South Woodstock Vacations from $349
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Your South Woodstock Vacation
When you organize a vacation package to South Woodstock, you can relax and enjoy your escape knowing that all your travel plans are under control. Discover the many delights of this lively city while based in a neighborhood like Killingly, which is great for nature. You'll want to do some exploring during your trip to South Woodstock. Find time for popular attractions like Taylor Brooke Winery, Little River Plaza Shopping Center and Harrisville Golf Course. Stop daydreaming and start doing. Check out the wide range of options on Expedia today and finally put your South Woodstock vacation plans into gear!
The Latest South Woodstock vacation packages
Price found within the past 48 hours. Click for updated prices.
Days Inn by Wyndham Windsor Locks / Bradley Intl Airport
Price was $462, price is now $349 per person
$349
per person
Oct 6 - Oct 12
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Hartford (BDL)
6.8/10 (1,834 reviews)
Hotel hallways carpet should be clean or removed, it smell
Reviewed on Jul 13, 2026
Delamar West Hartford
Save 100% on your flight
Price was $1,410, price is now $1,021 per person
$1,021
per person
Oct 9 - Oct 12
found 18 hours ago
Roundtrip non-stop flight included
Miami (MIA) to Hartford (BDL)
9.8/10 Exceptional! (1,001 reviews)
Beautiful hotel inside and out.
Great walkable location.
Reviewed on Jul 12, 2026
Candlewood Suites Windsor Locks Bradley Arpt by IHG
Price was $545, price is now $428 per person
$428
per person
Oct 6 - Oct 12
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Hartford (BDL)
8.4/10 Very Good! (1,009 reviews)
Was currently in the middle of a remodel but was still kept clean.
Reviewed on Jul 13, 2026
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View all tripsStay near popular South Woodstock attractions
South Woodstock Hotel Deals
Stunning Lakefront Escape! Book Your Dream Getaway!
Woodstock CT
$655 nightly
The price is $741 total per night from Jul 16 to Jul 17
$741 total
Jul 16 - Jul 17
Total with taxes and fees
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
Publick House Historic Inn and Country Motor Lodge
277 Main Street (RT 131) Sturbridge MA
Fully refundableReserve now, pay when you stay
$89 nightly
The price is $99 total per night from Jul 26 to Jul 27
$99 total
Jul 26 - Jul 27
Total with taxes and fees
9/10 Wonderful! (1,709 reviews)
"The restaurant served a rotten food fish to me. The floor was unleveled. A men's chest was not affixed to the wall and whith an unleveled floor it can fall and hurt a child on room 5."
Reviewed on Jul 15, 2026
Wellsworth Hotel
14 Mechanic St Southbridge MA
Fully refundableReserve now, pay when you stay
$115 nightly
The price is $128 total per night from Jul 27 to Jul 28
$128 total
Jul 27 - Jul 28
Total with taxes and fees
9.2/10 Wonderful! (1,603 reviews)
"Surprisingly roomy well-kept room. No outside noise despite room window views busy street. Had catered meal for family funeral and food was delicious. Interesting history in town and Sturbridge Village."
Reviewed on Jul 14, 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 South Woodstock Vacation Packages
South Woodstock Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Worcester Regional Airport (ORH) |
Population | 1,300 |
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.
