reviews)
"Positives: - Extremely close to the Okemo Mountains Resort. - Breakfast was delicious! - Girls at the bed & breakfast were super nice, especially Jenna and Sydney who were serving breakfast in the morning. - Highly recommend the Shaksbury Cider. Crispy and delicious, perfect after a day on the slopes, ..."

Reviewed on Mar 22, 2021

The Pettigrew Inn
The Woodstocker B&B
4 out of 5
61 River St, Woodstock, VT
Situated in Woodstock, this bed & breakfast is within a 15-minute walk of Woodstock Town Hall Theatre, Dana House Museum, and Billings Park and Trail. Ottauquechee ...
5/5Exceptional! (39 reviews)
"We had a great time!"

Reviewed on Aug 4, 2021

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The Woodstocker B&B
Rose Arbour Bed & Breakfast
2.5 out of 5
55 School Street, Chester, VT
The price is $140 per night from Oct 19 to Oct 19
Located in Chester Depot, this bed & breakfast is within 9 mi (15 km) of Grafton Historical Society, Vermont Museum of Mining and Minerals, and Hunter Gallery ...
4/5Very Good! (86 reviews)
"Our stay was Spectacular ! The Rose room was so adorable and charmimg ! Suzie was the perfect Host . The bed was extremely comfortable !! Nice sitting /reading room and a huge wrap around porch to sit and enjoy the quiet atmosphere ... Really enjoyed the breakfast ! Highly recommended !!"

Reviewed on Sep 12, 2021

Rose Arbour Bed & Breakfast
Echo Lake Inn
2.5 out of 5
2 Dublin Rd, Ludlow, VT
The price is $206 per night from Sep 20 to Sep 20
Situated on a lake, this bed & breakfast is within a 10-minute walk of Echo Lake and Lake Rescue. Camp Plymouth State Park and Amherst Lake are also within 1 ...
4.4/5Excellent! (42 reviews)
"The inn was very charming. Staff very friendly and helpful. It’s not like the chain hotels where the rooms are all alike. I would definitely stay again."

Reviewed on Oct 15, 2019

Echo Lake Inn
Harvest Barn Inn
3 out of 5
16 Webb Terrace, Bellows Falls, VT
The price is $149 per night from Sep 20 to Sep 20
Situated in Bellows Falls, this bed & breakfast is 1.4 mi (2.2 km) from Bellows Falls Opera House and within 9 mi (15 km) of Walpole Artisans Cooperative and ...
4.7/5Exceptional! (82 reviews)
"The front porch was inviting and comfortable."

Reviewed on Sep 15, 2021

Harvest Barn Inn
Inn at Clearwater Pond
3 out of 5
984 Quechee-Hartland Road, Quechee, VT
Situated near the airport, this bed & breakfast is within 2 mi (3 km) of Simon Pearce Mill, Quechee State Park, and Quechee Gorge. Quechee Gorge Village and ...
4.7/5Exceptional! (23 reviews)
lovely innkeeper
"our innkeeper was just lovely and provided both delicious breakfasts and good advice for day trips during our stay."

Reviewed on Sep 29, 2019

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Inn at Clearwater Pond
Applebutter Inn
3 out of 5
81 Happy Valley Rd, Woodstock, VT
Situated in Woodstock, this bed & breakfast is 2.9 mi (4.6 km) from Sugarbush Farm and within 6 mi (10 km) of Simon Pearce Mill and Woodstock Town Hall Theatre. ...
4.9/5Exceptional! (57 reviews)
"Beautiful room with screened porch! Quiet at night. Lovely breakfast. Responsive and gracious hosts. Could not have asked for more!"

Reviewed on Jul 30, 2021

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Applebutter Inn
The Charleston House Bed & Breakfast
3 out of 5
21 Pleasant Street, Woodstock, VT
Situated in Woodstock, this bed & breakfast is steps from Ottauquechee Health Center and Mt Ascutney Hospital and Health Center Primary Care - Woodstock. Dana ...
4.7/5Exceptional! (197 reviews)
Lovely weekend stay in mid-March
"Loved being able to walk all around town. Found some great hiking trails nearby. Breakfast was delicious, coffee excellent, and the hosts were friendly and helpful. We had the best time talking with other guests during breakfast."

