Southbridge Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to CA $1,096 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

    Plan, 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.
Lakeside Inn

Lakeside Inn

2 out of 5
Price was CA $1,094, price is now CA $703 per person
CA $703
per person
Oct 29 - Nov 3
found 11 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Boston (BOS)
7.4/10 Good! (2,162 reviews)
We stayed for one night. When we arrived the restaurant was just jumping with excitement with families and others singing karaoke. It was a nice welcome. We checked out the pool. It was a little cold but the kids had a quick dip and were happy. The staff was amazing. Such great customer service. From the staff that checked us in, the gentleman that cooked breakfast and the lady that cleaned the rooms. The maintenance man helped us with a little issue faster than my toddler could asking him a million questions which is lightning speed. Checkout was also great! 10/10 would definitely stay here again. Rooms were comfortable, quiet, and clean! Great water pressure for the kids baths and showers.

Reviewed on Aug. 28, 2025

The Newbury Boston

The Newbury Boston

5 out of 5
Back Bay
Price was CA $1,625, price is now CA $956 per person
CA $956
per person
Oct 31 - Nov 2
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Boston (BOS)
9.4/10 Exceptional! (490 reviews)
Love the Street Bar!

Reviewed on Aug. 25, 2025

DoubleTree Suites by Hilton Hotel Boston - Cambridge

DoubleTree Suites by Hilton Hotel Boston - Cambridge

4 out of 5
Allston
Price was CA $1,893, price is now CA $1,160 per person
CA $1,160
per person
Nov 3 - Nov 10
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTZ) to Boston (BOS)
8.8/10 Excellent! (1,003 reviews)
10 mins to Fenway - was a great place.

Reviewed on Aug. 27, 2025

Maverick Suites at 245 Newbury St

Maverick Suites at 245 Newbury St

2 out of 5
Back Bay
Price was CA $1,728, price is now CA $1,163 per person
CA $1,163
per person
Oct 29 - Nov 3
found 11 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Boston (BOS)
8.2/10 Very Good! (139 reviews)
Clean. Great location.

Reviewed on Jul. 31, 2025

Global Luxury Suites Downtown Boston

Global Luxury Suites Downtown Boston

4 out of 5
Chinatown
Price was CA $1,949, price is now CA $1,323 per person
CA $1,323
per person
Oct 29 - Nov 3
found 7 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Boston (BOS)
8/10 Very Good! (588 reviews)
Overall is pretty good and the only thing that we don’t like it is the water volume of shower head just need to be way a lot more .please turn it up .

Reviewed on Aug. 28, 2025

Ready to book your vacation to Southbridge?

 

Choose your dates

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 $174 per night from Sep 8 to Sep 9
CA $174
CA $194 total
Sep 8 - Sep 9
includes taxes & fees
9/10 Wonderful! (1,278 reviews)
"The place was updated and clean. Not much else you could ask for."

Reviewed on Aug. 24, 2025

Wellsworth Hotel
Impressive Unique Waterfront Pool Resort Country Estate

Impressive Unique Waterfront Pool Resort Country Estate

Southbridge
9.8/10 Exceptional! (47 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

Get rates
Impressive Unique Waterfront Pool Resort Country Estate
Publick House Historic Inn and Country Motor Lodge

Publick House Historic Inn and Country Motor Lodge

2.5 out of 5
277 Main Street (RT 131), Sturbridge, MA
Fully refundableReserve now, pay when you stay
The price is CA $123 per night from Sep 11 to Sep 12
CA $123
CA $137 total
Sep 11 - Sep 12
includes taxes & fees
Publick House Historic Inn and Country Motor Lodge
See all 304 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 $703 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.