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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 4-star hotel in Woodstock. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular ...
9.4/10 Exceptional! (163 reviews)
"amazing"

Reviewed on Jul 31, 2025

Woodstock Way Hotel
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 ...
9.2/10 Wonderful! (26 reviews)
"The hotel was impeccably clean, such nice decor, office was cute. Pool amazing. There were games for all to enjoy, putting, cornhole table tennis. We would definitely go there again."

Reviewed on Jul 18, 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
Stay at this 4.5-star 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! (80 reviews)
"Super cozy, quirky, with loving personal touches! Traffic on the road in front is a bit annoying but we love this place and will be back again and again!"

Reviewed on Jul 23, 2025

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 3-star hotel in Woodstock. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Woodstock Public Library and SweetHeart Gallery ...
9.6/10 Exceptional! (166 reviews)
"had a great time. loved the vibe!!"

Reviewed on Jul 23, 2025

Twin Gables of Woodstock
Morning Glory B n B Woodstock NY

Morning Glory B n B Woodstock NY

3 out of 5
141 Tinker Street, Woodstock, NY
  • 5 min drive from Overlook Mountain Trailhead
Stay at this 3-star B&B in Woodstock. Enjoy free breakfast, free parking, and a garden. Popular attractions The Comeau Property and Woodstock Public Library ...
8.8/10 Excellent! (117 reviews)
Beautiful historic home
"Beautiful historic home. We had a nice stay."

Reviewed on Jun 24, 2025

Morning Glory B n B Woodstock NY
The Woodstock Inn on the Millstream

The Woodstock Inn on the Millstream

3 out of 5
48 Tannery Brook Rd, Woodstock, NY
  • 6 min drive from Overlook Mountain Trailhead
Stay at this 3-star hotel in Woodstock. Enjoy free breakfast, free WiFi, and free parking. Popular attractions SweetHeart Gallery and Woodstock Artists Association ...
8.8/10 Excellent! (190 reviews)
"Beautiful grounds, spotless facilities. Want to stay here again!"

Reviewed on Aug 2, 2025

The Woodstock Inn on the Millstream
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 ...
8.6/10 Excellent! (1,001 reviews)
"It’s so clean here!!! Very quiet!! Highly recommend"

Reviewed on Aug 3, 2025

Americas Best Value Inn New Paltz
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 family-friendly hotel in Kingston. Enjoy free breakfast, free parking, and room service. Our guests praise the breakfast and the helpful ...
7.8/10 Good! (1,001 reviews)
Nice hotel
"It was fine, the breakfast was good. They varied the options every day"

Reviewed on Jul 31, 2025

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 3-star hotel in Hunter. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. ...
9.2/10 Wonderful! (714 reviews)
"Our king room was very spacious and clean. Bed mattress in Rm 208 was not great and should be replaced. There have been too many bodies in the same spot and the mattress indents are terrible. This makes all the difference in a hotel stay when you can wake refreshed and ready to travel. This was not ..."

Reviewed on Jul 31, 2025

Hunter Lodge, a Bluebird by Lark
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 breakfast and the helpful ...
7.8/10 Good! (1,001 reviews)
"Very clean and convenient located hotel"

Reviewed on Jul 31, 2025

Quality Inn Hyde Park Poughkeepsie North
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! (1,003 reviews)
"It was a great stay"

Reviewed on Aug 1, 2025

Hampton Inn by Hilton New Paltz
Postcard Cabins Eastern Catskills

Postcard Cabins Eastern Catskills

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, hiking/biking on site, and furnished patios. Popular attractions Catskill Golf Club and Mahayana Temple are ...
9.4/10 Exceptional! (47 reviews)
"The best"

Reviewed on Aug 2, 2025

Postcard Cabins Eastern Catskills
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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For you, intrepid voyager, Hotwire has a large selection of the best hotels in Woodstock.

Choosing the right hotel in New York has everything to do with the way you want your trip to go. If you’ve scribbled a few obscure destinations on your itinerary, you probably already have a good sense of how your getaway is taking shape. Lean into that by booking one of Woodstock’s 2,402 hotels. Choose the one that best catches your trip’s tourist drift.

If you’re traveling during the week for business, Hotwire can score you a luxury hotel for as low as $91. 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 2,402 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 $91.

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.