Bed and Breakfast in Woodstock, VT

63 available b&b offers

7 nights
2
1
  • airbnb
  • booking
  • vrbo
  • expedia
  • premierinn
  • sykescottages
  • plumguide
  • hotelscom
  • tripadvisor
  • homestay
  • tuivillas
  • hostelworld
Woodstock, VT bed and breakfast
Choose the perfect holiday accommodation
Price per night
Accommodation type
Rating

63 Bed and Breakfasts and Inn in Woodstock, VT

Find Bed and Breakfasts in the City Centre of Woodstock, VT

Visit famous historic sites on foot from central bed and breakfasts in Woodstock, VT.

Stay At Jimmy's - Woodstock, VT
9.4 83 reviews

Stay At Jimmy's

B&B, Woodstock
Stay At Jimmy's is a charming bed and breakfast located in Woodstock, just 2.4 kilometres from Mount Tom and 30.6 kilometres from Dartmouth College, making it ideal for exploring the area's natural beauty and historic sites. It consistently receives excellent ratings from guests for its location, cleanliness, and overall experience.
The guesthouse offers one bedroom and one bathroom, accommodating up to two guests. Guests can enjoy a peaceful garden and terrace, complimentary Wi-Fi, on-site parking, and a continental breakfast, as well as access to a spa and air-conditioned rooms with private bathrooms.
"The Chill Room" At Stay At Jimmy's - Woodstock, VT
10 13 reviews

"The Chill Room" At Stay At Jimmy's

B&B, Woodstock
This Woodstock, New York B&B, offers a king-size bed, wet bar, and rain shower in a modern setting, but its precise location and proximity to attractions like the Bethel Woods Center for the Arts and the Museum at Bethel Woods require further clarification.
The guest house sleeps two, features designer furniture, and includes a mini-fridge and microwave; further details regarding on-site activities or services are needed.
The Vesper Woodstock - Woodstock, VT
8.5 296 reviews

The Vesper Woodstock

B&B, Woodstock
The Vesper Bed and Breakfast is located on the Village Green in Woodstock, Vermont, a short walk from shops, restaurants, and the Billings Farm Museum. The B&B has excellent ratings for location, cleanliness, and overall experience.
The accommodation is a charming 1835 Greek Revival home that can host up to two guests in a single bedroom with a private bathroom. The B&B offers a range of amenities, including free Wi-Fi, parking, and a jacuzzi, as well as access to hiking trails, skiing, and nearby attractions.
The Village Inn Of Woodstock - Woodstock, VT
9.4 238 reviews

The Village Inn Of Woodstock

B&B, Woodstock
The Village Inn of Woodstock is situated in the charming town of Woodstock, Vermont, just a short distance from Billings Farm and Museum and a scenic drive from Simon Pearce. The inn has consistently received excellent ratings for its cleanliness, location, and overall guest experience.
The inn offers a range of comfortable rooms, each accommodating up to two guests. Guests can enjoy a gourmet breakfast, relax at the on-site tavern, indulge in a massage, and take advantage of amenities such as a swimming pool, spa, fitness centre, and free Wi-Fi.

Best Woodstock, VT bed and breakfasts with air conditioning

Sleep Woodstock - Dog Friendly King Suite - Woodstock, VT
10 1 review

Sleep Woodstock - Dog Friendly King Suite

B&B, Woodstock
This riverside B&B in Woodstock is located 6 kilometres from the town centre, 16 kilometres from Killington Ski Resort, and 19 kilometres from Quechee Gorge, offering guests a peaceful escape with convenient access to local attractions.
This dog-friendly guesthouse provides accommodation for two guests with amenities including air conditioning, Wi-Fi, a terrace, and an on-site EV charger, alongside a communal 'Family/Ohana Room' with complimentary refreshments and a unique 'Wall of Art' in each room.
Sleep Woodstock Motel - King: Room #2 - Woodstock, VT
10 3 reviews

