Woodstock Vacation Packages
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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.
Top Woodstock Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Omni Providence Hotel
Downtown Providence
Price was CA $901, price is now CA $788 per person
CA $788
per person
May 1 - May 3
found 20 hours ago
Roundtrip flight included
Toronto (YTO) to Providence (PVD)
8.8/10 Excellent! (2,866 reviews)
We sincerely enjoyed every second of our stay. The hotel staff, restaurants, food and bars were all fantastic.
Reviewed on Feb 13, 2026
The Underwood-Hale House
College Hill
Price was CA $1,310, price is now CA $1,153 per person
CA $1,153
per person
May 1 - May 3
found 20 hours ago
Roundtrip flight included
Toronto (YTO) to Providence (PVD)
9.8/10 Exceptional! (45 reviews)
Great location. We parked the car in the lot and walked everywhere (note we are big walkers - most places were .5 to a mile away). The house was fully decorated for Christmas which was really nice. Great place to stay to tour, eat and shop around providence.
Reviewed on Jan 4, 2026
The Beatrice
Downtown Providence
Price was CA $1,107, price is now CA $986 per person
CA $986
per person
May 1 - May 3
found 20 hours ago
Roundtrip flight included
Toronto (YTO) to Providence (PVD)
9.8/10 Exceptional! (463 reviews)
The room was nice. The toilet was not working (the bidet part) and it was freezing in our room at 1230am, which woke us up. We called and they handed us a space heater...strange for an upscale hotel. No apologies, no how was the rest of your stay...disappointed overall.
Reviewed on Feb 5, 2026
Marina Bay Cottages
Price was CA $1,266, price is now CA $1,140 per person
CA $1,140
per person
Apr 3 - Apr 6
found 1 day ago
Roundtrip flight included
Halifax (YHZ) to Providence (PVD)
9.6/10 Exceptional! (71 reviews)
Everything was clean and well organized. The location was quiet and beautiful.
Reviewed on Nov 1, 2025
Woodstock Hotel Deals
Secluded 2-Acre Lakefront Home! Book Your Getaway!
Woodstock CT
The price is CA $356 per night from Feb 20 to Feb 21
CA $356
CA $677 total
Feb 20 - Feb 21
includes taxes & 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
The price is CA $337 per night from Feb 22 to Feb 23
CA $337
CA $653 total
Feb 22 - Feb 23
includes taxes & 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
The price is CA $140 per night from Feb 17 to Feb 18
CA $140
CA $156 total
Feb 17 - Feb 18
includes taxes & fees
9/10 Wonderful! (1,418 reviews)
Beautiful and clean hotel and friendly staff
Reviewed on Feb 11, 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.
