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Dec 11 - Dec 12
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Dec 12 - Dec 13
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Our top choices for Woodstock hotels

Superior Room, Fireplace, River View | Egyptian cotton sheets, premium bedding, down comforters, minibar
Woodstock Way Hotel

Woodstock Way Hotel

Woodstock Way Hotel
4.0 star property
Woodstock
9.6 out of 10, Exceptional, (213)
Nestled near the train station in artistic Woodstock, this tranquil hotel offers deep-tissue massages and on-site spa services. Unwind at the bar or café after exploring nearby SweetHeart Gallery, all with free WiFi and parking.
"Very pleasant staff...nice rooms"
United States
Abdallah
Woodstock Way Hotel
Books, music library, stereo
Twin Gables of Woodstock

Twin Gables of Woodstock

Twin Gables of Woodstock
3.0 star property
Woodstock
9.8 out of 10, Exceptional, (192)
This charming hotel offers complimentary breakfast, WiFi, and parking. Outdoor enthusiasts can enjoy nearby hiking trails, kayaking, and mountain biking. The Victorian property features a garden and terrace, and sits close to Woodstock Public Library.
"Amazing stay!!! Super hippie vibe and lived every minute of it. "
United States
Heather
The price is ￥20,090
￥22,501 total
includes taxes & fees
Dec 14 - Dec 15
Twin Gables of Woodstock
Exterior detail
The Herwood Inn

The Herwood Inn

The Herwood Inn
4.5 star property
Woodstock
9.6 out of 10, Exceptional, (90)
This charming guesthouse offers a hot tub and complimentary bicycles, perfect for exploring nearby hiking trails. Close to The Comeau Property and Woodstock Public Library, guests enjoy free WiFi, parking, and a peaceful garden terrace in this beautiful mountain setting.
"Just lovely all around! I loved the attention to detail inside and on the grounds."
United States
karen
The price is ￥25,731
￥28,818 total
includes taxes & fees
Dec 17 - Dec 18
The Herwood Inn
Reception
Hotel Dylan

Hotel Dylan

Hotel Dylan
2.0 star property
Woodstock
9.4 out of 10, Exceptional, (40)
Relax at this golf-adjacent motel in Woodstock where a seasonal outdoor pool awaits. Sip drinks at the bar or enjoy treats from the coffee shop. With free WiFi and parking, you're perfectly positioned to explore the Ashokan Rail Trail nearby.
"Close to restaurants and shopping. Nice vibe."
United States
sara
The price is ￥23,179
￥25,960 total
includes taxes & fees
Dec 18 - Dec 19
Hotel Dylan
Lobby
The Woodstock Inn on the Millstream

The Woodstock Inn on the Millstream

The Woodstock Inn on the Millstream
3.0 star property
Woodstock
9.0 out of 10, Wonderful, (203)
Charming hotel along the millstream offers tranquil gardens and a welcoming terrace. Just minutes from the Woodstock Artists Association, guests enjoy complimentary WiFi and continental breakfast while exploring local galleries.
"Love this place!"
United States
Robert
The price is ￥27,877
￥31,222 total
includes taxes & fees
Jan 1 - Jan 2, 2026
The Woodstock Inn on the Millstream
Studio, Private Bathroom, Garden View (Dove house on Tannery br) | View from property
Morning Glory B n B Woodstock NY

Morning Glory B n B Woodstock NY

Morning Glory B n B Woodstock NY
3.0 star property
Woodstock
8.4 out of 10, Very Good, (155)
Set amid Woodstock's artistic community, this charming B&B offers free breakfast and parking. Guests can enjoy outdoor tennis courts or explore nearby attractions like The Comeau Property, with kayaking and mountain biking options for adventure seekers.
"Beautiful historic home. We had a nice stay. "
United States
Anonymous traveler
The price is ￥29,435
￥32,967 total
includes taxes & fees
Dec 14 - Dec 15
Morning Glory B n B Woodstock NY
Pet-friendly
Eastwind Windham

Eastwind Windham

Eastwind Windham
2.0 star property
Windham
9.4 out of 10, Exceptional, (73)
Surrounded by scenic beauty, this hotel offers easy access to Windham Mountain Resort and Country Club. Enjoy relaxation with free WiFi and parking while unwinding with a drink at the welcoming bar after an adventurous day.
"I loved our stay!"
United States
Erika
The price is ￥37,468
￥45,141 total
includes taxes & fees
Dec 16 - Dec 17
Eastwind Windham
Indoor pool
Hampton Inn by Hilton New Paltz

