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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! (266 reviews)
Great stay, beautiful room, would recommend

Reviewed on Apr 26, 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! (110 reviews)
Beautifully designed place in the heart of Woodstock. The owners really know how to create a welcoming vibe. The rooms and cozy and warm and fully equipped.

Reviewed on Apr 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 ...
9.8/10 Exceptional! (205 reviews)
This groovy place in the heart of Woodstock was just perfect for me. Each room is unique and has its own vibe. The staff was nice and helpful, and interactions with other guests were pleasant as well. I’d recommend the Twin Gables for anyone looking for something different.

Reviewed on Apr 20, 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 ...
7.6/10 Good! (1,003 reviews)
There was no breakfast offered except for a high fee Not as advertised and the pool was not opened which is a key feature. We arrived an hour early and they wanted an early check in fee. The stay was very disappointing.

Reviewed on Apr 25, 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! (209 reviews)
Super peaceful, safe and relaxing cabin

Reviewed on Apr 24, 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! (924 reviews)
Location is fine for a quiet stay. Many places close early or on off days. Staff was not friendly. Someone talking about $300 landscaping her husband does in the tavern over our breakfast was unpleasant at best. So tone def, load and not a single moment of acknowledging there were guests. Shouting ...

Reviewed on Apr 23, 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! (481 reviews)
Great stay

Reviewed on Apr 17, 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! (913 reviews)
Great

Reviewed on Apr 19, 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! (868 reviews)
Enjoyed our stay

Reviewed on Apr 21, 2026

Beekman Arms and Delamater Inn
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 ...
9.4/10 Exceptional! (1,004 reviews)
Very clean very friendly great breakfast

Reviewed on Apr 26, 2026

Hampton Inn by Hilton New Paltz
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! (1,005 reviews)
Drunks parking in parking lot making noise. Desk clerk spoke to them and it got quiter after 9p. Room was nice. Breakfast

Reviewed on Apr 26, 2026

Quality Inn Hyde Park Poughkeepsie North
Courtyard by Marriott Kingston

Courtyard by Marriott Kingston

3 out of 5
500 Frank Sottile Blvd Kingston NY
  • 19 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 helpful staff and the ...
8.8/10 Excellent! (1,003 reviews)
The staff was so very helpful and attentive. The room was very clean. A staff member went above and beyond to retrieve my key which fell through the elevator shaft. How does that happen? So thankful!

Reviewed on Apr 25, 2026

Courtyard by Marriott 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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Frequently Asked Questions About Woodstock hotels

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How many hotels are there in Woodstock?

With over 2,464 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 $98.

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