Woodstock, NY
Travel Guide
Visit Woodstock
Where to stay in Woodstock
Shady
If you're looking for some top things to see and do in Shady and surrounding area, you can visit Overlook Mountain Trailhead and Byrdcliffe Barn.
Woodstock Way Hotel
10 Waterfall Way, Woodstock, NY
$396 nightly
The price is $439 total per night from Aug 25 to Aug 26
$439 total
Aug 25 - Aug 26
Total includes taxes and fees
Stay at this 4-star hotel in Woodstock. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular ...
9.4/10 Exceptional! (168 reviews)
Highly recommend this tranquil gem
"I stayed here two years ago and have been hoping to be able to come back since then. The rooms are so beautiful and comfortable, the setting just gorgeous. Everything is a convenient walk away. Staff are laid back, friendly, and helpful."
Reviewed on Aug 15, 2025
Hotel Dylan
320 Maverick Rd, Woodstock, NY
$218 nightly
The price is $245 total per night from Aug 25 to Aug 26
$245 total
Aug 25 - Aug 26
Total includes taxes and fees
Book a stay at this golf motel in Woodstock. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Ashokan Rail Trail- Woodstock Dike Trailhead ...
9.2/10 Wonderful! (28 reviews)
"amazing place"
Reviewed on Jul 31, 2025
The Herwood Inn
148 Tinker St, Woodstock, NY
$251 nightly
The price is $281 total per night from Sep 16 to Sep 17
$281 total
Sep 16 - Sep 17
Total includes taxes and fees
Stay at this 4.5-star 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! (82 reviews)
"We enjoyed the convenience and walkability. Downtown Woodstock is about a 10 to 15 minute easy walk to shops and eateries. We stayed in the King Suite, a 2nd floor lodging that was clean, spacious and included pretty much all you need for a stay (games, books, kitchenette, toaster oven, pots, pans, ..."
Reviewed on Aug 7, 2025
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.
Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream
woodstock
Stay at this cottage in Woodstock. Enjoy tennis courts, patios, and an in-room coffeemaker. Popular attractions The Comeau Property and Woodstock Public Library ...
9/10 Wonderful! (36 reviews)
Writing and Relaxing
"I was in town for a few days to get some writing done and see friends. The cabin is beautiful and perfect for one or two people and a dog. The location is also perfect; it's in walking distance (or a very short drive) to town, but the main draw is that it's located on a beautiful stream. The rooster ..."
Reviewed on Aug 4, 2025
Streamside Cottage Half Mile to Town of Woodstock
Woodstock
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! (217 reviews)
"Where do we start? We wanted something comfortable and peaceful for a short getaway and the Streamside Cottage was beyond our expectations! First off, it was very clean but also so cute and charming. Plenty of space for the two of us. Each morning, we had a peaceful breakfast on the deck and enjoyed ..."
Reviewed on Aug 14, 2025
Junebug Cottage: peace, love and privacy a short walk to Woodstock village green
Woodstock
Stay at this cottage in Woodstock. Enjoy free WiFi, a garden, and patios. Popular attractions Woodstock Public Library and Colony are located nearby.
10/10 Exceptional! (70 reviews)
"Wonderful Little Cottage. Clean, well put together, would definitely recommend."
Reviewed on Jul 27, 2025
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
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.
Woodstock Music Shop
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.
Woodstock Golf Club
Enjoy a round of golf in Woodstock at Woodstock Golf Club. Discover the mountain views while you're in the area.
Thorn Preserve - Catskill Center
Explore the great outdoors at Thorn Preserve - Catskill Center, a lovely green space in Zena.
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.
Explore a world of travel with Expedia
Explore a world of travel with Expedia
- Hotels near Woodstock Music Shop
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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
- Visit Boiceville
- Visit Mount Tremper
- Lake Katrine Vacations
- Visit Elka Park
- Car rentals near Bearsville
- Car rentals near West Hurley
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- Car rentals near Opus 40
- Car rentals near Ruby
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- Car rentals in Avis Kirkwall Airport
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- Overlook Mountain Trailhead
- Karma Triyana Dharmachakra Monastery
- Woodstock Music Shop
- Byrdcliffe Barn
- SweetHeart Gallery
- Hunter Mountain
- Catskill Mountains
- Windham Mountain Resort
- Mohonk Lake
- Kaaterskill Falls
- Bard College
- Mohonk Preserve Visitor Center
- Omega Institute
- Minnewaska State Park
- Belleayre Mountain Ski Center
- Dutchess County Fairgrounds
- HITS-on-the-Hudson
- Olana State Historic Site
- Vanderbilt Mansion National Historic Site
- Hudson River
- Franklin D. Roosevelt Presidential Library and Museum
- North-South Lake Campground & Day Use Area
- Ashokan Rail Trail- Woodstock Dike Trailhead
- Slide Mountain