Southbridge Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $1,096 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Your Southbridge Vacation
Cuisine, art, entertainment and more … There's so much to discover with a Southbridge vacation package. And with the ability to easily customize your city break, it's guaranteed to be one that's difficult to forget. If a sightseeing tour is part of the plan during your trip to Southbridge, check out leading attractions like Old Sturbridge Village, Wells State Park and Westville Recreation Area. Whatever your travel plans or budget, putting together a tailored Southbridge vacation is a cinch with Expedia.
Top Southbridge Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Eurostars The Boxer
West End
Price was CA $1,422, price is now CA $905 per person
CA $905
per person
May 15 - May 17
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
8.8/10 Excellent! (1,426 reviews)
The location is excellent, very short walk to TD Garden arena, restaurants, and bars. The room was comfortable, and clean. The work out room was not huge but had a peleton and treadmill, bench, and plenty of weights (up to 35 lb) for a solid workout. I would recommend and stay again.
Reviewed on Apr 8, 2026
Boston Harbor Hotel
North End
Price was CA $2,247, price is now CA $1,264 per person
CA $1,264
per person
May 16 - May 18
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Boston (BOS)
9.8/10 Exceptional! (1,003 reviews)
From the moment we arrived we knew we made the right decision. The property is beautiful and the staff are professional and friendly. We were very pleased with our room and the great view of Boston Harbor. Two minor issues were the water spot on the bathroom sinks were too short for the size of the sink, making it hard to use without making a mess (wide designs such things and knows). The other minor item was the quality of the toilet tissue, for a hotel of this caliber, the need to spend a little more there. I must say that these were minor issues considering how amazing this property is. We went to the Dark Bar twice and loved it, had breakfast in the hotel restaurant and couldn’t have been more pleased and also had room service dinner one night and were very impressed. I would highly recommend this property!
Reviewed on Apr 6, 2026
The Atlas Hotel
Allston
Price was CA $2,529, price is now CA $1,545 per person
CA $1,545
per person
May 25 - May 29
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
10/10 Exceptional! (18 reviews)
We absolutely loved our stay at this new hotel. My family and I kept saying what a really nice hotel and the staff was great as well. The food at Ama (we ate breakfast) was delicious. The property is beautiful. Can’t wait to stay again.
Reviewed on Apr 5, 2026
The Inn at Hastings Park, Relais & Chateaux - Boston
Price was CA $2,594, price is now CA $1,655 per person
CA $1,655
per person
Jun 13 - Jun 17
found 5 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Boston (BOS)
9.6/10 Exceptional! (253 reviews)
Excellent experience- clean and very helpful staff
Reviewed on Mar 9, 2026
The Whitney Hotel
Beacon Hill
Price was CA $2,994, price is now CA $1,979 per person
CA $1,979
per person
May 25 - May 29
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.6/10 Exceptional! (535 reviews)
Loved all of it. Thank you to Jaclyn for a wonderful stay!
Reviewed on Apr 7, 2026
Southbridge Hotel Deals
Wellsworth Hotel
14 Mechanic St Southbridge MA
Fully refundableReserve now, pay when you stay
The price is CA $142 per night from Apr 20 to Apr 21
CA $142
CA $159 total
Apr 20 - Apr 21
includes taxes & fees
9.2/10 Wonderful! (1,474 reviews)
Beautiful building, nice staff and clean comfortable room.
Reviewed on Apr 10, 2026
Impressive Unique Waterfront Pool Resort Country Estate
Southbridge MA
9.8/10 Exceptional! (56 reviews)
House was clean and well equipped, Claire was very responsive and nice to deal with. Description of property should be updated
Reviewed on Aug 5, 2025
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 $111 per night from Apr 12 to Apr 13
CA $111
CA $124 total
Apr 12 - Apr 13
includes taxes & fees
9/10 Wonderful! (1,632 reviews)
The city is flushing the water so it's a yellowish brown color, we were not told about this issue until we brought it to their attention. Then a staff member used her key card and walked into our room because she mistakes it for the ice room. This didn't make sense because the ice room says ice room ...
Reviewed on Apr 9, 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.
Explore a world of travel with Expedia
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
