Find hotels in Woodstock, VT from ￥12,345

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Dec 9 - Dec 10
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Dec 10 - Dec 11
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Dec 12 - Dec 14
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Dec 19 - Dec 21

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Our top choices for Woodstock hotels

Property grounds
The Shire Woodstock

The Shire Woodstock

3.0 star property
Woodstock
8.8 out of 10, Excellent, (889)
"Wonderful place to stay!"
United States
Robin
The Shire Woodstock
Lobby
Woodstock Inn & Resort

Woodstock Inn & Resort

4.5 star property
Woodstock
9.2 out of 10, Wonderful, (553)
"Highly recommend stay here"
United States
Margie
The price is ￥52,813
￥64,951 total
includes taxes & fees
Dec 16 - Dec 17
Woodstock Inn & Resort
Deluxe Suite | Individually decorated, desk, blackout drapes, iron/ironing board
Sleep Woodstock Motel

Sleep Woodstock Motel

2.0 star property
Woodstock
9.6 out of 10, Exceptional, (548)
"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 ￥12,058
￥25,572 total
includes taxes & fees
Dec 10 - Dec 11
Sleep Woodstock Motel
Terrace/patio
On The River Inn

On The River Inn

4.0 star property
West Woodstock
9.4 out of 10, Exceptional, (1000)
"This place was charming!! Enjoyed everything about it and so much to do right there in the inn."
United States
Ross
The price is ￥30,067
￥38,787 total
includes taxes & fees
Dec 22 - Dec 23
On The River Inn
Front of property
The Jackson

The Jackson

4.0 star property
West Woodstock
9.8 out of 10, Exceptional, (256)
"Very cute inn, the restaurant was a plus. Had a great dinner there and def will come back. "
United States
Jaunita
The Jackson
Economy Room | Individually decorated, individually furnished, free WiFi, bed sheets
The Vesper

The Vesper

3.0 star property
Woodstock
9.2 out of 10, Wonderful, (46)
"Cute B&B, great location! Easy walk to coffee house and downtown area. We really enjoyed our stay!"
United States
Roger
The price is ￥25,122
￥27,635 total
includes taxes & fees
Dec 10 - Dec 11
The Vesper
Interior
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 ￥18,227
￥20,050 total
includes taxes & fees
Dec 10 - Dec 11
Lincoln Inn & Gallery
Front of property
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 ￥38,677
￥42,545 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Stay At Jimmy's
Front of property - evening/night
Woodbridge Inn

Woodbridge Inn

3.0 star property
Woodstock
9.6 out of 10, Exceptional, (67)
"Staff was very friendly and welcoming "
United States
Michael
The price is ￥69,327
￥76,260 total
includes taxes & fees
Dec 11 - Dec 12
Woodbridge Inn
Lobby
Best Western Inn & Suites Rutland-Killington

Best Western Inn & Suites Rutland-Killington

2.5 star property
Rutland
8.8 out of 10, Excellent, (1000)
"The staff is wonderful! Friendly, helpful and they work very hard. The room was clean but a little small for our liking so we will make sure to book a larger room next time. You can't beat the location. It's so close to everything!"
United States
Jennifer
The price is ￥27,821
￥30,603 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Best Western Inn & Suites Rutland-Killington
Exterior
Comfort Inn Rutland - Killington

Comfort Inn Rutland - Killington

2.5 star property
Rutland
8.0 out of 10, Very Good, (1004)
"Clean, great steak house by the hotel"
United States
Caridad
The price is ￥18,142
￥19,956 total
includes taxes & fees
Dec 10 - Dec 11
Comfort Inn Rutland - Killington
Room, 1 King Bed, Non Smoking | Desk, blackout drapes, iron/ironing board, free cribs/infant beds
Days Inn by Wyndham Rutland/Killington Area

Days Inn by Wyndham Rutland/Killington Area

2.5 star property
Rutland
6.4 out of 10, (1001)
"The food "
United States
Elijah
The price is ￥18,407
￥20,248 total
includes taxes & fees
Dec 14 - Dec 15
Days Inn by Wyndham Rutland/Killington Area
Front of property
The Vermont Inn

