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Browse Select Woodstock B&B

Windsor Mansion Inn
3.5 out of 5
153 Pembroke Road, Windsor, VT
The price is $139 per night from Oct 24 to Oct 24
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 ...
4.6/5 Wonderful! (218 reviews)
"The owners make you feel like a guest in their own mansion. Lovely property, nicely appointed rooms, great location and reasonably priced. What's not to like?"

Reviewed on Oct 16, 2021

Windsor Mansion Inn
Snowed Inn
3.5 out of 5
104 Miller Brook Road, Killington, VT
The price is $132 per night from Oct 27 to Oct 27
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 ...
4.4/5 Wonderful! (296 reviews)
"Liked that the "suite" was very comfortable, including seating, bed, nice fireplace, kitchen facility. Innkeepers are very friendly and good hosts. Room needed more lighting, esp above kitchen sink, and the suite is actually above a garage, so we had to lug our luggage down a little hill and then ..."

Reviewed on Oct 15, 2021

Snowed Inn
The Pettigrew Inn
3.5 out of 5
13 Pleasant St, Ludlow, VT
The price is $223 per night from Oct 27 to Oct 27
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 ...
4.5/5 Wonderful! (93 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
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Woodbridge Inn
3 out of 5
5763 W Woodstock Rd, Woodstock, VT
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 ...
4.8/5 Exceptional! (47 reviews)
"Excellent hosts and accommodations!"

Reviewed on Oct 11, 2021

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Woodbridge Inn
The Woodstocker B&B
4 out of 5
61 River St, Woodstock, VT
The price is $208 per night from Nov 1 to Nov 1
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 ...
5/5 Exceptional! (40 reviews)
"We had a great time!"

Reviewed on Aug 4, 2021

The Woodstocker B&B
The Vermont Inn
3 out of 5
78 Cream Hill Road, Rutland, VT
The price is $147 per night from Nov 2 to Nov 2
This family-friendly Rutland bed & breakfast is located in the mountains, 2.9 mi (4.7 km) from Pico Mountain at Killington Ski Resort, and within 6 mi (10 km) ...
4.6/5 Wonderful! (346 reviews)
"great location - helpful, friendly staff - clean The room was too small no chair or closet"

Reviewed on Oct 16, 2021

The Vermont Inn
Mountain Valley Retreat
2.5 out of 5
1940 River Road, Killington, VT
Fully refundableReserve now, pay when you stay
The price is $100 per night from Oct 25 to Oct 25
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 ...
4.8/5 Exceptional! (51 reviews)
"The property is a private, natural setting including a babbling stream right outside the bedroom window. The owners were warm and welcoming and provided a clean, cozy sleeping experience. A wonderful home-cooked breakfast (real Vermont maple syrup!) completed our stay at Mountain Valley."

Reviewed on Sep 19, 2021

Mountain Valley Retreat
The Blue Horse Inn
3.5 out of 5
3 Church Street, Woodstock, VT
The price is $218 per night from Nov 17 to Nov 17
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 ...
5/5 Exceptional! (89 reviews)
"Wonderful owners. Care and attention to detail."

Reviewed on Sep 17, 2021

The Blue Horse Inn
The Jackson House Inn
4 out of 5
43 Senior Lane, Woodstock, VT
The price is $274 per night from Nov 2 to Nov 2
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 ...
5/5 Exceptional! (117 reviews)
"The innkeepers were fabulous-friendly, professional, and helpful. The grounds were well kept. They had plenty of staff for breakfast, housekeeping, etc. I would definitely recommend this BNB."

Reviewed on Oct 14, 2021

The Jackson House Inn
Golden Stage Inn Bed and Breakfast
3.5 out of 5
399 Depot Street, Cavendish, VT
The price is $252 per night from Oct 22 to Oct 22
Situated in Cavendish, this bed & breakfast is within 6 mi (10 km) of Dorsey Park, Okemo Mountain Resort, and Fox Run Golf Course. Jackson Gore Ski Resort at ...
5/5 Exceptional! (9 reviews)
"Hosts were incredibly nice, helpful, and accommodating. Breakfasts and treats fabulous."

Reviewed on Sep 29, 2021

Golden Stage Inn Bed and Breakfast
Echo Lake Inn
2.5 out of 5
2 Dublin Rd, Ludlow, VT
The price is $316 per night from Nov 19 to Nov 19
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 ...
4.4/5 Excellent! (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
Amee Farm Lodge
3 out of 5
4275 Route 100, Pittsfield, VT
Situated in Pittsfield, this bed & breakfast is within 9 mi (15 km) of Green Mountain National Golf Course, White River Golf Club, and Gifford Woods State Park. ...
5/5 Exceptional! (1 review)
"Beautiful Vermont style lodge,very clean ,well organized! Definitely coming back!!"

Reviewed on Jan 25, 2019

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Amee Farm Lodge
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 ...
4.7/5 Exceptional! (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
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 ...
4.7/5 Exceptional! (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
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 ...
5/5 Exceptional! (19 reviews)
"Lovely country B&B with very nice hosts in a beautiful area. Great breakfasts and overall a very good value."

