Southbridge Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

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  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*

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

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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.
Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Price was CA $1,536, price is now CA $991 per person
CA $991
per person
Dec 12 - Dec 14
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Boston (BOS)
9.8/10 Exceptional! (1,004 reviews)

The Newbury Boston

The Newbury Boston

5 out of 5
Back Bay
Save 100% on your flight
Price was CA $2,564, price is now CA $1,227 per person
CA $1,227
per person
Dec 24 - Dec 27
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Boston (BOS)
9.4/10 Exceptional! (744 reviews)

Four Seasons Hotel Boston

Four Seasons Hotel Boston

5 out of 5
Bay Village
Price was CA $2,406, price is now CA $1,579 per person
CA $1,579
per person
Jan 29 - Feb 1
found 14 hours ago
Roundtrip flight included
Toronto (YYZ) to Boston (BOS)
9.4/10 Exceptional! (491 reviews)

The Langham, Boston

The Langham, Boston

5 out of 5
Downtown Boston
Price was CA $1,643, price is now CA $1,156 per person
CA $1,156
per person
Dec 15 - Dec 18
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Boston (BOS)
9.8/10 Exceptional! (1,003 reviews)

Mandarin Oriental, Boston

Mandarin Oriental, Boston

5 out of 5
Back Bay
Price was CA $3,106, price is now CA $2,195 per person
CA $2,195
per person
Dec 27 - Dec 31
found 16 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to Boston (BOS)
9.4/10 Exceptional! (465 reviews)
Overall Excellent! clean room, very nice staff

Reviewed on Nov 4, 2026

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 $127 per night from Dec 6 to Dec 7
CA $127
CA $141 total
Dec 6 - Dec 7
includes taxes & fees
Wellsworth Hotel
Impressive Unique Waterfront Pool Resort Country Estate

Impressive Unique Waterfront Pool Resort Country Estate

Southbridge MA
9.8/10 Exceptional! (61 reviews)
"Amazing and beautiful property and house! The house has so much character and is clearly very loved. The grounds were beautiful with all of the gardens, forest, and pond. Would stay again for a family gathering of sorts!"

Reviewed on Sep 18, 2026

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 $125 per night from Nov 8 to Nov 9
CA $125
CA $140 total
Nov 8 - Nov 9
includes taxes & fees
9.2/10 Wonderful! (1,807 reviews)
"Great place but they need to invest in signs on the grounds. Difficult to know we're you're going, even with maps. Even the multiple buildings need signs. More out door lights and clear signs would be very useful. Beautiful grounds."

Reviewed on Nov 6, 2026

Publick House Historic Inn and Country Motor Lodge
See all 384 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
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Beach Vacations
Beach Vacations
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Stay near popular Southbridge attractions

Westville Recreation Area

8.6/10 (13 reviews)
Explore the great outdoors at Westville Recreation Area, a lovely green space in Southbridge. While in this quaint area, you can savor the top-notch restaurants.
See properties

Frequently asked questions

How much does a Southbridge vacation package cost?
You'll find cheap prices from CA $991 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.