Sleep Woodstock Motel - King: Room #2

B&B, Woodstock
Sleep Woodstock Motel is located approximately 6 kilometres from Woodstock, providing convenient access to Quechee Gorge (19 kilometres), Saskedena Six (13 kilometres), and Killington Ski Resort (16 kilometres).
This dog-friendly and non-smoking guesthouse offers one bedroom and one bathroom accommodating up to two guests, featuring a King-sized bed, a retro mini-fridge, microwave, Keurig coffee maker, and a communal "Family/Ohana Room" with complimentary refreshments, alongside an optional EV charger.
Inn At Clearwater Pond (Quechee) - Woodstock, VT
9.4 60 reviews

Inn At Clearwater Pond (Quechee)

B&B, Hartford
The Inn at Clearwater Pond, a 3-star hotel in Quechee, Vermont, is situated minutes from Quechee Gorge and close to Quechee State Park, the Vermont Institute of Natural Science Nature Centre, and Simon Pearce Mill.
This pet-friendly establishment offers guests free Wi-Fi, a fitness centre, a swimming pool, a restaurant and bar, plus on-site parking; additional amenities include a library and picnic area.
Double Queen | Balcony | Pool Access | Woodstock - Woodstock, VT
10 2 reviews

Double Queen | Balcony | Pool Access | Woodstock

B&B, Woodstock
This guest house is located on 6 acres alongside the Ottauquechee River, a few minutes from historic Woodstock village.
Offering accommodation for up to 4 guests, this establishment features an indoor heated swimming pool, a year-round jetted hot tub, a fitness centre, a sauna, and a dedicated children's play room, with daily breakfast, afternoon cookies, and nightly s'mores provided.

Frequently asked questions about bed and breakfast in Woodstock, VT

  • What are the must-see sights for first-time visitors on a day trip to Woodstock, VT region?

    If you're short on time, head straight to the Woodstock Farmers' Market for local crafts and produce. Then, take a stroll through the historic village centre, stopping at the quaint shops and the iconic red-brick Woodstock Town Hall. For a scenic escape, walk along the scenic Marsh-Billings-Rockefeller National Historical Park, overlooking the Ottauquechee River.
  • What are the best bed and breakfasts in Woodstock, VT?

    Among the B&Bs in Woodstock, VT, The Village Inn Of Woodstock, Woodbridge Inn Bed & Breakfast and The Blue Horse Inn are the most popular ones.

  • What weather can travelers expect when exploring nature in Woodstock, VT?

    Woodstock's weather is unpredictable, so be prepared for anything. Summers are warm and humid, with temperatures around 25 degrees Celsius, while winters are cold and snowy, with temperatures often dropping below freezing. Autumn is particularly beautiful, with vibrant foliage and crisp air. Spring can be unpredictable, with showers and occasional snow flurries.
  • What are the best bed and breakfasts with a pool in Woodstock, VT?

    The Village Inn Of Woodstock, The Blue Horse Inn and The Woodstocker B&b are the best B&Bs with a pool in Woodstock, VT.

  • What outdoor activities can visitors enjoy in and around Woodstock, VT?

    Woodstock is a haven for outdoor enthusiasts. Hike the trails of the Green Mountain National Forest, go fishing on the Ottauquechee River, or explore the scenic roads on a bike. In winter, you can go cross-country skiing, snowshoeing, or ice skating at the Woodstock Recreation Area.
  • What are the best bed and breakfasts with a jacuzzi in Woodstock, VT?

    The best B&Bs with a jacuzzi in Woodstock, VT are Woodbridge Inn Bed & Breakfast, The Vesper Woodstock and Stay At Jimmy's.

  • What local breakfast specialties can you enjoy in Woodstock, VT region?

