Woodstock Holidays
Book a Hotel + Flight or Car together to unlock savings
Top hotels in Woodstock
Woodstock Way Hotel
10 Waterfall Way Woodstock NY
The price is 6.618.317 ₫ per night from 1 Jun to 2 Jun
6.618.317 ₫
8.440.205 ₫ total
1 Jun - 2 Jun
includes taxes & fees
9.6/10 Exceptional! (268 reviews)
Rooms were gorgeous, we stayed in a king suite. The property has several condo type houses with several units. Everything was literally in town yet felt surrounded by trees and a waterfall. Beds incredibly comfy. Stylish overall. We loved the free candies in the afternoon, s’mores packs for the fire ...
Reviewed on 27 Apr 2026
The Herwood Inn
148 Tinker St Woodstock NY
The price is 4.680.900 ₫ per night from 26 May to 27 May
4.680.900 ₫
5.242.608 ₫ total
26 May - 27 May
includes taxes & fees
9.8/10 Exceptional! (111 reviews)
Exceptionally friendly and helpful staff and dreamy hot tub.
Reviewed on 29 Apr 2026
Twin Gables of Woodstock
73 Tinker St Woodstock NY
The price is 3.926.001 ₫ per night from 14 May to 15 May
3.926.001 ₫
4.711.201 ₫ total
14 May - 15 May
includes taxes & fees
9.8/10 Exceptional! (205 reviews)
This groovy place in the heart of Woodstock was just perfect for me. Each room is unique and has its own vibe. The staff was nice and helpful, and interactions with other guests were pleasant as well. I’d recommend the Twin Gables for anyone looking for something different.
Reviewed on 20 Apr 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.
Colony
You can get tickets for a performance at Colony on your trip to Woodstock. Amble around this relaxing area's forests or experience its art scene.
Karma Triyana Dharmachakra Monastery
After visiting Karma Triyana Dharmachakra Monastery, make a plan to see the other sights and activities in Woodstock. Discover the mountain views while you're in the area.
