South Woodstock Vacation Packages
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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!
Top South Woodstock Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Holiday Inn Cheshire - Southington by IHG
Price was CA $667, price is now CA $593 per person
CA $593
per person
Aug 17 - Aug 20
found 6 hours ago
Roundtrip flight included
Montreal (YUL) to Hartford (BDL)
8.2/10 Very Good! (1,000 reviews)
Clean hotel. They dont provide any water bottles for the room. Staff was not very friendly.
Reviewed on Jun 2, 2026
Hilton Garden Inn Hartford South/Glastonbury
Price was CA $842, price is now CA $731 per person
CA $731
per person
Aug 17 - Aug 20
found 6 hours ago
Roundtrip flight included
Montreal (YUL) to Hartford (BDL)
8.6/10 Excellent! (1,001 reviews)
Staff was very helpful and assist with fixing the tv in our room immediately.
Reviewed on Jun 10, 2026
Fairfield Inn & Suites by Marriott Springfield Enfield
Sherwood Manor
Price was CA $768, price is now CA $681 per person
CA $681
per person
Aug 17 - Aug 20
found 6 hours ago
Roundtrip flight included
Montreal (YUL) to Hartford (BDL)
8.8/10 Excellent! (1,005 reviews)
Very clean and friendly hotel. Excellent breakfast!
Reviewed on Jun 10, 2026
South Woodstock Hotel Deals
Stunning Lakefront Escape! Book Your Dream Getaway!
Woodstock CT
The price is CA $565 per night from Jun 17 to Jun 18
CA $565
CA $945 total
Jun 17 - Jun 18
includes taxes & fees
10/10 Exceptional! (25 reviews)
"We loved our stay at this lakeside retreat. We were in town for a wedding and in between family gatherings we were able to relax by the lake. The house was comfortable and well stocked so we didn't have to buy every little thing. I would definitely stay again"
Reviewed on May 31, 2026
Wellsworth Hotel
14 Mechanic St Southbridge MA
Fully refundableReserve now, pay when you stay
The price is CA $134 per night from Jul 1 to Jul 2
CA $134
CA $150 total
Jul 1 - Jul 2
includes taxes & fees
9.2/10 Wonderful! (1,537 reviews)
"Nice clean property. Quick drive to Sturbridge."
Reviewed on Jun 10, 2026
Publick House Historic Inn and Country Motor Lodge
277 Main Street (RT 131) Sturbridge MA
Fully refundableReserve now, pay when you stay
The price is CA $107 per night from Jun 18 to Jun 19
CA $107
CA $120 total
Jun 18 - Jun 19
includes taxes & fees
9/10 Wonderful! (1,682 reviews)
"Room was huge but bathroom was pretty tiny. Bed comfy and sheets clean. Property well lit for solo female traveler."
Reviewed on Jun 10, 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.
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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.