Reviewed on Sep 30, 2021

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The Buckmaster Inn
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 ...
5/5 Exceptional! (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
Red Clover Inn and Restaurant
3 out of 5
7 Woodward Road, Rutland, VT
Situated in Rutland, this bed & breakfast is within 6 mi (10 km) of Pico Mountain at Killington Ski Resort, Norman Rockwell Museum of Vermont, and Bucklin Trailhead. ...
4.8/5 Exceptional! (68 reviews)
"Beautiful bed and breakfast although breakfast is not being served at the moment"

Reviewed on Jun 24, 2021

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Red Clover Inn and Restaurant
Snapdragon Inn
3.5 out of 5
26 Main Street, Windsor, VT
Situated in Windsor, this bed & breakfast is within a 10-minute walk of Old Constitution House and South Congregational Church. American Precision Museum and ...
4.7/5 Exceptional! (17 reviews)
"The history of the house is provided. Beutiful house and grounds."

Reviewed on Aug 4, 2019

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Snapdragon Inn
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. ...
4.9/5 Exceptional! (58 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
Deer Brook Inn
4 out of 5
4548 West Woodstock Road, Woodstock, VT
Situated in the mountains, this bed & breakfast is within 6 mi (10 km) of Union Arena Community Center, Long Trail Brewing Company, and Marsh-Billings-Rockefeller ...
4.8/5 Exceptional! (25 reviews)
"The Inn was so lovely and charming and exceeded our expectations! The hospitality offered by the Inn Keeper and his team was truly remarkable and we felt welcome and spoiled throughout our stay. The property itself is stunning and the attention to detail is five star in our book!!! We will definitely ..."

Reviewed on Sep 22, 2019

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Deer Brook 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 Woodstock

Woodstock Inn & Resort

Woodstock Inn & Resort

4.5 out of 5
Fourteen The Green, Woodstock, VT
The price is $299 per night from Nov 17 to Nov 17
4.6/5 Wonderful! (304 reviews)
"Beautiful and elegant property in a lovely town. Our favorite hotel on our Fall foliage tour."

Reviewed on Oct 14, 2021

Woodstock Inn & Resort
506 On the River Inn

506 On the River Inn

4 out of 5
1653 West Woodstock Road, Woodstock, VT
The price is $259 per night from Nov 1 to Nov 1
4.7/5 Exceptional! (612 reviews)
"Loved the access to the river and roasting marsh mallows at the fire pit!"

Reviewed on Sep 29, 2021

506 On the River Inn
The Shire Woodstock

The Shire Woodstock

3 out of 5
46 Pleasant St., Woodstock, VT
The price is $149 per night from Nov 7 to Nov 7
4.3/5 Excellent! (359 reviews)
"I loved the location of this property - it was right on the river (very peaceful) but a quick walk into town. The beds and the pillows were very comfortable. The staff was very friendly and helpful and available. The building is older, but it has great charm. Coffee services could be better. Would ..."

Reviewed on Oct 13, 2021

The Shire Woodstock
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 Woodstock?

Whether you're on a romantic vacation and want to stay somewhere quiet, or you're a solo traveler hoping to get some local recommendations, B&Bs can be a great choice for many travelers. You'll find 24 accommodations and 9 B&Bs in Woodstock, so you can find something that meets your needs.

If you'd like to get away from the hustle and bustle of Woodstock, picking a B&B out of town can be a great way to get some much-needed rest on your vacation. When you want to explore the surroundings in Woodstock, Dana House Museum and Billings Farm and Museum are a few notable museums worth checking out.

Top B&Bs in Woodstock

These are some popular B&Bs in Woodstock:

The Charleston House Bed & Breakfast: 3 stars, 9 rooms

  • Full breakfast
  • Individually decorated rooms

The Blue Horse Inn: 3.5 stars, 10 rooms

  • Outdoor pool
  • Library

The Jackson House Inn: 4 stars, 11 rooms

  • Full breakfast
  • Designer toiletries

Deer Brook Inn: 4 stars, 4 rooms

  • Full breakfast
  • Designer toiletries

The Woodstocker B&B: 4 stars, 9 rooms

  • Cooked-to-order breakfast
  • Individually decorated rooms

How to Pack for the Weather in Woodstock

If you're trying to decide when might be the best time to visit Woodstock, we've compiled some relevant weather information to help you plan your getaway:

  • 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 Woodstock

Travelers enjoy Woodstock for its restaurants and historic landmarks. If getting out in nature is your priority, Billings Park and Trail and Mount Tom Peak are worth a visit. You might also consider a trip to top attractions like Killington Resort or Okemo Mountain Resort if you've got time to see more of the larger area.

Travelers also enjoy Woodstock for its:

  • Riverfront
  • Architecture
  • Shopping
  • Museums
  • Countryside
  • Art

Transportation Options in And Around Woodstock

Fly into Lebanon, NH (LEB-Lebanon Municipal), which is located 10.5 mi (16.9 km) away from the city center. You can also search for flights into Springfield, VT (VSF-Hartness State), which is 19.5 mi (31.4 km) away. If you'd like to explore around the area, you may want to rent a car for your trip.

Frequently asked questions

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