Woodstock Holidays
Book a Hotel + Flight or Car together to unlock savings
Top hotels in Woodstock
Woodstock Way Hotel
10 Waterfall Way Woodstock NY
9.4/10 Exceptional! (228 reviews)
What an amazing stay! The room was amazing. Comfy and luxurious. My favorite amenity had to be the tannery cafe. The staff was accommodating and friendly and my partner and I plan to make this an annual visit.
Reviewed on 25 Jan 2026
The Herwood Inn
148 Tinker St Woodstock NY
9.6/10 Exceptional! (97 reviews)
The hot tub was, by far, one of the nicest we have had at an inn. The cedar smelled delicious and was perfect after a long day of skiing.
Reviewed on 22 Jan 2026
Twin Gables of Woodstock
73 Tinker St Woodstock NY
The price is 3.624.703 ₫ per night from 1 Feb to 2 Feb
3.624.703 ₫
4.059.667 ₫ total
1 Feb - 2 Feb
includes taxes & fees
9.6/10 Exceptional! (196 reviews)
We had the best stay just a couple of weeks ago at the start of January. The space itself is clean & has funky decor, and each room definitely has its own theme/vibe, which is nice and separates itself from a sterile hotel room. Good restaurants & boutique shopping within walking distance, and easy ...
Reviewed on 20 Jan 2026
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.
Popular places to visit
Overlook Mountain Trailhead
Learn about the local history of Woodstock when you take a trip to Overlook Mountain Trailhead. Discover the mountain views while you're in the area.
Karma Triyana Dharmachakra Monastery
Learn about the local history of Woodstock with a stop at Karma Triyana Dharmachakra Monastery. Discover the mountain views while you're in the area.
Byrdcliffe Barn
Byrdcliffe Barn is just one of the places to see in Woodstock, so why not enjoy the other things to explore during your travels? Amble around this relaxing area's forests or experience its art scene.