Hampton Inn by Hilton New Paltz

Hampton Inn by Hilton New Paltz
2.5 star property
New Paltz
9.4 out of 10, Exceptional, (1000)
Situated near a train station, this hotel offers a refreshing indoor pool and fitness center for active travelers. Enjoy free breakfast, WiFi, and parking while exploring nearby Samuel Dorsky Museum of Art. The helpful staff ensures a pleasant business-friendly experience.
"The hotel is quiet and clean and had a very comfortable bed."
United States
Carolyn
The price is ￥17,318
￥19,397 total
includes taxes & fees
Dec 21 - Dec 22
Hampton Inn by Hilton New Paltz
Corner Studio | In-room safe, blackout drapes, iron/ironing board, free WiFi
Pocketbook Hotel and Bath

Pocketbook Hotel and Bath

Pocketbook Hotel and Bath
2.0 star property
Hudson
8.4 out of 10, Very Good, (10)
Experience modern comfort in Hudson's historic district, complete with a relaxing full-service spa and convenient cafe. Just minutes from Hudson Area Library and within walking distance of local attractions, this refined retreat offers complimentary WiFi.
"lovely place!"
United States
Samyuktha
The price is ￥36,443
￥48,221 total
includes taxes & fees
Jan 7 - Jan 8, 2026
Pocketbook Hotel and Bath
Pillowtop beds, desk, blackout drapes, iron/ironing board
Americas Best Value Inn New Paltz

Americas Best Value Inn New Paltz

Americas Best Value Inn New Paltz
2.0 star property
New Paltz
9.0 out of 10, Wonderful, (1006)
Free breakfast and parking make this motel ideal for New Paltz visitors. Hike or bike on nearby trails, work out in the fitness center, and enjoy free WiFi. Close to Samuel Dorsky Museum of Art, with staff that guests consistently praise for their helpfulness.
"Great place for a stay on the way! "
Canada
Linh
The price is ￥13,436
￥15,050 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Americas Best Value Inn New Paltz
Exterior
Hotel Vienna

Hotel Vienna

Hotel Vienna
2.5 star property
Windham
9.4 out of 10, Exceptional, (717)
Unwind at this mountain retreat featuring an indoor pool and complimentary breakfast. Borrow free bikes to explore nearby trails or take a 5-minute drive to hit the slopes at Windham Mountain Resort. Guests rave about the helpful staff and prime location.
"Great place to stay with family room it's very clear 👌"
United States
jaisson
Hotel Vienna
Restaurant
Howard Johnson by Wyndham Saugerties

Howard Johnson by Wyndham Saugerties

Howard Johnson by Wyndham Saugerties
2.0 star property
Saugerties
7.6 out of 10, Good, (1002)
Surprisingly peaceful despite highway proximity, this hotel offers relaxing amenities including a sauna and garden. The helpful staff, convenient location near Kiwanis Ice Arena, plus in-room refrigerators make for a comfortable stay.
"Easy check in, friendly staff. "
United States
Daniel
The price is ￥16,197
￥18,141 total
includes taxes & fees
Dec 14 - Dec 15
Howard Johnson by Wyndham Saugerties
View from property
Residence Inn by Marriott Kingston

Residence Inn by Marriott Kingston

Residence Inn by Marriott Kingston
3.0 star property
Kingston
8.8 out of 10, Excellent, (789)
Enjoy free perks like WiFi, parking, and buffet breakfast at this Kingston hotel. Travelers praise the helpful staff and clean rooms. The 24-hour fitness center keeps you active while Hudson Valley Mall and Robert E. Post Memorial Park are nearby.
"Very nice stay"
United States
LOIS
The price is ￥17,754
￥19,884 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Residence Inn by Marriott Kingston
Exterior
Inness

Inness

Inness
5.0 star property
Accord
9.2 out of 10, Wonderful, (90)
Immerse yourself in this luxurious Accord retreat featuring a 9-hole golf course and full-service spa offering massages and facials. Enjoy 3 bars, restaurant dining, and both indoor and outdoor pools. Minutes from the famous Garden Gnome attraction with free WiFi and parking.
"Amazing experience "
United States
Fernando
The price is ￥76,938
￥93,177 total
includes taxes & fees
Dec 23 - Dec 24
Inness
Exterior
Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG

Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG

Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG
2.5 star property
Saugerties
8.8 out of 10, Excellent, (690)
Escape to this Hudson Valley hotel with free breakfast and convenient parking. Swim year-round in the indoor pool after exploring Kiwanis Ice Arena. Staff earn consistent praise from guests, and clean rooms provide comfort just minutes from local attractions.
"Clean rooms, very friendly and accommodating staff. Breakfast was very nice. Just overall wonderful hotel"
United States
Gideon
The price is ￥19,779
￥22,152 total
includes taxes & fees
Dec 21 - Dec 22
Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG
Terrace/patio
Eastwind Oliverea Valley

