Woodstock Vacations
Book a Hotel + Flight together to unlock savings
- Plan, book, travel with confidence
Better together
Save up to AED 148 when you book a flight and hotel together*
Find the right fit
With over 300,000 hotels worldwide, it's easy to create a perfect package
Rest easy
Plan, book, and manage your trip all in one place
Find the Best Woodstock Vacation Packages
Woodstock Hotel Deals
The Shire Woodstock
46 Pleasant St., Woodstock, VT
Fully refundableReserve now, pay when you stay
8.6/10 Excellent! (822 reviews)
"."
Reviewed on 17 September 2025
Woodstock Inn & Resort
Fourteen The Green, Woodstock, VT
The price is AED 2,200 per night from Sep 21 to Sep 22
AED 2,200
AED 2,582 total
21 Sep - 22 Sep
includes taxes & fees
9.2/10 Wonderful! (533 reviews)
Old world charm
"What a wonderful inn. Same class as The Greenbrier and The Homestead. Old world charm."
Reviewed on 12 September 2025
On The River Inn
1653 West Woodstock Road, Woodstock, VT
9.2/10 Wonderful! (1,001 reviews)
"Property was nice; room had some wear and tear...lower level a distinct odor of chlorine (pool); couldn't get our safe fixed while we were there and we were a bit put off by no phones in the rooms..other than that very nice... the paying extra for amenities, why not just include it in the room rate? ..."
Reviewed on 10 September 2025
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.
Discover the most popular places to visit in Woodstock
Billings Farm and Museum
4.5/5(13 reviews)
You can study the exhibits at Billings Farm and Museum, a museum with a storied past, during your trip to Woodstock. Wander the riverfront in this quaint area.
Marsh-Billings-Rockefeller National Historical Park
Explore the lovely green spaces of Marsh-Billings-Rockefeller National Historical Park and enjoy the ski slopes in Woodstock. Stroll along the riverfront or discover the mountain views in this quaint area.
Saskadena Six Ski Area
4.5/5(14 reviews)
Hit the slopes in Woodstock with a visit to Saskadena Six Ski Area. Wander the riverfront in this quaint area.
