Woodstock Hotels

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Our top choices for Woodstock hotels

Deluxe Suite | Private kitchen
Sleep Woodstock Motel

Sleep Woodstock Motel

Sleep Woodstock Motel
2.0 star property
Woodstock
9.6 out of 10, Exceptional, (549)
Enjoy a peaceful retreat near Killington and Sugarbush ski resorts. This well-maintained motel offers clean rooms and friendly staff in a beautiful Vermont setting. Free WiFi and parking make it easy to explore Ottaquechee River and local hiking trails.
"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 €126
includes taxes & fees
7 Jan - 8 Jan 2026
Sleep Woodstock Motel
Property grounds
The Shire Woodstock

The Shire Woodstock

The Shire Woodstock
3.0 star property
Woodstock
8.8 out of 10, Excellent, (894)
Tucked in charming Woodstock, this welcoming hotel provides complimentary WiFi, parking, and bicycle rentals for exploring nearby trails. Guests praise the helpful staff and spotless rooms, with Billings Park and Red Wagon Toy Company just moments away.
"Wonderful place to stay!"
United States
Robin
The Shire Woodstock
Restaurant
The Jackson

The Jackson

The Jackson
4.0 star property
West Woodstock
9.8 out of 10, Exceptional, (257)
Victorian charm awaits at this quiet Woodstock B&B where travellers rave about the delicious morning meal. Relax in the garden, enjoy evening drinks at the bar, or explore nearby Union Arena and Five Elm Arches from this peaceful retreat.
"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
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)
Discover a tranquil retreat near the train station in Woodstock featuring an indoor pool, hot tub, and on-site 506 Bistro and Lounge. Guests love the helpful staff, complimentary breakfast, and convenient access to Union Arena Community Centre.
"Rearaurant staff was top notch. "
United States
Daniel
The price is €334
includes taxes & fees
29 Dec - 30 Dec
On The River Inn
Interior
The Vesper

The Vesper

The Vesper
3.0 star property
Woodstock
9.2 out of 10, Wonderful, (51)
Surrounded by seasonal adventure, this charming 3-star B&B offers complimentary continental breakfast, WiFi, and parking. Winter enthusiasts will love the cross-country skiing and snowboarding options, with Billings Park and Dana House Museum just minutes away.
"Charming bed and breakfast"
United States
Nicholas
The price is €173
includes taxes & fees
30 Dec - 31 Dec
The Vesper
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)
This cosy Woodstock B&B offers free continental breakfast daily, plus convenient WiFi and parking. Explore nearby attractions like Billings Park and Trail or Red Wagon Toy Company, then return to this welcoming retreat.
"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 €233
includes taxes & fees
4 Jan - 5 Jan 2026
Stay At Jimmy's
Lobby
Woodstock Inn & Resort

Woodstock Inn & Resort

Woodstock Inn & Resort
4.5 star property
Woodstock
9.2 out of 10, Wonderful, (558)
Surrounded by picturesque Vermont landscapes, this luxury resort offers a tranquil escape with an 18-hole golf course and full-service spa. Enjoy 4 restaurants, indoor and outdoor pools, plus easy access to local covered bridges and theatres.
"Luxurious and friendly resort! Loved it"
United States
Elizabeth
The price is €335
includes taxes & fees
19 Jan - 20 Jan 2026
Woodstock Inn & Resort
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)
Escape to this cosy Woodstock inn with complimentary WiFi and parking. Near Ottaquechee River and Union Arena Community Centre, you'll appreciate the warm lobby fireplace. Snowmobiling adventures start right on the property for winter thrills.
"A very pleasant VT stay at a reasonable price."
United States
Sean
The price is €198
includes taxes & fees
4 Jan - 5 Jan 2026
Lincoln Inn & Gallery
Terrace/patio
Deer Brook Inn

Deer Brook Inn

Deer Brook Inn
3.0 star property
Woodstock
Deer Brook Inn
Lobby
Align Inn Vermont

Align Inn Vermont

Align Inn Vermont
2.5 star property
Quechee
9.4 out of 10, Exceptional, (1057)
Scenic Vermont setting with an indoor pool and fitness centre for relaxing getaways. Located within minutes of popular attractions, this hotel offers free breakfast, WiFi, and parking while the helpful staff ensures a peaceful, comfortable stay.
"Overall great stay."
United States
Kathryn
The price is €101
includes taxes & fees
4 Jan - 5 Jan 2026
Align Inn Vermont
Exterior
Mountain Valley Retreat