Eastwind Oliverea Valley

Eastwind Oliverea Valley
2.0 star property
Big Indian
9.4 out of 10, Exceptional, (34)
Located in Big Indian, this tranquil hotel offers easy access to Belleayre Mountain Ski Center and Catskill State Park. Enjoy complimentary WiFi and parking during your mountain retreat, with breakfast available to fuel your adventures.
"Very cozy for a weekend gateway "
United States
Fiorentin
The price is ￥54,183
￥68,727 total
includes taxes & fees
Dec 21 - Dec 22
Eastwind Oliverea Valley
View from property
Hutton Brickyards Riverfront Hotel + Venue

Hutton Brickyards Riverfront Hotel + Venue

Hutton Brickyards Riverfront Hotel + Venue
3.5 star property
Kingston
8.8 out of 10, Excellent, (96)
Unwind at this riverside retreat featuring the River Pavilion for lunch and dinner. Explore the area on free bicycles, or visit nearby Kingston Point Beach. This hotel offers room service, a cozy bar, and garden spaces for a tranquil Hudson Valley escape.
"The staff was lovely, our cabin was clean and surpassed our expectation. Only issue the restaurant was not available, but fortunately the bartender was extremely kind and made us a drink before she closed down! "
United States
Karyn
Hutton Brickyards Riverfront Hotel + Venue
Mini-fridge, stovetop, cookware/dishes/utensils, paper towels
Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
2.0 star property
Catskill
9.6 out of 10, Exceptional, (107)
Escape to tranquil Catskill cabins featuring convenient kitchenettes and private furnished patios. Just minutes from Catskill Golf Club and Angelo Canna Town Park, with free parking and Hudson Station only 18 minutes away.
"The hospitality and making sure our stay was enjoyable most of all our needs during the time being. "
United States
Yessica
The price is ￥18,533
￥26,745 total
includes taxes & fees
Dec 14 - Dec 15
Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
Front of property
Courtyard by Marriott Kingston

Courtyard by Marriott Kingston

Courtyard by Marriott Kingston
3.0 star property
Kingston
8.8 out of 10, Excellent, (1001)
Escape to this peaceful Kingston retreat with an indoor pool for year-round splashing. Enjoy drinks at the bar or coffee at the café, plus free WiFi and parking. Hudson Valley Mall and Robert E. Post Memorial Park are just minutes away.
" Lean room, quiet location and comfortable bed."
United States
Barbara
The price is ￥17,077
￥19,126 total
includes taxes & fees
Dec 14 - Dec 15
Courtyard by Marriott Kingston
The Windham Mountain View King with Balcony | In-room safe, iron/ironing board, free cribs/infant beds, rollaway beds
Wylder Hotel Windham

Wylder Hotel Windham

Wylder Hotel Windham
3.5 star property
Windham
8.6 out of 10, Excellent, (89)
Splash in the outdoor pool at this mountain getaway, just 5 minutes from Windham Mountain Resort. Enjoy refreshments at the coffee shop or bar after a day of adventure. Free WiFi and parking add convenience to your stay.
"Spotless room and great staff "
United States
Josue
The price is ￥32,049
￥42,400 total
includes taxes & fees
Dec 14 - Dec 15
Wylder Hotel Windham
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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Stay near popular Woodstock attractions

Woodstock Music Shop

4.5/5 (6 reviews)
You can search for that perfect souvenir at Woodstock Music Shop during your trip to Woodstock. Discover the mountain views while you're in the area.
See properties

Overlook Mountain Trailhead

5.0/5 (10 reviews)
Learn about the local history of Woodstock when you take a trip to Overlook Mountain Trailhead. Discover the mountain views while you're in the area.
See properties

Learn more about Woodstock

Artists and musicians have shaped this Catskill mountain town since the legendary 1969 festival that wasn't actually held here. Spend mornings browsing quirky boutiques and galleries on Tinker Street before hiking nearby trails to swimming holes locals might share if you ask nicely.

