Book Woodstock Bed & Breakfast
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153 Pembroke Road, Windsor, VT
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
104 Miller Brook Road, Killington, VT
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
13 Pleasant St, Ludlow, VT
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
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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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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 ...
5/5 Exceptional! (40 reviews)
"We had a great time!"
Reviewed on Aug 4, 2021
78 Cream Hill Road, Rutland, VT
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
1940 River Road, Killington, VT
Fully refundableReserve now, pay when you stay
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
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 ...
5/5 Exceptional! (89 reviews)
"Wonderful owners. Care and attention to detail."
Reviewed on Sep 17, 2021
43 Senior Lane, Woodstock, VT
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
399 Depot Street, Cavendish, VT
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
2 Dublin Rd, Ludlow, VT
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
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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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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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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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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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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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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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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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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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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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
Fourteen The Green, Woodstock, VT
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
506 On the River Inn
1653 West Woodstock Road, Woodstock, VT
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
The Shire Woodstock
46 Pleasant St., Woodstock, VT
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
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.
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