4/5 - Good
Alex
the substantial fee was added after i committed to a irreversible reservation. the fee was similar to the nightly rate. this was frustrating. hotel is fine but it would be nice to know the cost upfront
Woodstock, NY
Travel Guide
Visit Woodstock
Woodstock Way Hotel
10 Waterfall Way Woodstock NY
$258 nightly
The price is $285 total per night from Feb 9 to Feb 10
$285 total
Feb 9 - Feb 10
Total with taxes and fees
Stay at this hotel in Woodstock. Enjoy free WiFi, free parking, and onsite spa services. Our guests praise the helpful staff in our reviews. Popular attractions ...
9.4/10 Exceptional! (230 reviews)
For
Reviewed on Feb 1, 2026
The Herwood Inn
148 Tinker St Woodstock NY
$172 nightly
The price is $193 total per night from Feb 9 to Feb 10
$193 total
Feb 9 - Feb 10
Total with taxes and fees
Book a stay at this luxury guesthouse in Woodstock. Enjoy free WiFi, free parking, and free bicycles on site. Popular attractions The Comeau Property and Woodstock ...
9.6/10 Exceptional! (98 reviews)
The Sherwood is super cute! It’s a self-check in process and we never came into contact with others. Our little unit was clean and comfortable and had fun little details. There’s a mini fridge and kitchen, which we didn’t use much but maybe in future. We also used the hot tub after we came back from ...
Reviewed on Jan 30, 2026
Twin Gables of Woodstock
73 Tinker St Woodstock NY
$149 nightly
The price is $167 total per night from Feb 9 to Feb 10
$167 total
Feb 9 - Feb 10
Total with taxes and fees
Stay at this hotel in Woodstock. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Woodstock Public Library and SweetHeart Gallery are located ...
9.6/10 Exceptional! (196 reviews)
We had the best stay just a couple of weeks ago at the start of January. The space itself is clean & has funky decor, and each room definitely has its own theme/vibe, which is nice and separates itself from a sterile hotel room. Good restaurants & boutique shopping within walking distance, and easy ...
Reviewed on Jan 20, 2026
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.
Streamside Cottage Half Mile to Town of Woodstock
Woodstock NY
Stay at this cottage in Woodstock. Enjoy free WiFi, a garden, and patios. Our guests praise the property condition in our reviews. Popular attractions Woodstock ...
9.8/10 Exceptional! (237 reviews)
Beautiful cottage with all the amenities you would need. Cabinets stocked with some basics like ground coffee, honey, spices, which was very appreciated. Beautiful outdoor spaces that would be great for summer evenings.
Reviewed on Jan 21, 2026
Beautiful, Tranquil Woodstock Mountain House in the Middle of 4 Wooded Acres
Woodstock NY
Stay at this vacation home in Woodstock. Enjoy laundry facilities, patios, and cable/satellite TV service. Popular attractions Overlook Mountain Trailhead and ...
9.8/10 Exceptional! (167 reviews)
Beautiful, cozy cabin nestled in the woods - beautiful in the snow! Great location to disconnect and still be close to town. Would return again when it’s warmer.
Reviewed on Dec 19, 2025
Private Home ~ All Yours ~ In town ~ fenced in yard ~ Pets welcome!
Woodstock NY
Book a stay at this family-friendly cottage in Woodstock. Enjoy free WiFi, a fitness center, and a garden. Popular attractions SweetHeart Gallery and Woodstock ...
9.6/10 Exceptional! (122 reviews)
We had a great time with the dogs. No place better to get snowed in. 20 inches of snow while we were there, we’ll certainly come back… maybe in a warmer time of year.
Reviewed on Jan 27, 2026
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.
Popular places to visit
Woodstock Music Shop
4/5(1 review)
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.
Overlook Mountain Trailhead
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.
Karma Triyana Dharmachakra Monastery
Learn about the local history of Woodstock with a stop at Karma Triyana Dharmachakra Monastery. Discover the mountain views while you're in the area.
Byrdcliffe Barn
Byrdcliffe Barn is just one of the places to see in Woodstock, so why not enjoy the other things to explore during your travels? Amble around this relaxing area's forest or experience its art scene.
Woodstock Golf Club
5/5(1 review)
Enjoy a round of golf in Woodstock at Woodstock Golf Club. Discover the mountain views while you're in the area.
Colony
You can get tickets for a performance at Colony during your stay in Woodstock. Amble around this relaxing area's forest or experience its art scene.
Reviews of Woodstock
4.7
Top Destination
4/5 - Good
Verified traveler
Ate dinner at restaurant called Silvia. It was pricey but worth it. Excellent.
5/5 - Excellent
Verified traveler
We hiked up to Overlook Mountain which was a bit challenging, but totally worth it. Also visited Opus 40 which was creative and beautiful. The town of Woodstock has wonderful restaurants and an eclectic mix of shops. Great town!
5/5 - Excellent
Roger
Woodstock is a beautiful small town!
2/5 - Disappointing
CarrotStew
We visited the Tibetan Monastery which was unique and beautiful. Many other things were closed during the week, and that was very disappointing. We had trouble finding something to do after dinner each night.
5/5 - Excellent
Verified traveler
WOODSTOCK IS SUPER FUN AND SUPER DOG FRIENDLY :)
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- SweetHeart Gallery
- Visit Bearsville
- Karma Triyana Dharmachakra Monastery
- Bethel Woods Museum
- Ashokan Rail Trail- Woodstock Dike Trailhead
- Visit Lake Hill
- Visit Glenford
- Opus 40
- Visit Willow
- Visit Shokan
- Indian Head Mountain
- Visit Lake Katrine
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- Visit Mount Tremper
- Lake Katrine Vacations
- Visit Elka Park
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- Overlook Mountain Trailhead
- Woodstock Music Shop
- Karma Triyana Dharmachakra Monastery
- Byrdcliffe Barn
- SweetHeart Gallery
- Hunter Mountain
- Catskill Mountains
- Windham Mountain Resort
- Belleayre Mountain Ski Center
- Bard College
- Mohonk Lake
- Omega Institute
- Mohonk Preserve Visitor Center
- Kaaterskill Falls
- HITS-on-the-Hudson
- Dutchess County Fairgrounds
- Minnewaska State Park
- Catskill State Park
- Hudson River
- Franklin D. Roosevelt Presidential Library and Museum
- Olana State Historic Site
- Vanderbilt Mansion National Historic Site
- Slide Mountain
- Hyde Park Station