See all hotels in Woodstock
Beautiful View. Woodstock, NY. 3h round trip with moderate walking speed.
Photo by Marina Timo
Open Photo by Marina Timo

Top Woodstock Hotel Reviews

Hotel Vienna

Hotel Vienna

10/10 Excellent
"Love this place when its available. Low key, clean and conveniently near BOTH Hunter and Windham ski areas!"
Bruce 1-night trip
Posted 3 days ago
Hotel Vienna

More cheap stays in Woodstock

Quality Inn Hyde Park Poughkeepsie North

Quality Inn Hyde Park Poughkeepsie North

4142 Albany Post Rd Hyde Park NY
The price is ￥10,512 per night from Jan 5 to Jan 6
￥10,512
￥11,890 total
Jan 5 - Jan 6, 2026
includes taxes & fees
8/10 Very Good! (1,002 reviews)

Frequently asked questions

What's the best place to stay in Woodstock?
The Herwood Inn is a favorite with Expedia customers. This guesthouse offers free parking and in-room kitchenettes. Reviews from our site also recommend Woodstock Way Hotel and The Woodstock Inn on the Millstream as top choices for your visit. See all available top hotels, or vacation rentals in Woodstock.
What are some of the best vacation rentals in Woodstock?
Stunning home with pool, spa, mountain views, sleeps up to 10, walk to Woodstock: Visitors give good reviews to this Woodstock vacation home rental, which is located near skiing and has an outdoor pool, a fireplace, and a barbecue grill 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. It offers a balcony, a garden, and a hot tub so you can immerse yourself in your vacation. See all vacation rentals in Woodstock.
If I need to cancel my hotel reservation in Woodstock, will I receive a refund?
Yes! You'll find that most room reservations are fully refundable as long as you cancel prior to the accommodation's cancellation deadline, which is usually within 24-48 hours of your scheduled arrival. If you have a reservation that's non-refundable, you might be able to cancel it and get a refund within a 24-hour period of your 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?
For more information about updating your trip to Woodstock or cancelling it, head over to our customer service page.
What's the best pet-friendly place to stay in Woodstock?
Woodstock Way Hotel is a top dog-friendly hotel, and offers a bar/lounge and a coffee shop for its human guests. Other good choices to stay with your pet include The Herwood Inn and The 212 Escape. See more pet-friendly hotel accommodations in Woodstock.
What's the best place to stay with easy access to Overlook Mountain Trailhead?
The Woodstock Inn on the Millstream is one of the top choices for your stay based on our traveler data, and this 3-star hotel offers free parking and free WiFi. It's located 2.3 mi (3.8 km) from Overlook Mountain Trailhead. Another good choice is Twin Gables of Woodstock, located 2.1 mi (3.4 km) away.
What about the best place to stay close to Woodstock Golf Club?
One of the top choices for your stay is The Lodge Woodstock, located next to Woodstock Golf Club, and this 3.5-star hotel offers a restaurant and free parking. The Woodstock Inn on the Millstream and Twin Gables of Woodstock are two other good choices in the immediate area.
What's the best high-end hotel in Woodstock?
The Herwood Inn is a luxury guesthouse with in-room massages and in-room kitchenettes, and it's a popular choice for Expedia travelers looking for an elegant place to stay. Find more luxury hotels in Woodstock.
What's the best golf hotel in Woodstock?
Hotel Dylan is one of the top choices for golfers based on our travel data. You can tee off at Woodstock Golf Club during your trip. See more golf hotels in Woodstock.
What are some accommodations with pools in Woodstock?
Hotel Dylan: Provides free self parking, a seasonal outdoor pool, and complimentary wireless internet access. View all hotels with pools in Woodstock.
What is the best spa hotel in Woodstock?
The 212 Escape is a highly recommended spa hotel with a vineyard. Spend an afternoon at the spa where you'll find facials, Swedish massages, and Thai massages. In-room massages are also available. See all spa hotels in Woodstock.
What is the best hotel near Albany International Airport (ALB)?
Albany Airport Inn and Suites is a popular 3-star hotel featuring free breakfast and an outdoor pool. It's located a short 1.2 mi (2 km) from Albany Intl. Airport. Other places to stay close to the airport are Hilton Garden Inn Albany Airport and Red Lion Hotel Albany.
How is it to stay in Woodstock?
Visitors to Woodstock are sure to enjoy the forests and art. Tourists can also enjoy the city's riverfront and coffeehouses. A top sight in the area is Hunter Mountain. In Woodstock, there are 124 hotels and other accommodations to choose from. Find out more about Woodstock.
What should I see while I'm in Woodstock?
Cultural venues include Colony and SweetHeart Gallery. Landmarks like Overlook Mountain Trailhead, Karma Triyana Dharmachakra Monastery, and Woodstock Artists Association and Museum might be worth a visit. The picturesque setting of The Comeau Property and Thorn Preserve - Catskill Center exemplify the area's natural beauty. Check out what more to see and do in Expedia's Woodstock guide.
What's the weather like in Woodstock?
The hottest months are usually July and August with an average temp of 67°F, while the coldest months are January and February with an average of 29°F. The snowiest months in Woodstock are January, February, March, and April, with each month seeing an average of 7 inches of snowfall.

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