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Hotels in Woodstock

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Woodstock Way Hotel

Woodstock Way Hotel

4 out of 5
10 Waterfall Way Woodstock NY
  • 5 min drive from Overlook Mountain Trailhead
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! (223 reviews)
The balcony was small, but the scenery was beautiful and soo serene. A deer walked right by our cabin about 30 ft away and kinda hung out with us for a while. An awesome place for a quick getaway from the city.

Reviewed on Jan 16, 2026

Woodstock Way Hotel
The Herwood Inn

The Herwood Inn

4.5 out of 5
148 Tinker St Woodstock NY
  • 5 min drive from Overlook Mountain Trailhead
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! (97 reviews)
The hot tub was, by far, one of the nicest we have had at an inn. The cedar smelled delicious and was perfect after a long day of skiing.

Reviewed on Jan 22, 2026

The Herwood Inn
Twin Gables of Woodstock

Twin Gables of Woodstock

3 out of 5
73 Tinker St Woodstock NY
  • 5 min drive from Overlook Mountain Trailhead
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

Twin Gables of Woodstock
Hotel Dylan

Hotel Dylan

2 out of 5
320 Maverick Rd Woodstock NY
  • 11 min drive from Overlook Mountain Trailhead
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 ...
9.4/10 Exceptional! (41 reviews)
darryl, the proprietor to is great. The hotel is spotless. Had a wonderful stay there.

Reviewed on Jan 2, 2026

Hotel Dylan
Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

2 out of 5
282 Cairo Junction Rd Catskill NY
  • 31 min drive from Overlook Mountain Trailhead
Stay at this cabin in Catskill. Enjoy free parking, furnished patios, and climate control. Popular attractions Catskill Golf Club and Angelo Canna Town Park ...
9.4/10 Exceptional! (135 reviews)
It was absolutely beautiful!

Reviewed on Jan 20, 2026

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
Residence Inn by Marriott Kingston

Residence Inn by Marriott Kingston

3 out of 5
800 Frank Sottile Boulevard Kingston NY
  • 19 min drive from Overlook Mountain Trailhead
Book a stay at this business-friendly hotel in Kingston. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
8.8/10 Excellent! (825 reviews)
Staff is extremely kind and efficient

Reviewed on Jan 19, 2026

Residence Inn by Marriott Kingston
Beekman Arms Hotel

Beekman Arms Hotel

3.5 out of 5
6387 MILL ST Rhinebeck NY
  • 28 min drive from Overlook Mountain Trailhead
Book a stay at this business-friendly inn in Rhinebeck. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
8.2/10 Very Good! (831 reviews)
The room was very clean. The location of the hotel was very central to everything.

Reviewed on Jan 20, 2026

Beekman Arms Hotel
Hotel Vienna

Hotel Vienna

2.5 out of 5
107 State Route 296 Windham NY
  • 39 min drive from Overlook Mountain Trailhead
Book a stay at this golf hotel in Windham. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. ...
9.2/10 Wonderful! (746 reviews)
Such a cute get away! I loved it

Reviewed on Jan 18, 2026

Hotel Vienna
Hunter Lodge, a Bluebird by Lark

Hunter Lodge, a Bluebird by Lark

3 out of 5
7433 Main St Hunter NY
  • 22 min drive from Overlook Mountain Trailhead
Stay at this hotel in Hunter. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular ...
9/10 Wonderful! (850 reviews)
wow.. nice nice place

Reviewed on Jan 26, 2026

Hunter Lodge, a Bluebird by Lark
Hampton Inn by Hilton New Paltz

Hampton Inn by Hilton New Paltz

2.5 out of 5
4 South Putt Corners Road New Paltz NY
  • 55 min drive from Overlook Mountain Trailhead
Book a stay at this business-friendly hotel in New Paltz. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in ...
9.2/10 Wonderful! (1,002 reviews)
One of the cleanest places I’ve ever been. The bed was actually very comfortable, the room was spacious, the pool area was lovely, plenty of options for breakfast, checking in and out took no time. I would Definitely recommend staying here.

Reviewed on Jan 19, 2026

Hampton Inn by Hilton New Paltz
Americas Best Value Inn New Paltz

Americas Best Value Inn New Paltz

2 out of 5
7 Terwilliger Ln New Paltz NY
  • 55 min drive from Overlook Mountain Trailhead
Book a stay at this business-friendly motel in New Paltz. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
8.8/10 Excellent! (1,001 reviews)
Very kind and courteous staff, very clean rooms.

Reviewed on Jan 18, 2026

Americas Best Value Inn New Paltz
Hampton Inn Kingston

Hampton Inn Kingston

2.5 out of 5
1307 Ulster Ave Kingston NY
  • 19 min drive from Overlook Mountain Trailhead
Book a stay at this business-friendly hotel in Kingston. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
9/10 Wonderful! (1,006 reviews)
Clean and great locaton

Reviewed on Jan 19, 2026

Hampton Inn Kingston
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.

Find cheap hotels in Woodstock

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How many hotels are there in Woodstock?

With over 2,448 hotels in Woodstock, you’re sure to find one that best matches your travel mood. When you book with Hotwire, you can score a stellar home away from home for as low as $97.

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