Woodstock Vacation Packages
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Your Woodstock Vacation
Book a tailored Woodstock vacation package that includes only the things you need and nothing you don't. Great for families, festivals and markets, think about basing yourself in the neighborhood of Kingston Stockade District. If a sightseeing tour is part of the program during your trip to Woodstock, visit big attractions like Overlook Mountain Trailhead, Bethel Woods Museum and Opus 40. Don't put off visiting this destination any longer. The perfect Woodstock vacation is a couple of clicks away with Expedia.
Woodstock Hotel Deals
Woodstock Way Hotel
10 Waterfall Way Woodstock NY
The price is CA $357 per night from May 25 to May 26
CA $357
CA $453 total
May 25 - May 26
includes taxes & fees
9.6/10 Exceptional! (271 reviews)
Easy parking | easy walking | great location
Reviewed on May 8, 2026
The Herwood Inn
148 Tinker St Woodstock NY
The price is CA $230 per night from May 18 to May 19
CA $230
CA $258 total
May 18 - May 19
includes taxes & fees
9.8/10 Exceptional! (112 reviews)
I had traveled with my husband and a service dog. Hotel was very quaint and clean we enjoyd evenings by the fire place nicley set up and with a plenty of fire wood. Our suite Nick nook was very nice but quite small. It was a little nosey from the street. Hotel buy itself vas P Suite was very
Reviewed on May 5, 2026
Twin Gables of Woodstock
73 Tinker St Woodstock NY
The price is CA $219 per night from May 31 to Jun 1
CA $219
CA $262 total
May 31 - Jun 1
includes taxes & fees
9.8/10 Exceptional! (210 reviews)
Delicious breakfast and most enjoyable stay!
Reviewed on May 15, 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.
Discover the most popular places to visit in Woodstock
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.
Woodstock Public Library
5/5(1 review)
Woodstock Public Library is just one of the places to see in Woodstock, so why not enjoy the other things to explore during your travels? Discover the mountain views while you're in the area.
What to do in Woodstock
Discover New York City: 6+ Must-See Self-Guided Walking Audio Tours
CA $62
per traveller
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
