Find hotels in Woodstock, VT from ￥13,334

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Dec 16 - Dec 17
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Dec 17 - Dec 18
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Dec 19 - Dec 21
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Dec 26 - Dec 28

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Our top choices for Woodstock hotels

Lobby
Woodstock Inn & Resort

Woodstock Inn & Resort

Woodstock Inn & Resort
4.5 star property
Woodstock
9.2 out of 10, Wonderful, (555)
"Highly recommend stay here"
United States
Margie
The price is ￥54,098
￥66,328 total
includes taxes & fees
Dec 17 - Dec 18
Woodstock Inn & Resort
Property grounds
The Shire Woodstock

The Shire Woodstock

The Shire Woodstock
3.0 star property
Woodstock
8.8 out of 10, Excellent, (893)
"Wonderful place to stay!"
United States
Robin
The Shire Woodstock
Hallway
On The River Inn

On The River Inn

On The River Inn
4.0 star property
West Woodstock
9.4 out of 10, Exceptional, (1002)
"This place was charming!! Enjoyed everything about it and so much to do right there in the inn."
United States
Ross
The price is ￥29,917
￥38,593 total
includes taxes & fees
Dec 22 - Dec 23
On The River Inn
Deluxe Suite | Private kitchen | Mini-fridge, microwave, coffee/tea maker, freezer
Sleep Woodstock Motel

Sleep Woodstock Motel

Sleep Woodstock Motel
2.0 star property
Woodstock
9.6 out of 10, Exceptional, (549)
"The staff at this motel are 5 star! Lisa went above and beyond to make my stay easy since I was there for a medical procedure. "
United States
Crystal
The price is ￥12,695
￥26,210 total
includes taxes & fees
Dec 17 - Dec 18
Sleep Woodstock Motel
Restaurant
The Jackson

The Jackson

The Jackson
4.0 star property
West Woodstock
9.8 out of 10, Exceptional, (257)
"The Jackson Inn is incredibly charming and in a picturesque area. The room was very comfortable and the restaurant and staff was amazing."
United States
Abby
The Jackson
Lobby sitting area
Lincoln Inn & Gallery

Lincoln Inn & Gallery

Lincoln Inn & Gallery
2.0 star property
West Woodstock
8.6 out of 10, Excellent, (57)
"A very pleasant VT stay at a reasonable price."
United States
Sean
The price is ￥22,437
￥24,681 total
includes taxes & fees
Dec 17 - Dec 18
Lincoln Inn & Gallery
Front of property
Stay At Jimmy's

Stay At Jimmy's

Stay At Jimmy's
3.0 star property
Woodstock
10.0 out of 10, Exceptional, (46)
"Very cool vibe at this very comfortable B&B. Hosts were very friendly and responsive. Would definitely stay here again!"
United States
Thomas
The price is ￥38,597
￥42,455 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Stay At Jimmy's
Interior
The Vesper

The Vesper

The Vesper
3.0 star property
Woodstock
9.2 out of 10, Wonderful, (50)
"Charming bed and breakfast"
United States
Nicholas
The price is ￥27,175
￥29,893 total
includes taxes & fees
Jan 4 - Jan 5, 2026
The Vesper
Room, 1 Queen Bed, Non Smoking | Iron/ironing board, free WiFi
Deer Brook Inn

Deer Brook Inn

Deer Brook Inn
3.0 star property
Woodstock
The price is ￥42,265
￥46,491 total
includes taxes & fees
Jan 15 - Jan 16, 2026
Deer Brook Inn
Lobby
Comfort Inn Rutland - Killington

Comfort Inn Rutland - Killington

Comfort Inn Rutland - Killington
2.5 star property
Rutland
8.0 out of 10, Very Good, (1005)
"Clean, great steak house by the hotel"
United States
Caridad
The price is ￥20,528
￥22,582 total
includes taxes & fees
Dec 17 - Dec 18
Comfort Inn Rutland - Killington
Property entrance
Jackson Gore Village, A Vail Resorts Property

Jackson Gore Village, A Vail Resorts Property

Jackson Gore Village, A Vail Resorts Property
3.0 star property
Jackson Gore Base Area
8.6 out of 10, Excellent, (838)
"great location"
Canada
Patrice
The price is ￥55,404
￥67,313 total
includes taxes & fees
Jan 13 - Jan 14, 2026
Jackson Gore Village, A Vail Resorts Property
Front of property - evening/night
Main and Mountain Bar & Motel

Main and Mountain Bar & Motel

Main and Mountain Bar & Motel
2.0 star property
Ludlow
9.6 out of 10, Exceptional, (211)
"The bar was wonderful! Clean and great guest services"
United States
Mariah
The price is ￥39,638
￥43,602 total
includes taxes & fees
Dec 17 - Dec 18
Main and Mountain Bar & Motel
Lobby
Days Inn by Wyndham Rutland/Killington Area

