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.
Bluebird Dennisport

Bluebird Dennisport

3 out of 5
Price was CA $1,865, price is now CA $1,208 per person
CA $1,208
per person
Aug 12 - Aug 17
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
8.4/10 Very good! (223 reviews)
This was an amazing location! The entire staff was nice and helpful. It is just a 10 min walk to the beach and close to many great places to eat. I can’t wait to come back!!

Reviewed on Jul 9, 2026

Fairmont Copley Plaza, Boston

Fairmont Copley Plaza, Boston

4.5 out of 5
Back Bay
Price was CA $2,326, price is now CA $1,339 per person
CA $1,339
per person
Aug 10 - Aug 16
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9/10 Wonderful! (1,254 reviews)
5 stars FAB Every thing!

Reviewed on Jul 10, 2026

Mandarin Oriental, Boston

Mandarin Oriental, Boston

5 out of 5
Back Bay
Price was CA $4,250, price is now CA $2,533 per person
CA $2,533
per person
Aug 10 - Aug 16
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.4/10 Exceptional! (432 reviews)
This goes into one of the top hotels I've ever stayed at. I seriously can't think of a single complaint. They gave us the best view of the Boston fireworks on the top floor, and took care of us every step of the way. They even had a big TV set up in the lobby for the World Cup games. The front desk people were super nice, and Ivan was our favorite server!

Reviewed on Jul 7, 2026

Nantucket Inn

Nantucket Inn

3.5 out of 5
Price was CA $4,273, price is now CA $2,651 per person
CA $2,651
per person
Aug 12 - Aug 17
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.2/10 Wonderful! (722 reviews)
Everything was amazing, my room the A/C wasn’t cooling properly but they fixed it quick,

Reviewed on Jul 10, 2026

Club Quarters Hotel Faneuil Hall, Boston

Club Quarters Hotel Faneuil Hall, Boston

4 out of 5
Downtown Boston
Price was CA $2,205, price is now CA $1,420 per person
CA $1,420
per person
Aug 10 - Aug 16
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9/10 Wonderful! (3,186 reviews)
The hotel was centrally located which was nice.

Reviewed on Jul 10, 2026

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 $148 per night from Jul 20 to Jul 21
CA $148
CA $165 total
Jul 20 - Jul 21
includes taxes & fees
9.2/10 Wonderful! (1,594 reviews)
"We wished there was a microwave in the room. The TV is a little dated but everything else was lovely and respectable. The respected smoking area we felt should have seats too. Those are our only suggestions! Still a great spot to stay! Hot tub and pool?! Its a must in the summer time!"

Reviewed on Jul 10, 2026

Wellsworth Hotel
Impressive Unique Waterfront Pool Resort Country Estate

Impressive Unique Waterfront Pool Resort Country Estate

Southbridge MA
9.8/10 Exceptional! (57 reviews)
"Beautiful property with older remodeled funky home. Learning to get used to the lighting setup took time as some switches are on motion sensors, others not. Very peaceful quiet setting."

Reviewed on Jun 22, 2026

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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 $113 per night from Jul 26 to Jul 27
CA $113
CA $127 total
Jul 26 - Jul 27
includes taxes & fees
9/10 Wonderful! (1,724 reviews)
"my room was exactly how i asked for it to be, and spotless. bed was comfortable balcony was a plus, outdoor pool looked amazing but i didn't get to try is because it was too packed, but the other guests seemed to love it. i had a problem with my AC and they sent someone right away. (The temp of the ..."

Reviewed on Jul 11, 2026

Publick House Historic Inn and Country Motor Lodge
See all 351 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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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 family-friendly 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 $1,208 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.

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.