    Woodstock is known for its charming cafes and bakeries. Start your day with a hearty Vermont breakfast of maple-syrup-drenched pancakes at the Woodstock Farmers' Market. For a more sophisticated option, enjoy a quiche or croissant at the Red Rooster, a local favourite. Don't forget to try the local maple syrup, a must-have for any breakfast in Vermont.
  • What are the best bed and breakfasts for families and kids in Woodstock, VT?

  • What are the best pet friendly bed and breakfasts in Woodstock, VT?

  • What are the best bed and breakfasts with parking in Woodstock, VT?

    The Village Inn Of Woodstock, Woodbridge Inn Bed & Breakfast and The Blue Horse Inn are the best B&Bs with parking in Woodstock, VT.

Popular destinations

Best Woodstock, VT bed and breakfasts with breakfast included

Woodbridge Inn Bed & Breakfast - Woodstock, VT
9.7 313 reviews

Woodbridge Inn Bed & Breakfast

B&B, Woodstock
Woodbridge Inn Bed & Breakfast is located in Woodstock, just a short drive from Killington Peak and Mount Tom, offering a peaceful retreat amidst stunning mountain scenery. The inn consistently receives excellent ratings for its location, cleanliness, and overall experience.
The inn provides comfortable and well-appointed rooms with private bathrooms, and features a garden, a terrace, and a Jacuzzi for relaxation. Guests can enjoy a delicious American breakfast, take advantage of the free Wi-Fi and parking, and explore nearby attractions like Gifford Woods State Park.
Deer Brook Inn - Woodstock, VT
9.8 4 reviews

Deer Brook Inn

B&B, Woodstock
Deer Brook Inn, a guesthouse in Woodstock, is located 22.5 kilometres from Killington Peak and 8.2 kilometres from Mount Tom.
This accommodation offers complimentary Wi-Fi, private parking, a sauna, a garden, and a terrace, with breakfast options including American, vegetarian, and gluten-free choices, and private bathrooms in each unit.
Bailey's Mills Bed & Breakfast - Woodstock, VT
No reviews

Bailey's Mills Bed & Breakfast

B&B, Reading
Bailey's Mills Bed & Breakfast is located in Bailey Mills, Reading, offering convenient access to Killington Mountain (40 km), Mount Tom (17.7 km), Vins Nature Centre (13.9 km), and Quechee Gorge (19.3 km).
This accommodation provides 22 square meters of space with one bedroom and one bathroom, accommodating up to five guests, and includes complimentary continental breakfast and private on-site parking.
Stay At Jimmy's - Woodstock, VT
No reviews

Stay At Jimmy's

B&B, Woodstock
Stay At Jimmy's, a guest house in South Woodstock, is conveniently located near the town centre, within walking distance of the Ottauquechee Health Center, Red Wagon Toy Company, and Dana House Museum.
This pet-friendly lodging offers one bathroom, sleeps two guests, and includes free Wi-Fi, air conditioning, on-site parking, and a microwave; nearby attractions require further distance specification.

Best Woodstock, VT bed and breakfasts with a garden

Sleep Woodstock Motel - King: Room #1 - Woodstock, VT
10 10 reviews

Sleep Woodstock Motel - King: Room #1

B&B, Woodstock
Sleep Woodstock Motel offers a convenient base for exploring Woodstock, located 4 miles from the town centre and within easy reach of Killington Ski Resort (16 km) and Quechee Gorge (19 km).
This dog-friendly guesthouse provides 1 bedroom and 1 bathroom for up to 2 guests, featuring air conditioning, Wi-Fi, a communal "Family/Ohana Room" with complimentary refreshments, and an EV charger available on a first-come, first-served basis.
Lincoln Inn & Gallery - Woodstock, VT
No reviews

Lincoln Inn & Gallery

B&B, Woodstock
Lincoln Inn & Gallery, a guesthouse in South Woodstock, is situated 5km from Woodstock town centre, offering a peaceful retreat yet convenient access to local shops and restaurants.
This family-friendly lodging boasts a garden, parking, Wi-Fi, and a kitchen, plus a unique combination of inn and art gallery, creating a special atmosphere.
Classic, Cozy Farmhouse In The 4 Season Playground Of Vt's Prettiest Town! - Woodstock, VT
9.9 119 reviews

