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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 ...
9.6/10 Exceptional! (270 reviews)
Easy parking | easy walking | great location

Reviewed on May 8, 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 ...
9.8/10 Exceptional! (112 reviews)
I had traveled with my husband and a service dog. Hotel was very quaint and clean we enjoyd evenings by the fire place nicley set up and with a plenty of fire wood. Our suite Nick nook was very nice but quite small. It was a little nosey from the street. Hotel buy itself vas P Suite was very

Reviewed on May 5, 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 ...
9.8/10 Exceptional! (207 reviews)
Perfect location for a stay in Woodstock. The decor is GREAT and our room was comfortable, private and clean. The host was excellent, relaxed and attentive, while being understated. We had a great time and would visit again. Our only constructive criticism is that they could up the coffee and tea ...

Reviewed on May 12, 2026

Twin Gables of Woodstock
Best Western Plus Kingston Hotel And Conference Center

Best Western Plus Kingston Hotel And Conference Center

2.5 out of 5
503 Washington Ave Kingston NY
  • 23 min drive from Overlook Mountain Trailhead
Book a stay at this business-friendly hotel in Kingston. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the breakfast and the helpful ...
7.4/10 Good! (1,009 reviews)
The carpet in our room smelled like urine. The staff was friendly however the hotel is very rundown and feels dirty. We spent as little time as possible there

Reviewed on May 10, 2026

Best Western Plus Kingston Hotel And Conference Center
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 ...
9.6/10 Exceptional! (221 reviews)
The place is beautiful, offering plenty of privacy. Very clean & comfortable. Would def book again....

Reviewed on May 10, 2026

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
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 ...
9.2/10 Wonderful! (938 reviews)
Nice location, clean. Lack of more activities inside the hotel, but overall its a nice hotel

Reviewed on May 3, 2026

Hunter Lodge, a Bluebird by Lark
AutoCamp Catskills

AutoCamp Catskills

5 out of 5
882 NY-212 Saugerties NY
  • 6 min drive from Overlook Mountain Trailhead
Book a stay at this luxury holiday park in Saugerties. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
9/10 Wonderful! (495 reviews)
The airstream was not as clean as we had hoped. I understand we are in the woods and so cleanliness might not be 100% possible, however there were coffee rings on my bedside tables from the person who had just checked out before me which was disappointing; as well as a big stain on the couch when ...

Reviewed on May 5, 2026

AutoCamp Catskills
Beekman Arms and Delamater Inn

Beekman Arms and Delamater Inn

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. ...
8.4/10 Very Good! (882 reviews)
Wonderful location, breakfast was NOT in the hotel— it was a block walk and incoviently located and no real directions on how to find it. The assortment of food was not up to what would one expect. Room was large and nice..

Reviewed on May 11, 2026

Beekman Arms and Delamater Inn
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! (922 reviews)
Studio très spacieux, déjeuner très bien.

Reviewed on May 8, 2026

Residence Inn by Marriott Kingston
Quality Inn Hyde Park Poughkeepsie North

Quality Inn Hyde Park Poughkeepsie North

2.5 out of 5
4142 Albany Post Rd Hyde Park NY
  • 52 min drive from Overlook Mountain Trailhead
Book a stay at this business-friendly hotel in Hyde Park. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
8/10 Very Good! (1,007 reviews)
The place is old, but was refurbished in years past. The closet door mirror was broken. Black ants in the bathroom. On the positive side, it was one minute away from FDR's house and library, and a little bit away from a new shopping center with a supermarket. The guy who checked us in was friendly. ...

Reviewed on May 12, 2026

Quality Inn Hyde Park Poughkeepsie North
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 ...
9/10 Wonderful! (1,011 reviews)
El servicio fue mejor de lo esperado! Lo recomiendo totalmente.

Reviewed on May 12, 2026

Americas Best Value Inn New Paltz
Mirbeau Inn & Spa

Mirbeau Inn & Spa

4 out of 5
46 West Market St Rhinebeck NY
  • 28 min drive from Overlook Mountain Trailhead
Book a stay at this spa hotel in Rhinebeck. Enjoy free parking, a full-service spa, and 2 restaurants. Our guests praise the helpful staff in our reviews. Popular ...
9.6/10 Exceptional! (320 reviews)
Loved the staff friendliness. Loved the fact that housekeeping is excellent. The rooms are not worth the price in my opinion.

Reviewed on May 9, 2026

Mirbeau Inn & Spa
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?

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