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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! (219 reviews)
Wonderful

Reviewed on Jan 2, 2026

Woodstock Way Hotel
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! (193 reviews)
Staff were kind and communicative and the room was outstanding! One of the prettiest and most unique rooms I’ve stayed in.

Reviewed on Dec 23, 2025

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! (40 reviews)
Great staff accommodated our very late arrival

Reviewed on Nov 21, 2025

Hotel Dylan
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! (94 reviews)
Great property, room, location & staff.

Reviewed on Jan 2, 2026

The Herwood 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! (808 reviews)
Check in/out was easy. The r9om was clean, but our maress was terrible. The hotel was sold out so switchiing rooms was not an option

Reviewed on Jan 2, 2026

Residence Inn by Marriott Kingston
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! (118 reviews)
I love it!! We spend a beautiful Christmas

Reviewed on Dec 25, 2025

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
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! (1,005 reviews)
This was one of the nicest hotels I’ve ever stayed at. Our stay here was very pleasant. The room was clean, the staff were very pleasant, breakfast was great. And the water pressure was perfect! It’s not a super fancy hotel but it was just great for a two-night stay.

Reviewed on Jan 2, 2026

Hampton Inn by Hilton New Paltz
Pocketbook Hotel and Bath

Pocketbook Hotel and Bath

2 out of 5
549 Washington Street Hudson NY
  • 33 min drive from Overlook Mountain Trailhead
Book a stay at this spa hotel in Hudson. Enjoy free WiFi, a full-service spa, and a 24-hour front desk. Popular attractions Hudson Area Library and Stoddard ...
8.2/10 Very Good! (14 reviews)
Lovely with

Reviewed on Jan 1, 2026

Pocketbook Hotel and Bath
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! (834 reviews)
Clean room, cozy atmosphere, great restaurant, friendly staff.

Reviewed on Jan 1, 2026

Hunter Lodge, a Bluebird by Lark
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! (733 reviews)
Great location! And the mattress is the best in any hotel I stayed in so far.

Reviewed on Jan 5, 2026

Hotel Vienna
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 ...
8.8/10 Excellent! (444 reviews)
Every time I'm looking for a quick, quiet getaway, this is my place. I love that my dog was able to join me and different types of camping rooms are available to choose from. I loved the space of the family cabin and the perfect size kitchen for our specific needs (morning coffee, late dinner), but ...

Reviewed on Dec 20, 2025

AutoCamp Catskills
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! (1,001 reviews)
Yes the room was excellent and extremely clean.

Reviewed on Dec 28, 2025

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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If you’re traveling during the week for business, Hotwire can score you a luxury hotel for as low as $128. 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 2,429 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 $128.

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.