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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! (160 reviews)
"Stunning room. Great amenities including a very cool turntable with a choice of albums from the 60s. Really nice balcony too."

Reviewed on Jun 29, 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! (25 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! (79 reviews)
"Everything about our stay was amazing. Our room Nick’s Nook was adorable and had great amenities and a cool vibe. We did not use the back space (pergola and hot tub) but everything looked so nice and relaxing! Thank you!!!"

Reviewed on Jul 16, 2025

The Herwood Inn
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
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! (164 reviews)
"We were looking for a place to stay overnight and we would go back to Twin Gables of Woodstock again. The host, LeeAnn knows how to make a guest feel right at home. We stayed in Room 6, the Hippie Room and everything was perfect. Parking was easy though if the Inn is full, you may have to park in ..."

Reviewed on Jul 7, 2025

Twin Gables of Woodstock
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! (189 reviews)
"Great place to stay the stream was beautiful. Staff was awesome!"

Reviewed on Jul 18, 2025

The Woodstock Inn on the Millstream
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! (1,003 reviews)
"We had a great stay. Breakfast was a good with several options."

Reviewed on Jul 15, 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! (694 reviews)
"-"

Reviewed on Jul 18, 2025

Hunter Lodge, a Bluebird by Lark
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 ...
9/10 Wonderful! (34 reviews)
"Really nice experience!! Deff will do it again"

Reviewed on Jul 16, 2025

Postcard Cabins Eastern Catskills
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 ...
8/10 Very Good! (1,004 reviews)
"Easy access to roads and nearby sites."

Reviewed on Jul 21, 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! (1,008 reviews)
"Easy check in. Rooms are super clean. Pool is clean and the exercise room has plenty of options and also super clean."

Reviewed on Jul 21, 2025

Hampton Inn by Hilton New Paltz
Super 8 by Wyndham Kingston

Super 8 by Wyndham Kingston

2.5 out of 5
487 Washington Ave, Kingston, NY
  • 23 min drive from Overlook Mountain Trailhead
Book a stay at this business-friendly motel in Kingston. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
6.2/10 (1,001 reviews)
"Little noisey. Sounded electrical ?? Staff notified 👍"

Reviewed on Jul 8, 2025

Super 8 by Wyndham 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 $81. 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 2,410 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 $81.

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.