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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! (216 reviews)
Bathroom door didn’t close and could hear a lot of movement from next door villa. But the room had a very nice set up and aesthetic.

Reviewed on Dec 14, 2025

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! (93 reviews)
It was great.

Reviewed on Dec 22, 2025

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! (795 reviews)
Nice room but when heat turns on its pretty noisy. Good king bed but sleeper sofa not very comfortable. Breakfast was good.

Reviewed on Dec 21, 2025

Residence Inn by Marriott Kingston
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! (1,001 reviews)
All excellent

Reviewed on Dec 14, 2025

Hampton Inn by Hilton New Paltz
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! (111 reviews)
Cozy and quaint cabin. It had most amenities we expected ex: kitchen utensils, paper towels, coffee & tea. The night we stayed dropped to the single digits but the cabin was well insulated and maintained its heat. So much that we didn’t turn on the heat throughout the night, there seems to be a heat ...

Reviewed on Dec 20, 2025

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! (827 reviews)
Great quick and easy, receptionist was awesome

Reviewed on Dec 16, 2025

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 ...
8.8/10 Excellent! (442 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
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! (726 reviews)
Great Spacious Room. The Front Desk Staff were super welcoming and very helpful. Highly Recommended.

Reviewed on Dec 22, 2025

Hotel Vienna
Kaatskill Mountain Club at Hunter Mountain

Kaatskill Mountain Club at Hunter Mountain

2 out of 5
61 LIFTSIDE DR Hunter NY
  • 23 min drive from Overlook Mountain Trailhead
Stay at this hotel in Hunter. Enjoy free WiFi, a sauna, and a 24-hour front desk. Our guests praise the helpful staff in our reviews. Popular attractions Hunter ...
9.2/10 Wonderful! (322 reviews)
Nice

Reviewed on Dec 15, 2025

Kaatskill Mountain Club at Hunter Mountain
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! (1,004 reviews)
Great place to stay when going to Woodstock for a long weekend

Reviewed on Dec 21, 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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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 2,416 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 $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.

While traveling, where you stay plays a major role in your overall vacation enjoyment. Choosing the right hotel is just as important as making sure you book the right flight and car rental. If you’re traveling with family or friends, you may need to book a hotel with connecting rooms. If you enjoy an elegant and relaxing hotel ambiance, opt for one of Hotwire’s luxury hotels in Woodstock. No matter your reason for visiting Woodstock, with Hotwire’s large selection of hotels in the area, you’re sure to book a hotel that meets all your accommodation needs.

Frequently Asked Questions About Woodstock hotels

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

If you’re traveling in the spirit of spontaneity, you’ll love the idea of leaving your exact hotel choice up to chance. With Hotwire Hot Rates, you can unlock great deals on your next flight, hotel, or car rental. Just plug in your general preferences and let Hotwire choose last-minute hotel deals in Woodstock for as low as $128.

How many hotels are there in Woodstock?

With over 2,416 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.