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Compare 139 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Beautiful, Tranquil Woodstock Mountain House with Hot Tub and Ping Pong
4.9/5 Exceptional! (124 reviews)
LOVED this property
"Absolutely amazing place! Will definitely be returning"

Reviewed on Nov 13, 2022

Beautiful, Tranquil Woodstock Mountain House with Hot Tub and Ping Pong
Where the Broadway Stars Vacation! Private Woodstock getaway & walk to town!
4.9/5 Exceptional! (113 reviews)
what a gorgeous house
"What a beautiful, spacious, comfortable house, just close enough to town to be convenient, and far enough away to be out in the countryside. Gorgeous views into the trees through large windows wrapping around three sides of the main space - a wonderful large open kitchen/living room space. This is ..."

Reviewed on Nov 21, 2022

Where the Broadway Stars Vacation! Private Woodstock getaway & walk to town!
Historic Baumgarten Cottage, Family Friendly
1.72 mi from city center
5/5 Exceptional! (2 reviews)
Lovely Woodstock Stay
"A very sweet little cottage with excellent air conditioning and a pool - fantastic for a summer stay. Also down the street from Little Deep, an idyllic swimming hole. Some toys for our 3 year old to play with and a well appointed kitchen, with a grill outside. The property is huge and fun to explore ..."

Reviewed on Aug 17, 2022

Historic Baumgarten Cottage, Family Friendly

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Twin Gables of Woodstock
2.5 out of 5
73 Tinker St, Woodstock, NY, 12498
The price is $129 per night from Dec 8 to Dec 9
$129
per night
Dec 8 - Dec 9
0.16 mi from city center
4.8/5 Exceptional! (80 reviews)
"We had a wonderful stay at Twin Gables! Our innkeeper was knowledgeable about the area, and offered great dinner suggestions."

Reviewed on Nov 21, 2022

Twin Gables of Woodstock
The Woodstock Inn on the Millstream
3 out of 5
48 Tannery Brook Rd, Woodstock, NY, 12498
The price is $229 per night from Nov 29 to Nov 30
$229
per night
Nov 29 - Nov 30
0.25 mi from city center
4.4/5 Excellent! (153 reviews)
"Lovely lovely lovely! Definitely coming back!"

Reviewed on Aug 19, 2022

The Woodstock Inn on the Millstream
Morning Glory B n B Woodstock NY
3 out of 5
141 Tinker Street, Woodstock, NY, 12498
The price is $199 per night from Nov 28 to Nov 29
$199
per night
Nov 28 - Nov 29
0.47 mi from city center
4.3/5 Excellent! (77 reviews)
Weekend getaway
"We had a wonderful stay. Diane is an amazing host."

Reviewed on Aug 22, 2022

Morning Glory B n B Woodstock NY
Selina Woodstock
3 out of 5
20 Country Club Ln, Woodstock, NY, 12498
0.47 mi from city center
1.5/5 (2 reviews)
"Two days before our stay, the hotel called to say that they weren't up and running yet. We had been looking forward to staying in, what looked to be, a very cute, special venue. The Selina people found us accommodations at a nearby, and extremely charmless, Best Western. They also picked up the (very ..."

Reviewed on Jul 20, 2019

Selina Woodstock
Room 2- Twin Gables of Woodstock
The price is $159 per night from Dec 8 to Dec 9
$159
per night
Dec 8 - Dec 9
0.16 mi from city center
5/5 Exceptional! (2 reviews)
"Our stay was absolutely lovely! We brought a toddler and he was very welcomed by everyone. The hotel was perfect and we loved the chance to enjoy a bonfire in the backyard at night. The room was perfectly air conditioned and comfortable, there was always coffee and tea available, and very walkable ..."

Reviewed on Jun 2, 2022

Room 2- Twin Gables of Woodstock
Cozy and eclectic Woodstock getaway
2.21 mi from city center
5/5 Exceptional! (14 reviews)
Perfect home, location & vibe!!!
"We stayed at the Stardust Suite with our Westie dog and don't really have anything bad to say! The indoor and outdoor space was comfortable and relaxing. The kitchen, although small, was equipped well for both of us. Even though the space is shared with the owners, we felt our privacy was respected. ..."