Days Inn by Wyndham Rutland/Killington Area

Days Inn by Wyndham Rutland/Killington Area
2.5 star property
Rutland
6.4 out of 10, (1002)
"The food "
United States
Elijah
The price is ￥18,409
￥20,250 total
includes taxes & fees
Dec 18 - Dec 19
Days Inn by Wyndham Rutland/Killington Area
Room, 2 Queen Beds, Non Smoking, Refrigerator & Microwave | Premium bedding, in-room safe, individually decorated
Claremont Motor Lodge

Claremont Motor Lodge

Claremont Motor Lodge
2.5 star property
Claremont
8.8 out of 10, Excellent, (448)
"Great place"
United States
brier
The price is ￥16,539
￥17,944 total
includes taxes & fees
Dec 17 - Dec 18
Claremont Motor Lodge
Lobby
Align Inn Vermont

Align Inn Vermont

Align Inn Vermont
2.5 star property
Quechee
9.4 out of 10, Exceptional, (1051)
"Overall great stay."
United States
Kathryn
The price is ￥17,528
￥19,282 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Align Inn Vermont
The Jewel | Living area | TV
The Mountain Top Inn & Resort

The Mountain Top Inn & Resort

The Mountain Top Inn & Resort
3.5 star property
Chittenden
9.0 out of 10, Wonderful, (96)
"Absolutely wonderful! The hotel and staff were great. We deeply appreciated the upgrade! No one wanted to leave. "
United States
Wendy
The price is ￥50,378
￥54,912 total
includes taxes & fees
Dec 21 - Dec 22
The Mountain Top Inn & Resort
Lobby
Best Western Inn & Suites Rutland-Killington

Best Western Inn & Suites Rutland-Killington

Best Western Inn & Suites Rutland-Killington
2.5 star property
Rutland
8.8 out of 10, Excellent, (1000)
"Beautiful fireplace at the breakfast area in the morning, very helpful staff and quaint hotel."
United States
BETTY
The price is ￥27,764
￥30,541 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Best Western Inn & Suites Rutland-Killington
Exterior
Hampton Inn Rutland

Hampton Inn Rutland

Hampton Inn Rutland
2.5 star property
Rutland
9.0 out of 10, Wonderful, (970)
"Very clean, good location, and super helpful staff!"
United States
Sheryl
The price is ￥25,708
￥28,279 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Hampton Inn Rutland
Interior entrance
The Common Man Inn & Restaurant

The Common Man Inn & Restaurant

The Common Man Inn & Restaurant
3.5 star property
Claremont
9.6 out of 10, Exceptional, (370)
"Great place to stay! "
United States
Candace M
The price is ￥19,392
￥21,040 total
includes taxes & fees
Dec 18 - Dec 19
The Common Man Inn & Restaurant
Front of property
Cortina Inn

Cortina Inn

Cortina Inn
3.0 star property
Rutland
6.6 out of 10, (653)
"Exelent service and everything is clean I feel so good in the cortina hotel "
United States
sagrario
The price is ￥15,193
￥16,713 total
includes taxes & fees
Dec 28 - Dec 29
Cortina 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.
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Where to stay in Woodstock

Find the best Woodstock areas and neighborhoods for the activities you enjoy most. Learn more about Woodstock
Learn more about Woodstock

West Woodstock

West Woodstock is popular for its abundant dining options, and if you're looking for more to see and do, you might think about a trip to Marsh-Billings-Rockefeller National Historical Park or Union Arena Community Center.

Stay near popular Woodstock attractions

Saskadena Six Ski Area

Saskadena Six Ski Area

4.4/5 (23 reviews)
This historic ski area established in 1935 offers 23 trails across 100 acres of Vermont terrain. Enjoy a charming, low-key atmosphere with runs suitable for all skill levels and a cozy lodge experience.
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Billings Farm and Museum, Woodstock Vermont USA

Billings Farm and Museum

4.6/5 (40 reviews)
This working dairy farm showcases Vermont's rural heritage through its historic 1890 Farm Manager's House. Watch cow milking, explore interactive exhibits, and experience traditional farming practices firsthand.
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Learn more about Woodstock

Covered bridges and maple syrup farms dot the landscape around this quintessential New England village with its picture-perfect town green. Visit Billings Farm to see Vermont dairy traditions, then browse local artisan shops before hiking nearby Mount Tom for valley views.