The Vermont Inn

3.0 star property
Rutland
9.2 out of 10, Wonderful, (415)
"Our room was clean and the bed was very comfortable. The Inn is for sale... which could explain the needed updates. I wish I could buy it! 🤗 We would stay here again. "
United States
Jodie
The price is ￥35,753
￥38,970 total
includes taxes & fees
Dec 11 - Dec 12
The Vermont Inn
Front of property
Cortina Inn

Cortina Inn

3.0 star property
Rutland
6.6 out of 10, (649)
"Front desk man was very helpful. "
United States
Richard
The price is ￥15,378
￥16,916 total
includes taxes & fees
Jan 7 - Jan 8, 2026
Cortina Inn
Combined shower/tub, eco-friendly toiletries, hair dryer, towels
Align Inn Vermont

Align Inn Vermont

2.5 star property
Quechee
9.4 out of 10, Exceptional, (1044)
"Overall great stay."
United States
Kathryn
The price is ￥18,034
￥19,837 total
includes taxes & fees
Jan 8 - Jan 9, 2026
Align Inn Vermont
Exterior
Hampton Inn Rutland

Hampton Inn Rutland

2.5 star property
Rutland
9.0 out of 10, Wonderful, (968)
"Very clean, good location, and super helpful staff!"
United States
Sheryl
The price is ￥24,802
￥27,282 total
includes taxes & fees
Dec 15 - Dec 16
Hampton Inn Rutland
Full-size fridge, microwave, stovetop, coffee/tea maker
My Place Hotel-Randolph VT

My Place Hotel-Randolph VT

2.0 star property
Randolph Center
9.4 out of 10, Exceptional, (342)
"Awesome staff and great room with Kitchenette"
United States
Mary
The price is ￥15,475
￥16,868 total
includes taxes & fees
Jan 4 - Jan 5, 2026
My Place Hotel-Randolph VT
Lake view
Mountain Meadows Lodge

Mountain Meadows Lodge

3.5 star property
Killington
9.4 out of 10, Exceptional, (178)
"All round fantastic place to stay "
United Kingdom
Stephen
The price is ￥25,534
￥31,982 total
includes taxes & fees
Dec 10 - Dec 11
Mountain Meadows Lodge
Exterior
Hampton Inn White River Junction

Hampton Inn White River Junction

2.5 star property
White River Junction
8.6 out of 10, Excellent, (1001)
"Room was clean, breakfast was substantial, staff was fine"
United States
Kristi
The price is ￥17,705
￥19,476 total
includes taxes & fees
Dec 28 - Dec 29
Hampton Inn White River Junction
Breakfast and dinner served
The Mountain Inn at Killington

The Mountain Inn at Killington

2.5 star property
Killington
9.2 out of 10, Wonderful, (956)
"Great place to stay!"
United States
Stephen
The price is ￥22,294
￥25,751 total
includes taxes & fees
Dec 10 - Dec 11
The Mountain Inn at Killington
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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Great weekend hotel deals in Woodstock, VT

Showing deals for:Dec 19 - Dec 21

Image gallery for The Vesper

Economy Room | Individually decorated, individually furnished, free WiFi, bed sheets

The Vesper

3.0 star property
Woodstock
9.2/10Wonderful (46 reviews)
14% off
Price is ￥29,309
￥64,482 total
includes taxes & fees
The Vesper
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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.
See properties

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

Mountain Sports Inn

Mountain Sports Inn

10/10 Excellent
"Everything was superb . Staff is very friendly and breakfast is fabulous ."
Bradford 2-night trip
Posted 2 days ago
Mountain Sports Inn

More cheap stays in Woodstock

Comfort Inn Rutland - Killington

Comfort Inn Rutland - Killington

19 Allen St Rutland VT
The price is ￥18,142 per night from Dec 10 to Dec 11
￥18,142
￥19,956 total
Dec 10 - Dec 11
includes taxes & fees
8/10 Very Good! (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 The Village Inn of Woodstock. See all available top hotels, or vacation rentals in Woodstock.
What's the top vacation rental in Woodstock?
Classic ski home with hot tub, washer/dryer, mountain views, fireplace, & cable: You might want to consider this vacation home rental near Woodstock, which is located in the city center and has a fireplace, a patio, and laundry facilities to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a hot tub. 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. 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. Landmarks like VINS Nature Center, Marsh-Billings-Rockefeller National Historical Park, and Middle Covered Bridge might be worth a visit. Natural beauty is on display at Lakota Lake, Green Mountain National Forest, and Mount Tom Peak. 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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