Reviewed on Mar 17, 2020

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The Charleston House Bed & Breakfast
Golden Stage Inn Bed and Breakfast
3.5 out of 5
399 Depot Street, Cavendish, VT
The price is $252 per night from Sep 20 to Sep 20
Situated in Cavendish, this bed & breakfast is within 6 mi (10 km) of Dorsey Park, Okemo Mountain Resort, and Okemo Valley Golf Club. Jackson Gore Ski Resort ...
5/5Exceptional! (8 reviews)
"Outstanding in every way....the owners are top notch and will definitely be back"

Reviewed on Mar 9, 2021

Golden Stage Inn Bed and Breakfast
Farmhouse Inn at Robinson Farm
3.5 out of 5
5250 W. Woodstock Road, Woodstock, VT
Situated in Woodstock, this bed & breakfast is 2.7 mi (4.3 km) from Long Trail Brewing Company and within 6 mi (10 km) of Union Arena Community Center and Marsh-Billings-Rockefeller ...
5/5Exceptional! (3 reviews)
"Our hosts were very gracious and went out of their way to ensure we had a excellent total experience from taking us on a tour of the farm to making reservations at local restaurants. The breakfasts were exceptional. Would highly recommend it to couples travelers."

Reviewed on Oct 12, 2019

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Farmhouse Inn at Robinson Farm
The Combes Family Inn
2 out of 5
953 East Lake Rd, Ludlow, VT
Situated in a rural location, this bed & breakfast is within 2 mi (3 km) of Lake Rescue, Camp Plymouth State Park, and Echo Lake. Amherst Lake is 2.3 mi (3.7 ...
4.4/5Excellent! (13 reviews)
Cute quaint inn
"Hosts were very accommodating for my husband's dietary needs, and very pleasant company. Nicely decorated, good cooks."

Reviewed on Oct 9, 2016

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The Combes Family Inn
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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.

Other property types in Windsor

Windsor Mansion Inn

Windsor Mansion Inn

3.5 out of 5
153 Pembroke Road, Windsor, VT
The price is $152 per night from Sep 21 to Sep 21
4.6/5Wonderful! (201 reviews)
"What a unique and truly special property!! This mansion transports you back to the era of Great Gatsby in the beautiful setting of VT."

Reviewed on Sep 8, 2021

Windsor Mansion Inn
Fat Sheep Farm & Cabins

Fat Sheep Farm & Cabins

3 out of 5
122 Best Rd, Windsor, VT
4.3/5Excellent! (3 reviews)
"The cabin was perfect, roomy and clean. My 5 & 7 year old grandchildren loved that they could sled right next to the cabin. They also enjoyed helping to feed the sheep & chickens in the morning! We will definitely visit again during the summer to enjoy some of the area hiking!"

Reviewed on Mar 5, 2021

Fat Sheep Farm & Cabins
Snapdragon Inn

Snapdragon Inn

3.5 out of 5
26 Main Street, Windsor, VT
4.7/5Exceptional! (17 reviews)
"The history of the house is provided. Beutiful house and grounds."

Reviewed on Aug 4, 2019

Snapdragon 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.

Why Stay at B&B in Windsor?

Whether you're passing through town and are looking for an accommodation that's small and charming, or you're traveling solo and hoping to get some tips from the local owner, B&Bs can be the right choice for a lot of different types of travelers. You'll find 5 accommodations and 2 B&Bs in Windsor, making it easy to find something that works for you.

If your goal is to get away from the noise and crowds in Windsor, picking a B&B out of town can be a great way to kick up your feet and enjoy some peace and quiet. If your ideal vacation to Windsor includes spending lots of time outside, Path of Life Garden and Mt Ascutney State Park are good spots to enjoy the scenery.

Top B&Bs in Windsor

These are some top B&Bs for your stay in Windsor:

Snapdragon Inn: 3.5 stars, 4 rooms

  • A bar onsite

Windsor Mansion Inn: 3.5 stars, 17 rooms

  • Full breakfast
  • A bar onsite

How to Pack for the Weather in Windsor

If you're trying to figure out the optimal time to vacation in Windsor, here is some useful weather info to help you plan your trip:

  • The hottest months are typically July and August, while January and February are the coldest months
  • Average rainfall is 37.95 inches in a year
  • January-March: Daytime temperatures average 50° F and nighttime temperatures average 8° F
  • April-June: 81° F is the daytime average and 28° F is the nighttime average
  • July-September: Daytime averages are around 83° F and nighttime averages are around 42° F
  • October-December: The average temperatures are 66° F during the day and 11° F at night

Sightseeing in and Around Windsor

When you want to spend some time in the great outdoors, Path of Life Garden and Mt Ascutney State Park are some notable spots. You might also consider a trip to top attractions like Okemo Mountain Resort or Killington Resort if you've got time to see more of the larger area.

Travelers also enjoy Windsor for its:

  • Breweries
  • Golfing
  • Forests
  • Mountain views
  • Bird watching
  • Chocolate
  • Sledding
  • Countryside

Transportation Options in And Around Windsor

Fly into Lebanon, NH (LEB-Lebanon Municipal), which is located 11.2 mi (18 km) from the heart of the city. You can also search for flights into Springfield, VT (VSF-Hartness State), which is 11.4 mi (18.3 km) away. If you'd like to explore around the area, you may want a rental car for your journey.

Frequently asked questions

More trip options