See all hotels in Woodstock
Woodstock featuring heritage architecture

Top Woodstock Hotel Reviews

The Vesper

The Vesper

10/10 Excellent
"Charming bed and breakfast"
Nicholas 2-night trip
Posted 15 hours ago
The Vesper

More cheap stays in Woodstock

Super 8 by Wyndham White River Junction

Super 8 by Wyndham White River Junction

442 North Hartland Rd White River Junction VT
The price is ￥12,122 per night from Jan 2 to Jan 3
￥12,122
￥13,334 total
Jan 2 - Jan 3, 2026
includes taxes & fees
6.2/10 (1,002 reviews)

Frequently asked questions

Where is the best place for a stay in Woodstock?
Stay At Jimmy's is a favorite property for Expedia customers. This B&B offers free breakfast and free parking. Other top choices based on traveler reviews include The Jackson and Woodbridge Inn. See all available top hotels, or vacation rentals in Woodstock.
What's the top vacation rental in Woodstock?
Traveling with kids? Try this secluded & updated 3-bedroom home close to Okemo: You might want to consider this vacation home rental near Woodstock, which is located on a lake and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a garden and a selection of games. See all vacation rentals in Woodstock.
If I need to cancel my hotel reservation in Woodstock, will I receive a refund?
Yes! The majority of hotel room reservations are fully refundable if cancelled prior to the accommodation's cancellation deadline, which is often 24 or 48 hours before your check-in date. If you have a reservation that's non-refundable, you might be able to still cancel and get a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Woodstock.
Where can I learn more about changing or cancelling my trip to Woodstock?
To find more details about picking new dates or cancelling your trip to Woodstock, click here.
What's the best hotel when traveling with kids to Woodstock?
Woodstock Inn & Resort is a resort with an indoor pool and 4 restaurants, and it's a top choice on Expedia for families. On The River Inn is another good option for your stay with the kids. Attractions like Red Wagon Toy Company and Union Arena Community Center are also fun for kids of all ages. Find more child-friendly accommodations in Woodstock.
What's the best LGBTQ-friendly accommodation in Woodstock?
The Jackson is a top LGBTQ-friendly B&B, and features free WiFi and Smart TVs. See all available hotels listed as LGBTQ-friendly in Woodstock.
What's the best pet-friendly accommodation in Woodstock?
Woodstock Inn & Resort is a top dog-friendly resort, and offers 4 restaurants along with free WiFi for its human guests. Two other good options for you and your pet's trip include The Shire Woodstock and Sleep Woodstock Motel. See more pet-friendly hotel accommodations in Woodstock.
What's the best hotel to stay close to Billings Farm and Museum?
Woodstock Inn & Resort is one of the top choices for your stay based on our traveler data, and this 4.5-star resort offers a full-service spa and a golf course. It's located just a short 0.7 mi (1.1 km) from Billings Farm and Museum. Other good options within a short distance include The Shire Woodstock and The Village Inn of Woodstock.
What about the best place to stay near Woodstock Town Hall Theatre?
One of the top choices for your stay is Woodstock Inn & Resort, located next to Woodstock Town Hall Theatre, and this 4.5-star resort offers a full-service spa and a golf course. The Shire Woodstock and The Blue Horse Inn are other good choices nearby.
What's the best luxury hotel in Woodstock?
Woodstock Inn & Resort is a luxury resort with 4 restaurants and 2 bars, and it's a popular choice for Expedia travelers looking for an elegant place to stay. Find more luxury hotels in Woodstock.
What are some accommodations with pools in Woodstock?
Woodstock Inn & Resort is a top resort with a seasonal outdoor pool, an indoor pool, and 4 restaurants. On The River Inn is an additional hotel that features an onsite pool. View all hotels with pools in Woodstock.
What is the best spa hotel in Woodstock?
Woodstock Inn & Resort is a top luxury spa hotel featuring 4 restaurants, a golf course, a fitness center, and tennis courts. Enjoy a facial, body scrub, or Swedish massage at the onsite spa. See all spa hotels in Woodstock.
What's the best place to stay near Hartness State Airport (VSF)?
The Inn at Weathersfield is a popular 4-star inn featuring free breakfast and a restaurant. It's located a short 1.3 mi (2.1 km) from Hartness State Airport. Another good choice close to the airport is Hartness House Inn, located 3.7 mi (5.9 km) away.
What's it like staying in Woodstock?
History buffs will enjoy exploring Woodstock, and visitors give high marks for the top-notch restaurants. Quaint and rural, this city attracts tourists with its riverfront and shopping. A top sight in the area is Killington Resort. In Woodstock, there are 58 hotels and other accommodations to choose from. Find out more about Woodstock.
What should I see while I'm in Woodstock?
Cultural venues include Woodstock Town Hall Theatre, Billings Farm and Museum, and Five Elm Arches. Attractions like Red Wagon Toy Company and Union Arena Community Center are fun for everyone. Landmarks like VINS Nature Center, Marsh-Billings-Rockefeller National Historical Park, and Middle Covered Bridge might be worth a visit. Check out what more to see and do in Expedia's Woodstock guide.
What's the seasonal weather like in Woodstock?
The hottest months are usually July and August with an average temp of 65°F, while the coldest months are January and February with an average of 24°F. The snowiest months in Woodstock are March, January, November, and February, with each month seeing an average of 15 inches of snowfall.

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