Woodstock Vacations from $802
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Your Woodstock Vacation
Prepare to experience Woodstock on your terms with a custom Woodstock vacation package! Uncovering the best parts of this interesting city is simple with a base in a neighborhood such as Killingly, which is good for nature, among other things. Every trip to Woodstock needs a well-thought-out itinerary. Fill yours with famous sights like Taylor Brooke Winery, Little River Plaza Shopping Center and Harrisville Golf Course. Don't delay visiting this destination any longer. The perfect Woodstock vacation is only a few clicks away with Expedia.
The Latest Woodstock vacation packages
Price found within the past 48 hours. Click for updated prices.
The Burbankrose
Downtown Newport
Save 100% on your flight
Price was $1,311, price is now $802 per person
$802
per person
Aug 10 - Aug 13
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Providence (PVD)
9.2/10 Wonderful! (67 reviews)
We never saw any staff during our visit- but everything was clean and comfortable. They have no onsite parking - but they offer free parking a little more than a mile away and it’s easily walkable. Breakfast was very basic- bagels, yogurt, coffee and fruit offerings- fine. Amazing location and beautifully decorated.
Reviewed on Jul 7, 2026
Wayfinder Newport
Save 100% on your flight
Price was $2,176, price is now $1,390 per person
$1,390
per person
Aug 12 - Aug 19
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Providence (PVD)
8.2/10 Very Good! (1,003 reviews)
Things to consider here especially if you don't bring a dog with you the floors were not cleaned - there were stains all over them - I dont think my room was ever cleaned during the two days I stayed there. The girl at the front desk was sympathic however she said she was limited in what she could do. I booked this hotel based on the Expedia reviews stating it was clean - I think the only thing was cleaned in my room were the beds that were made and towels in the bathroom - otherwise if you are used to dog stains on the floor this is the hotel for you.
Reviewed on Jul 6, 2026
Block Island Beach House
Save 100% on your flight
Price was $5,237, price is now $3,367 per person
$3,367
per person
Aug 12 - Aug 19
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Providence (PVD)
8.4/10 Very Good! (416 reviews)
This was a unique property with full amenities, but also a small island feel.
Reviewed on Jul 7, 2026
The Preserve Sporting Club & Resort
Save 100% on your flight
Price was $6,785, price is now $4,570 per person
$4,570
per person
Aug 12 - Aug 19
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Providence (PVD)
8.8/10 Excellent! (9 reviews)
The resort itself stood out so beautiful!
Reviewed on Jan 6, 2026
Stay near popular Woodstock attractions
Woodstock Hotel Deals
Enjoy fishing and kayaking from waterfront cabin retreat in charming Woodstock
Woodstock CT
10/10 Exceptional! (1 review)
"This place was amazing I enjoyed my stay everything that was stated in the Ad it was and more. The view of the pond being perched on the hill was breathtaking. The place itself was just what I wanted it to be and the view from inside was everything. 40% is glass where as though when it rains you ..."
Reviewed on Jun 15, 2026
Secluded 2-Acre Lakefront Home! Book Your Getaway!
Woodstock CT
The price is $802 total per night from Jul 19 to Jul 20
$802 total
per night
Jul 19 - Jul 20
9.8/10 Exceptional! (85 reviews)
"We had a wonderful stay at this Lake Chamberlain property and would recommend it to anyone looking for a peaceful getaway.The setting is absolutely beautiful. The lake views, abundant bird life, and lack of noise and light pollution made for such a relaxing vacation. We enjoyed fishing from the dock, ..."
Reviewed on Jun 18, 2026
Stunning Lakefront Escape! Book Your Dream Getaway!
Woodstock CT
The price is $738 total per night from Jul 9 to Jul 10
$738 total
per night
Jul 9 - Jul 10
10/10 Exceptional! (26 reviews)
"It was such a cozy lake house. The back deck and the dock has a beautiful view of the lake. The house is well- stocked with all you need, especially in the kitchen. We loved being able to use the kayaks. The host was quick to respond to any questions we had."
Reviewed on Jul 2, 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.
Find the Best Woodstock Vacation Packages
Woodstock Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Worcester Regional Airport (ORH) |
Max Temp Winter | 35ºF |
Max Temp Summer | 80ºF |
Top Sights | Taylor Brooke Winery, Harrisville Golf Course and Woodstock Golf Course |
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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.