Mountain Valley Retreat

Mountain Valley Retreat
2.5 star property
Killington
9.6 out of 10, Exceptional, (191)
Experience mountain adventures from this tranquil B&B offering complimentary full breakfast, WiFi, and parking. Outdoor enthusiasts can enjoy nearby hiking, biking, and kayaking, plus easy access to Pico Mountain and Killington ski areas.
"This was my third stay with Mike and Barbara. It's just so lovely in a beautiful rural setting! And sure can't complain about the hearty breakfasts cooked by Chef Mike. It's certain I'll return on another ski adventure to Killington."
United States
Kathy
The price is €105
includes taxes & fees
19 Jan - 20 Jan 2026
Mountain Valley Retreat
Terrace/patio
Hilton Garden Inn Hanover Lebanon

Hilton Garden Inn Hanover Lebanon

Hilton Garden Inn Hanover Lebanon
3.0 star property
Lebanon
9.0 out of 10, Wonderful, (1000)
Discover comfort just a 10-minute drive from Dartmouth College at this Lebanon hotel. Enjoy a refreshing swim in the indoor pool, savour American cuisine at Garden Grille & Bar, and work out in the fitness centre. Clean rooms and helpful staff await.
"Room was very nice - very clean "
United States
david
The price is €120
includes taxes & fees
22 Jan - 23 Jan 2026
Hilton Garden Inn Hanover Lebanon
Free daily continental breakfast
Best Western West Lebanon-Hanover Hotel

Best Western West Lebanon-Hanover Hotel

Best Western West Lebanon-Hanover Hotel
2.5 star property
West Lebanon
8.4 out of 10, Very good, (931)
This spacious hotel offers a refreshing outdoor pool and health club just minutes from Dartmouth College. Enjoy complimentary breakfast, WiFi, and parking while exploring nearby New England Transport Institute and Museum. Guests consistently praise the helpful staff and morning meal.
"Friendly staff, clean rooms, easy check in/out"
United States
Tony
The price is €97
includes taxes & fees
31 Dec - 1 Jan 2026
Best Western West Lebanon-Hanover Hotel
BBQ/picnic Area
My Place Hotel-Randolph VT

My Place Hotel-Randolph VT

My Place Hotel-Randolph VT
2.0 star property
Randolph Center
9.4 out of 10, Exceptional, (346)
Just off I-89 in Randolph Centre, this hotel offers convenient amenities including complimentary WiFi and self parking. The 24-hour front desk ensures assistance anytime while Whale Dance Sculpture and Montague Golf Club await nearby.
"Awesome staff and great room with Kitchenette"
United States
Mary
The price is €94
includes taxes & fees
18 Jan - 19 Jan 2026
My Place Hotel-Randolph VT
Interior
Holiday Inn Express Hotel & Suites White River Junction by IHG

Holiday Inn Express Hotel & Suites White River Junction by IHG

Holiday Inn Express Hotel & Suites White River Junction by IHG
2.5 star property
White River Junction
8.6 out of 10, Excellent, (1002)
Close to Upper Valley Aquatic Centre and Briggs Opera House, this hotel offers complimentary WiFi, daily buffet breakfast, and self parking. The 24-hour fitness centre keeps your routine intact while the friendly staff ensures a pleasant stay just minutes from Dartmouth College.
"Staff was amazing! The rooms were super clean, the amenities were absolutely amazing"
United States
Chloe
The price is €92
includes taxes & fees
4 Jan - 5 Jan 2026
Holiday Inn Express Hotel & Suites White River Junction by IHG
Exterior
Hampton Inn Rutland

Hampton Inn Rutland

Hampton Inn Rutland
2.5 star property
Rutland
9.0 out of 10, Wonderful, (972)
Located minutes from Green Mountain Shopping Plaza, this welcoming hotel offers free WiFi and parking. The indoor pool provides year-round relaxation, while the fitness centre keeps routines on track. Guests consistently praise the helpful staff and hearty breakfast offerings.
"Very clean, good location, and super helpful staff!"
United States
Sheryl
The price is €154
includes taxes & fees
6 Jan - 7 Jan 2026
Hampton Inn Rutland
Lobby
Comfort Inn White River Junction

