Woodstock, NY
Travel Guide
Visit Woodstock
Woodstock Way Hotel
10 Waterfall Way Woodstock NY
$428 nightly
The price is $475 total per night from Oct 20 to Oct 21
$475 total
Oct 20 - Oct 21
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 ...
Twin Gables of Woodstock
73 Tinker St Woodstock NY
$214 nightly
The price is $257 total per night from Sep 23 to Sep 24
$257 total
Sep 23 - Sep 24
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 ...
The Herwood Inn
148 Tinker St Woodstock NY
$198 nightly
The price is $222 total per night from Sep 28 to Sep 29
$222 total
Sep 28 - Sep 29
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! (136 reviews)
"What a fabulous find. The Herwood is Woodstock hippie chic fabulous. We loved our stay. Thank you to Adam and Carmen for being such wonderful hosts."
Reviewed on Sep 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 ...
10/10 Exceptional! (299 reviews)
"Cottage was really nice. Very clean, organized, and if anything, even nicer looking than the listing. Opens out onto a beautiful stream to sit by and relax. Owner, Jane, was great to communicate with and check in was a breeze. Literally minutes from downtown Woodstock which had some surprisingly ..."
Reviewed on Sep 20, 2026
Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
282 Cairo Junction Rd Catskill NY
Stay at this cabin in Catskill. Enjoy free parking, furnished patios, and climate control. Popular attractions Catskill Golf Club and Angelo Canna Town Park ...
Starlite Motel
8722 Route 28 Big Indian NY
Stay at this aparthotel in Big Indian. Enjoy free WiFi, free parking, and a garden. Popular attractions Belleayre Beach and Pine Hill Community Center are located ...
9.2/10 Wonderful! (314 reviews)
"Great place to get away for the weekend. Spent our first wedding anniversary here and couldn’t have been happier."
Reviewed on Sep 19, 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.
Stay near popular Woodstock attractions
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- Overlook Mountain Trailhead
- Woodstock Music Shop
- Karma Triyana Dharmachakra Monastery
- Byrdcliffe Barn
- SweetHeart Gallery
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- Bard College
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- Dutchess County Fairgrounds
- Franklin D. Roosevelt Presidential Library and Museum
- Hudson River
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- Olana State Historic Site