Reviewed on Oct 10, 2022

Cozy and eclectic Woodstock getaway
Magical Chalet with spectacular views
1.17 mi from city center
4.9/5 Exceptional! (48 reviews)
Breathtaking views outdoors, extraordinary experiences indoors
"We had an utterly lovely stay at this beautiful home. The main house was large, airy, light-filled, but still cozy & boasted views to die for from every room. The spa house was our favorite place to hang out – a full gym for my hubby, the pool table, Steinway piano, & Fender guitar for the boys and ..."

Reviewed on Nov 16, 2022

Magical Chalet with spectacular views
Charming & Private Guest Cottage
1.16 mi from city center
4.7/5 Exceptional! (19 reviews)
COZY TIDY PRETTY & QUIET
"LOVED THE PLACE, IT WAS CLEAN, TIDY, HAD EVERYTHING ONE COULD NEED, LOVED SOME OF THE TOUCHES LIKE, CHOCOLATE BY THE BED, LITTLE TOWELS FOR MAKE UP REMOVAL (I DIDNT USE THEM SINCE I FORGOT MY MAKE UP) THE COFFE MACHINE AND COFFE PODS, WE WERE ABLE TO SIP COFFEE ON THE DECK AND ENJOY THE TREES, THE ..."

Reviewed on Jul 7, 2022

Charming & Private Guest Cottage
Room 1- Twin Gables of Woodstock
The price is $199 per night from Dec 8 to Dec 9
$199
per night
Dec 8 - Dec 9
0.16 mi from city center
5/5 Exceptional! (1 review)
Great stay!
"Cute spot to stay close to restaurants and stores!"

Reviewed on Oct 7, 2022

Room 1- Twin Gables of Woodstock
Woodstock Historic Artist Estate, The Pond House
0.7 mi from city center
5/5 Exceptional! (5 reviews)
Another Wonderful Visit
"This was our second stay with these hosts (we stayed last year in the cottage). Like the first, this visit was everything we could have asked for. The property is stunning, the house is gorgeous, and the owners were friendly and helpful. We hope to return next year."

Reviewed on Jul 4, 2022

Woodstock Historic Artist Estate, The Pond House
Mountain Gardens  - DOGS WELCOME!!!<br>The Pool is open - enjoy Summer…
4.7/5 Exceptional! (60 reviews)
Anniversary weekend with the dogs
"We stayed here for 2 nights with our 2 dogs. The property was a perfect location into town and overall provided what we needed for space with the dogs. The owner was very nice and set up the place perfectly for us."

Reviewed on Sep 6, 2022

Mountain Gardens - DOGS WELCOME!!!<br>The Pool is open - enjoy Summer…
Hikers Haven Romantic Mountaintop Studio❤️Pool🏊‍♀️ SWIM👙🏡<br>3 min from town💎<br>Private🥂
4.9/5 Exceptional! (33 reviews)
Beautiful Setting
"Cozy studio in a lovely setting. It was wonderful to get up in the morning and sit on the terrace taking in the beautiful view before heading into Woodstock and returning in the evening to relax with a glass of wine and watch the sky change colors."

Reviewed on Oct 1, 2021

Hikers Haven Romantic Mountaintop Studio❤️Pool🏊‍♀️ SWIM👙🏡<br>3 min from town💎<br>Private🥂
COUNTRY HOME Fenced Backyard, 1 mi. to Town, Kids & Dogs OK!
4.8/5 Exceptional! (42 reviews)
Fantastic stay!
"Had a great weekend getaway with family and friend. Great location and dog friendly. We look forward to coming back soon!"

Reviewed on Nov 20, 2022

COUNTRY HOME Fenced Backyard, 1 mi. to Town, Kids & Dogs OK!
Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream
The price is $225 per night from Nov 28 to Nov 29
$225
per night
Nov 28 - Nov 29
0.55 mi from city center
4.6/5 Wonderful! (20 reviews)
Cozy Cabin
"We only stayed one night but I wish we stayed longer! The cabin and property were cute, and the town had so much to offer. We will definitely be back!"