Classic, Cozy Farmhouse In The 4 Season Playground Of Vt's Prettiest Town!

apartment, Woodstock
This charming farmhouse is located in West Woodstock, just 5km from the Union Arena Community Center, the Ottaquechee River, and Five Elm Arches, offering a peaceful rural setting. It has received excellent ratings for location, cleanliness, and overall experience.
This 4-bedroom, 2-bathroom property can accommodate up to 8 guests. The farmhouse features a fully equipped kitchen, a terrace, a garden, a fitness center, air conditioning, and parking, as well as internet access.
Exclusive Buyout; 16 Rooms; The Jackson, Woodstock - Woodstock, VT
No reviews

Exclusive Buyout; 16 Rooms; The Jackson, Woodstock

B&B, Woodstock
This historic inn, The Jackson, is located just outside Woodstock Village, offering exclusive buyout options for groups to enjoy its 3 acres, including gardens and a trout pond, with convenient access to Quechee Gorge and Woodstock Village, which is only minutes away.
Guests can experience fine dining at the on-site Oakes & Evelyn restaurant and enjoy luxuriously appointed rooms, each featuring premium amenities, with a total capacity of 16 guests across 16 rooms, all accessible via direct-to-door check-in.

Search B&Bs with Free Parking in Woodstock, VT

Parking is one less thing to worry about, as these bed and breakfasts in Woodstock, VT include free on-site spaces for guests.

Sleep Woodstock Motel - 2 Doubles : Room #8 - Woodstock, VT
10 18 reviews

Sleep Woodstock Motel - 2 Doubles : Room #8

B&B, Woodstock
Deer Brook Inn - Woodstock, VT
No reviews

Deer Brook Inn

B&B, Woodstock

Handpicked Luxury Bed and Breakfasts in Woodstock, VT

Staying in a luxury B&B in Woodstock, VT ensures every detail is considered, with high-end finishes and a great location.

Sleep Woodstock - Dog Friendly King Suite - Woodstock, VT
No reviews

Sleep Woodstock - Dog Friendly King Suite

B&B, Woodstock

Top-Rated Pet-Friendly Bed and Breakfasts in Woodstock, VT

Every dog-friendly B&B in Woodstock, VT on this list has been hand-picked for you and your pet.

Sleep Woodstock - Dog Friendly King Suite - Woodstock, VT
No reviews

Sleep Woodstock - Dog Friendly King Suite

B&B, Woodstock
Sleep Woodstock - 2 Double Beds - Dog Friendly - Woodstock, VT
No reviews

Sleep Woodstock - 2 Double Beds - Dog Friendly

B&B, Woodstock
Sleep Woodstock - 2 Double Beds - Dog Friendly - Woodstock, VT
No reviews

Sleep Woodstock - 2 Double Beds - Dog Friendly

B&B, Woodstock
Sleep Woodstock - 2 Double Beds - Dog Friendly - Woodstock, VT
No reviews

Sleep Woodstock - 2 Double Beds - Dog Friendly

B&B, Woodstock

Find the Best Bed and Breakfasts with a Pool in Woodstock, VT

Staying at a B&B in Woodstock, VT with a pool ensures a proper swim in the heart of the city is always an option.

Lg. King Suite | 2-floor | River View | Woodstock - Woodstock, VT
10 1 review

Lg. King Suite | 2-floor | River View | Woodstock

B&B, Woodstock

Guest-Favourite Bed and Breakfasts with a Hot Tub in Woodstock, VT

A B&B with a hot tub in Woodstock, VT is perfectly designed for a private soak at the end of a busy city day.

The Village Inn Of Woodstock - Woodstock, VT
9.4 238 reviews

The Village Inn Of Woodstock

B&B, Woodstock
©2026 cozycozy.com