Woodstock Vacations from $505
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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.
Wayfinder Newport
Price was $661, price is now $505 per person
$505
per person
Mar 26 - Mar 29
found 3 hours ago
Roundtrip flight included
Atlanta (ATL) to Providence (PVD)
8/10 Very Good! (1,000 reviews)
We had the two queen with a balcony which was really nice. The staff were all very courteous and helpful. The room was clean and spacious. The pillows were very comfortable and so was the bed. It’s the slow season right now so it was nice and quiet. Can’t speak for their lunch or dinner but we did have the breakfast which was just ok. $12 for 2 eggs, some fried potatoes (very dry), homemade strawberry jam (very good) and ONE slice of toast, not cool. lol Really cute hotel, though. Would definitely stay here again.
Reviewed on Jan 17, 2026
Forty 1 North
Downtown Newport
Save 100% on your flight
Price was $1,542, price is now $1,141 per person
$1,141
per person
Mar 26 - Mar 29
found 3 hours ago
Roundtrip flight included
Atlanta (ATL) to Providence (PVD)
9/10 Wonderful! (440 reviews)
beautiful property, they paid attention to details, this hotel goes above and beyond expectations. Would definitely recommend and come back.
Reviewed on Oct 21, 2025
Club Wyndham Newport Onshore
Downtown Newport
Price was $904, price is now $690 per person
$690
per person
Mar 26 - Mar 29
found 3 hours ago
Roundtrip flight included
Atlanta (ATL) to Providence (PVD)
8.6/10 Excellent! (178 reviews)
Had trouble maintaining a consistent temperature in the apartment. Had to keep raising the temperature.
Reviewed on Jan 1, 2026
Club Wyndham Long Wharf
Downtown Newport
Price was $1,011, price is now $799 per person
$799
per person
Mar 26 - Mar 29
found 3 hours ago
Roundtrip flight included
Atlanta (ATL) to Providence (PVD)
8.8/10 Excellent! (309 reviews)
We stayed in November, and the heated pool was awesome! You can swim from the inside to the outside and there are hot tubs in both areas. It was a highlight for us! The rooms aren’t the most updated, but they do the trick and were clean. We also had a room with a full kitchen which was really helpful!
Reviewed on Nov 23, 2025
Omni Providence Hotel
Downtown Providence
Price was $672, price is now $538 per person
$538
per person
Mar 19 - Mar 22
found 4 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Providence (PVD)
8.8/10 Excellent! (2,866 reviews)
Clean room, quick check in once room was ready, nice view
Reviewed on Jan 21, 2026
Discover the most popular places to visit in Woodstock
Taylor Brooke Winery
You can enjoy a tasting or tour at Taylor Brooke Winery during your travels to Woodstock. While in this quaint area, you can savor the top-notch restaurants.
Woodstock Golf Course
Enjoy a round of golf in Woodstock at Woodstock Golf Course. Check out the lively bars or top-notch restaurants in this quaint area.
Harrisville Golf Course
Enjoy a round of golf in South Woodstock at Harrisville Golf Course. While in this family-friendly area, you can savor the top-notch restaurants.
Woodstock Hotel Deals
Secluded 2-Acre Lakefront Home! Book Your Getaway!
Woodstock CT
$434 nightly
The price is $492 total per night from Jan 23 to Jan 24
$492 total
Jan 23 - Jan 24
Total with taxes and fees
9.8/10 Exceptional! (80 reviews)
We had a great stay! Clean and very comfortable. The big kitchen was equipped with everything you’d need and had a big table for hosting the whole family.
Reviewed on Jan 13, 2026
Stunning Lakefront Escape! Book Your Dream Getaway!
Woodstock CT
$419 nightly
The price is $474 total per night from Jan 23 to Jan 24
$474 total
Jan 23 - Jan 24
Total with taxes and fees
10/10 Exceptional! (21 reviews)
Great property
Reviewed on Dec 2, 2025
Wellsworth Hotel
14 Mechanic St Southbridge MA
Fully refundableReserve now, pay when you stay
$101 nightly
The price is $113 total per night from Jan 25 to Jan 26
$113 total
Jan 25 - Jan 26
Total with taxes and fees
9/10 Wonderful! (1,388 reviews)
We had a great stay! Staff was awesome, front desk and the wait staff at Shades were fantastic. Our dinner was really good and the room was spacious.
Reviewed on Jan 18, 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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- Taylor Brooke Winery
- Little River Plaza Shopping Center
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- Martha's Herbary
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- Visit Pomfret
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- Bradley Playhouse
- Visit Putnam
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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.
