Southbridge Vacation Packages

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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.
DoubleTree by Hilton Boston North Shore

DoubleTree by Hilton Boston North Shore

4 out of 5
Save 100% on your flight
per person
Sep 7 - Sep 12
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Boston (BOS)
8/10 Very Good! (2,039 reviews)
Excellent hotel with friendly staff, clean and comfortable rooms with a Starbucks! We love the cookies at check in. always a winner. It is in a weird location but for our one night it was great.

Reviewed on Jul. 14, 2025

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Save 100% on your flight
per person
Aug 22 - Aug 25
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Boston (BOS)
9.8/10 Exceptional! (1,018 reviews)
Great hotel terrific staff

Reviewed on Jul. 12, 2025

The Inn at Hastings Park, Relais & Chateaux - Boston

The Inn at Hastings Park, Relais & Chateaux - Boston

4 out of 5
Save 100% on your flight
per person
Sep 1 - Sep 4
found 11 hours ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.6/10 Exceptional! (242 reviews)
Beautiful place. But floor in the bathroom was a little sticky. Yuck. When I checked in, I was shown a beautiful dining room where breakfast would be served. But then, instead, it was served in a much more shabby room. Also, the included breakfast was quite skimpy. Extra charge for a real breakfast. (Also, I may be wrong, but I don’t think the word “potatoes” appears anywhere on the menu. Of course, you do serve potatoes - with a delicious omelette that I enjoyed, for example.)

Reviewed on Jun. 6, 2025

Raffles Boston

Raffles Boston

5 out of 5
Back Bay
Save 100% on your flight
per person
Aug 22 - Aug 25
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Boston (BOS)
9.6/10 Exceptional! (122 reviews)
Beautiful facility and wonderful staff.

Reviewed on Jul. 10, 2025

Embassy Suites Boston Logan Airport

Embassy Suites Boston Logan Airport

3.5 out of 5
East Boston
Save 100% on your flight
per person
Sep 7 - Sep 12
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Boston (BOS)
8.8/10 Excellent! (2,001 reviews)
Not bad at all, but nothing special

Reviewed on Jul. 13, 2025

Ready to book your vacation to Southbridge?

 

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Southbridge Hotel Deals

Wellsworth Hotel
Wellsworth Hotel
3 out of 5
14 Mechanic St, Southbridge, MA
Fully refundableReserve now, pay when you stay
The price is CA $147 per night from Jul 20 to Jul 21
CA $147
CA $164 total
Jul 20 - Jul 21
includes taxes & fees
9/10 Wonderful! (1,230 reviews)
"Liked quiet. Disliked no included breakfast."

Reviewed on Jul. 10, 2025

Wellsworth Hotel
Impressive Unique Waterfront Pool Resort Country Estate
Impressive Unique Waterfront Pool Resort Country Estate
Southbridge
9.8/10 Exceptional! (46 reviews)
"We thoroughly enjoyed our stay here. This is truly an estate. Unfortunately we had rain so we were not able to enjoy the beautiful property. The house has many cool and unique decorations. There is plenty of room to sleep a large crowd. We had a celebration at the house (approved by the owners) which ..."

Reviewed on Jun. 4, 2025

Get rates
Impressive Unique Waterfront Pool Resort Country Estate
Spacious 2 Bedroom 1 Bath apt
Spacious 2 Bedroom 1 Bath apt
Southbridge
Get rates
Spacious 2 Bedroom 1 Bath apt
See all 303 properties in Southbridge
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.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

Frequently asked questions

How much does a Southbridge vacation package cost?
You'll find cheap prices from CA $631 on Expedia for your Southbridge break. However, a range of factors like your choice of hotel, the season and length of stay will determine how much your vacation to Southbridge costs.
What are the cheapest months to go to Southbridge?
January, February and October are the best times to look for cheap Southbridge vacation packages. Opting to travel in less busy periods means you can usually find lower prices on accommodations and flights.
How many days is enough for Southbridge?
The ideal length for your Southbridge vacation depends on what you'd like to see and do. Typically, a few days to a week will give you plenty of time to hit all the leading sights and explore some hidden spots along the way.
How to find the best Southbridge package deals?
Bagging a cheap Southbridge package deal is a breeze with Expedia. Once you've entered your preferred dates and destination under our "Packages" tab, set your budget, apply a couple of filters and see what's available. You can tailor your search by "Amenities," "Property type," "Guest rating" and more. Order the results by "Price: low to high" to view the most pocket-friendly Southbridge package deals. Want a simple trick to score even more savings? Have some flexibility with your departure dates and consider travelling on a weekday, when prices are generally lower.
Is it cheaper to book a Southbridge vacation as a package?
You can enjoy significant savings on your next Southbridge break by booking a customized vacation package. Click on the "Package" heading, then select your travel dates and destination to browse some great hotel prices and airfares. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a vacation package to Southbridge?
If you're considering a spontaneous Southbridge getaway, check out our last-minute deals that can be booked up to a week before you go. Prefer not to wait until the last minute? You can score amazing deals on your flights and hotels by booking ahead.
How to plan a trip to Southbridge?

  1. Choose when to travel: Check your calendar and get packing. Your preferred time of year and the available activities will also help you decide when to vacation in Southbridge.
  2. Calculate your budget: Ensure you have enough money to cover everything from transportation and food to experiences and flights. Your hotel will probably be the largest expense during your trip to Southbridge.
  3. Decide how many days away: Start by making a list of all the attractions and activities you want to experience in Southbridge. Then, estimate how long you'll need at each, along with any travel time.
  4. Bundle your bookings: With your travel dates in order, you can combine your hotels, car rental, flights and more into a customized Southbridge vacation package.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.