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Hotels in Woodstock

Choose from 2405 Woodstock Hotel Deals

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! (157 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 ...
9.8/10 Exceptional! (22 reviews)
"Amazing stay with hotel Dylan, wonderful space and friendly staff"

Reviewed on Jun 19, 2025

Hotel Dylan
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! (115 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! (188 reviews)
"BEAUTIFUL property! We got lucky with a glorious weather day so roasting in the sun on the rocks with regular dunks in the creek was perfect! The staff that we encountered were all great. It’s pricey IMHO as one can get a King SUITE at The Venetian in Vegas for the same price. That’s the haha funny ..."

Reviewed on Jul 7, 2025

The Woodstock Inn on the Millstream
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! (77 reviews)
"Really comfortable, well maintained property. Very modern appliances, well thought out. Whole place is VERY MODERN. I loved it."

Reviewed on Jun 27, 2025

The Herwood Inn
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! (1,006 reviews)
"I liked the skylight above the swimming pool. However, the pool is not heated. It felt cold going in the pool. Only one of the exercise bikes and thread mills worked. Also, the equipment is very limited. Not a lot of weights and exercise machines. The continental breakfast is great."

Reviewed on Jul 7, 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! (674 reviews)
Okay
"Overall the hotel was okay. It feels a little runned down..it looks more like a motel. The morning breakfast could be better, none of the guests liked it, would be better to collab with local bakery and coffee. The game room was very weak, never used it. There are many very nice hotels in the area, ..."

Reviewed on Jul 7, 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 ...
8/10 Very Good! (1,007 reviews)
"Booked online, then had to provide all the same details at check in. Seems redundant."

Reviewed on Jul 8, 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 ...
9.4/10 Exceptional! (1,000 reviews)
"I love how they provided amenities included. I forgot my shaving cream and it was included."

Reviewed on Jul 7, 2025

Hampton Inn by Hilton New Paltz
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
Stay at this 3-star business-friendly hotel in Kingston. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
8.6/10 Excellent! (1,001 reviews)
"Nice room cool and comfortable"

Reviewed on Jun 28, 2025

Courtyard by Marriott Kingston
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 (1,004 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 2,405 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.

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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.