Comfort Inn White River Junction

Comfort Inn White River Junction
2.5 star property
White River Junction
7.4 out of 10, Good, (969)
Tucked in a quiet area of White River Junction, this hotel offers free breakfast, WiFi, and parking. Just 10 minutes from Dartmouth College with skiing nearby. The fitness centre enhances your stay while helpful staff ensure your comfort.
"Goo"
United States
Jay
The price is €92
includes taxes & fees
11 Jan - 12 Jan 2026
Comfort Inn White River Junction
Lobby
Courtyard by Marriott Hanover Lebanon

Courtyard by Marriott Hanover Lebanon

Courtyard by Marriott Hanover Lebanon
3.0 star property
Lebanon
8.8 out of 10, Excellent, (997)
Just a 5-minute drive from Dartmouth College, this Lebanon hotel offers The Bistro restaurant and a full fitness centre. Guests appreciate the helpful staff, clean rooms, and convenient amenities like refrigerators and free WiFi.
"Everyone and everything was great!"
United States
Michael
The price is €132
includes taxes & fees
9 Jan - 10 Jan 2026
Courtyard by Marriott Hanover Lebanon
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)
Set along the Connecticut River, this welcoming retreat offers complimentary breakfast and parking. Unwind at the bar after exploring nearby attractions, or relax in the hot tub. Clean rooms include refrigerators and microwaves for added convenience.
"Great place to stay! "
United States
Candace M
The price is €132
includes taxes & fees
22 Jan - 23 Jan 2026
The Common Man Inn & Restaurant
Sauna, aromatherapy, hot stone massages, deep-tissue massages
Pointe at Castle Hill Resort

Pointe at Castle Hill Resort

Pointe at Castle Hill Resort
3.5 star property
Cavendish
8.8 out of 10, Excellent, (930)
"Great place to stay while skiing at okemo"
United States
Ken
The price is €163
includes taxes & fees
6 Jan - 7 Jan 2026
Pointe at Castle Hill Resort
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 for the activities you enjoy most. Learn more about Woodstock
Learn more about Woodstock

West Woodstock

Travellers come to West Woodstock for its abundant dining options, and you can see top attractions like Marsh-Billings-Rockefeller National Historical Park and Union Arena Community Center while you're in town.

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 cosy 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 first-hand.
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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

On The River Inn

On The River Inn

10/10 Excellent
"Rearaurant staff was top notch. "
Daniel 1-night trip
Posted 3 days ago
On The River Inn

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 €67 per night from 3 Jan to 4 Jan
€67
3 Jan - 4 Jan 2026
includes taxes & fees
6.2/10 (1,001 reviews)

Frequently asked questions

Where is the best place for a stay in Woodstock?
Stay At Jimmy's is a favourite property for Expedia customers. This B&B offers free breakfast and free parking. Other top choices based on traveller reviews include The Jackson and Woodbridge Inn. See all available top hotels, or vacation rentals in Woodstock.
What are some of the best holiday rentals that Woodstock has to offer?
Traveling with kids? Try this secluded & updated 3-bedroom home close to Okemo: This holiday home rental outside of Woodstock is located on a lake, and has a fireplace, a balcony and a BBQ 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 that you can cook with friends or family. You can relax into your holiday 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 bookings are fully refundable if cancelled prior to the accommodation's cancellation deadline, which is usually within 24-48 hours of your arrival date. If your reservation is non-refundable, you might be able to still cancel and get a refund within 24 hours of your booking. Filter your search by fully refundable to find flexible hotel deals in Woodstock.
What's the best family accommodation in 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 choice for your stay with the kids. Also, attractions such as Red Wagon Toy Company and Union Arena Community Center are fun for children of all ages. Find more child-friendly accommodations in Woodstock.
What is the top LGBTQ-friendly place to stay in Woodstock?
The Jackson is a top LGBTQ-friendly B&B, and features free Wi-Fi and Smart TVs. See all available hotels listed as LGBTQ-friendly in Woodstock.
What's the best dog-friendly hotel 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 to stay with your pet include The Shire Woodstock and Sleep Woodstock Motel. See more pet-friendly hotel accommodations in Woodstock.
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 travellers looking for an elegant place to stay. Find more luxury hotels in Woodstock.
What are some accommodation options 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 on-site 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 centre and tennis courts. Enjoy a facial, body scrub or Swedish massage at the on-site spa. See all spa hotels in Woodstock.
How is it to stay 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 accommodation options 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. Take a look at what more there is 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 temperature of 18°C, while the coldest months are January and February, with an average of -4°C. The snowiest months in Woodstock are March, January, November and February, with each month seeing an average of 38 cm of snowfall.

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