Name: The Herwood Inn
Price range: $314 total
Rating: 9.6

Woodstock Way Hotel

10 Waterfall Way Woodstock NY

$369 nightly

$409 total

Sep 7 - Sep 8

Total with taxes and fees

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 ...

9.6/10 Exceptional! (300 reviews)

"Absolutely perfect little oasis right in the middle of town. It’s amazing that it can feel so serene and beautiful and be around the corner from the Main Street. We meditated every morning on our private balcony overlooking the stream. I highly recommend it!"

Reviewed on Aug 7, 2026

Twin Gables of Woodstock

73 Tinker St Woodstock NY

$198 nightly

$237 total

Sep 1 - Sep 2

Total with taxes and fees

Stay at this hotel in Woodstock. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Woodstock Public Library and SweetHeart Gallery are located ...

9.8/10 Exceptional! (220 reviews)

"LeAnn was very helpful. She gave great guidance about hiking and music."

Reviewed on Jul 27, 2026

The Herwood Inn

148 Tinker St Woodstock NY

$281 nightly

$314 total

Aug 9 - Aug 10

Total with taxes and fees

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! (128 reviews)

"Great location and property. Wonderful host. Room had terrific on theme touches."

Reviewed on Jul 26, 2026

See all 2,485 properties in Woodstock

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.

Streamside Cottage Half Mile to Town of Woodstock

Woodstock NY

Stay at this cottage in Woodstock. Enjoy free WiFi, a garden, and patios. Our guests praise the property condition in our reviews. Popular attractions Woodstock ...

10/10 Exceptional! (291 reviews)

"What a wonderful property! The cottage was perfect for 2 with amazing views of the stream. Perfect lication just outside of town. Hoping to return soon!"

Reviewed on Aug 2, 2026

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

282 Cairo Junction Rd Catskill NY

Stay at this cabin in Catskill. Enjoy free parking, furnished patios, and climate control. Popular attractions Catskill Golf Club and Angelo Canna Town Park ...

9.6/10 Exceptional! (266 reviews)

"Amazing stay!"

Reviewed on Aug 5, 2026

Starlite Motel

8722 Route 28 Big Indian NY

Stay at this aparthotel in Big Indian. Enjoy free WiFi, free parking, and a garden. Popular attractions Belleayre Beach and Pine Hill Community Center are located ...

9.2/10 Wonderful! (308 reviews)

"Very nice for the price. The full kitchen was great stocked with plates, glasses, pans etc. The beds seemed new and very comfortable and the bathroom was brand new and exceptionally nice. They have definitely been putting effort into updating the rooms and it shows. I would definitely stay there ..."

Reviewed on Jul 24, 2026

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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.