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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! (275 reviews)
"Amazing an unique place to stay"

Reviewed on May 22, 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! (115 reviews)
"Not a place I would likely return to. The bed was uncomfortable, and worn out. The space was small and not good for two people to navigate together. Some of the towels were stained. Shades do not block light well while trying to sleep. The lock on the door appeared to have been broken into, with ..."

Reviewed on May 24, 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! (210 reviews)
"Delicious breakfast and most enjoyable stay!"

Reviewed on May 15, 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! (1,003 reviews)
"Handicapped accessible room was not setup for a wheelchair or transport chair. Bathtub was not accessible due to a metal bar. Furniture in room blocked pathways to bed and room. Insects were present from time to time. Staff was told about bugs in room. In room coffee was not restocked. I had to ask ..."

Reviewed on May 24, 2026

Best Western Plus Kingston Hotel And Conference Center
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! (948 reviews)
"Super spacious room/great common spaces. Tavern on site was perfect. Fire places and pit outdoors all fired up/much appreciated. coffee/treats throughout the day. Nice touch"

Reviewed on May 24, 2026

Hunter Lodge, a Bluebird by Lark
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! (233 reviews)
"Enjoyed my stay staff was attentive!"

Reviewed on May 22, 2026

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
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! (505 reviews)
"Club house is nice. Staff are friendly and helpful. The tent, however, is a bit dirty and slight less well maintained. The trailer rooms are better."

Reviewed on May 23, 2026

AutoCamp Catskills
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! (932 reviews)
"Convenient to shopping, comfortable, great breakfast, and comfortable bed!"

Reviewed on May 24, 2026

Residence Inn by Marriott Kingston
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! (887 reviews)
"Lovely room, very clean, comfortable bed, lovely complimentary breakfast. Many different spaces to enjoy and a beautiful town."

Reviewed on May 24, 2026

Beekman Arms and Delamater Inn
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 ...
8.2/10 Very Good! (1,002 reviews)
"d"

Reviewed on May 24, 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! (1,003 reviews)
"Great place to stay. Good value!!"

Reviewed on May 23, 2026

Americas Best Value Inn New Paltz
Emerson Resort & Spa

Emerson Resort & Spa

3.5 out of 5
5340 NY-28 Mount Tremper NY
  • 10 min drive from Overlook Mountain Trailhead
Book a stay at this spa hotel in Mount Tremper. Enjoy an outdoor pool, a full-service spa, and breakfast (surcharge). Popular attractions Catskill Mountains ...
9/10 Wonderful! (68 reviews)
"Just all around a good experience"

Reviewed on May 4, 2026

Emerson Resort & 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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If you’re traveling during the week for business, Hotwire can score you a luxury hotel for as low as $116. In town for pleasure? Hotwire still has you covered. If you’re in the mood for a quick last-minute weekend getaway or spa retreat, you can get great Woodstock hotel deals at the last minute.

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Frequently Asked Questions About Woodstock hotels

Where can I find the best last-minute travel deals?

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How many hotels are there in Woodstock?

With over 2,476 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 $116.

How to find cheap car rentals in Woodstock?

Finding a cheap car rental deal in Woodstock is as easy as scoring cheap hotels in Woodstock. Hotwire partners with top-of-the-line car rental companies to bring you a large selection of affordable options. Whether you’re in need of a large SUV for the entire family or a more compact but stylish vehicle, Hotwire has you covered. You can unlock great car rental deals if you book a Hotwire Hot Rate at the last minute.