Reviewed on Nov 1, 2022

Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream
Hotel Woodstock - Sunflower Suite
0.04 mi from city center
4.7/5 Exceptional! (40 reviews)
"A part of History and felt like Home Away from Home. Dave the Owner/ Manager was Super."

Reviewed on Sep 25, 2022

Hotel Woodstock - Sunflower Suite
Hotel Woodstock - Tiger Lilly Suite
The price is $99 per night from Nov 28 to Nov 29
$99
per night
Nov 28 - Nov 29
0.04 mi from city center
4.9/5 Exceptional! (32 reviews)
"I love that it was an apartment. I came there to find a house and move back to Woodstock. It was a perfect place to operate from."

Reviewed on Nov 17, 2022

Hotel Woodstock - Tiger Lilly Suite
Hotel Woodstock - Queen Anne's Lace Suite
The price is $99 per night from Dec 1 to Dec 2
$99
per night
Dec 1 - Dec 2
0.04 mi from city center
4.7/5 Exceptional! (43 reviews)
"It's an amazing place to stay in the heart of a historic village."

Reviewed on Oct 30, 2022

Hotel Woodstock - Queen Anne's Lace Suite
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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.

Stay near popular Woodstock attractions

Woodstock hotels information

Number of reviews 910
Accommodation 139 hotels
Lowest Price $99
Highest Price $229

Frequently asked questions

What's the best place to stay in Woodstock?

Twin Gables of Woodstock is a favorite with Expedia customers. This hotel offers free parking and free WiFi. Reviews from our site also recommend The Woodstock Inn on the Millstream and Morning Glory B n B Woodstock NY 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?

Woodstock Historic Artist Estate, The Pond House: Visitors give good reviews to this Woodstock vacation home rental, which is located on a river and has a balcony, a garden, 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 and your friends and family can relax into your vacation with amenities like a selection of games. See all vacation rentals in Woodstock.

Which popular hotels in Woodstock are known for their enhanced cleaning measures?

If it is a challenge to find properties with enhanced cleaning that have all the amenities you're looking for, consider Hotel Mountain Brook, which is a 4-star hotel located 11 miles from the city center. If you're looking for an affordable option close to Woodstock, Super 8 by Wyndham Kingston is a 2.5-star motel offering enhanced cleaning measures that is located within 10 miles. See all the options by browsing all hotels in Woodstock with enhanced sanitizing practices.

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 accommodation for a family vacation in Woodstock?

Romantic Woodstock Mountain- top Studio Apt.& Pool May-oct Deck, Grill, Views is an apartment with a water park and an outdoor pool, and it's a top choice on Expedia for families. Attractions in the area like Dutchess County Fairgrounds and Hudson River Maritime Museum are also fun for kids of all ages.

What's the best pet-friendly place to stay in Woodstock?

Selina Woodstock is a top hotel for people traveling with their pets, and offers a restaurant and an outdoor pool for its human guests. 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 boutique-style hotel in Woodstock?

Hotel Dylan is a favorite 3-star hotel with our travelers looking for a stylish accommodation, featuring 22 guestrooms, a restaurant, and a bar.

What's the best accommodation for a ski vacation in Woodstock?

Based on our travel data, Morning Glory B n B Woodstock NY is a top 3-star B&B for hitting the ski slopes, and features free breakfast and free parking. Other good options to stay near skiing include Booking Summer 2020 Mountaintop Cottage/pool Just 3 min From Woodstock Village and Mountaintop Studio/ Swim /hike Stargaze/ Relax /5star GEM Sept/-nov Fall Colors. Those looking to ski or snowboard can spend their days at Hunter Mountain.

What are some accommodations with pools in Woodstock?

The Lodge Woodstock is a popular 3.5-star hotel featuring a seasonal outdoor pool, free WiFi, and free parking. View all hotels with pools in Woodstock.

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