Southbridge Vacations from $568

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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.

The Latest Southbridge vacation packages

Price found within the past 48 hours. Click for updated prices.
Battery Wharf Hotel, Boston Waterfront

Battery Wharf Hotel, Boston Waterfront

4.5 out of 5
North End
Price was $822, price is now $568 per person
$568
per person
Dec 4 - Dec 6
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Boston (BOS)
9/10 Wonderful! (2,071 reviews)
Overall stay was wonderful!

Reviewed on Nov 1, 2026

Boston Lodge and Suites

Boston Lodge and Suites

4 out of 5
Dorchester
Price was $2,094, price is now $921 per person
$921
per person
Dec 15 - Dec 22
found 21 hours ago
Roundtrip flight included
San Juan (SJU) to Boston (BOS)
8.4/10 Very Good! (194 reviews)
The accommodation was great and spacious enough for a large group. There were five of us, and it was perfect for our needs. The apartment was clean, and everything we needed was provided, including towels, soap, dishwasher detergent, and more. We turned on the oven to make dinner, but we were unable to turn it off because the buttons weren’t working. We called for assistance and received a response very quickly, which made us feel supported and taken care of. Overall, we had a great stay! The apartment was lovely, and the location was excellent, especially for getting to Boston by public transportation.

Reviewed on Oct 17, 2026

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Price was $2,001, price is now $1,026 per person
$1,026
per person
Jan 25 - Jan 29
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Boston (BOS)
9.8/10 Exceptional! (1,004 reviews)

Four Seasons Hotel Boston

Four Seasons Hotel Boston

5 out of 5
Bay Village
Price was $2,178, price is now $1,452 per person
$1,452
per person
Jan 25 - Jan 29
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Boston (BOS)
9.4/10 Exceptional! (491 reviews)

D. Hotel Suites & Spa

D. Hotel Suites & Spa

3 out of 5
Price was $894, price is now $631 per person
$631
per person
Dec 23 - Dec 30
found 2 hours ago
Roundtrip flight included
San Juan (SJU) to Boston (BOS)
9.2/10 Wonderful! (2,088 reviews)
Well located hotel w good spa option...room w fireplace and kitchenette was especially nice touch!...adjoining restaurant pricey but nice treat...parking can be an issue

Reviewed on Nov 1, 2026

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Stay near popular Southbridge attractions

Westville Recreation Area

8.6/10 (13 reviews)
Nestled along the Quinebaug River, Westville Recreation Area offers 23 acres of serene lake waters and woodland trails. Reserve a picnic shelter in advance to enjoy premium waterfront dining with your family.
See properties

Southbridge Hotel Deals

Wellsworth Hotel

Wellsworth Hotel

3 out of 5
14 Mechanic St Southbridge MA
Fully refundableReserve now, pay when you stay
$94 nightly
The price is $104 total per night from Dec 2 to Dec 3
$104 total
Dec 2 - Dec 3
Total with taxes and 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

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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
$79 nightly
The price is $88 total per night from Nov 9 to Nov 10
$88 total
Nov 9 - Nov 10
Total with taxes and fees
9.2/10 Wonderful! (1,806 reviews)
"overall a very nice stay, as always"

Reviewed on Nov 1, 2026

Publick House Historic Inn and Country Motor Lodge
See all 390 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.

Find the Best Southbridge Vacation Packages

Southbridge Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Worcester Regional Airport (ORH)
Population
19,000
Max Temp Winter
35ºF
Max Temp Summer
80ºF
Top Sights
Wells State Park, TriState Speedway and Mohegan Bowl

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Frequently asked questions

How much does a Southbridge vacation package cost?
Offering excellent value package deals from $568 on Expedia, you'll be pleasantly surprised at how much a vacation to Southbridge costs! Our packages make travel planning easier and save you more.
What are the cheapest months to go to Southbridge?
If you'd like to book a cheap Southbridge vacation package, consider planning a trip in September, October and December. You're likely to find lower prices on hotels and flights during these quieter months — perfect for a budget-friendly getaway.
How many days is enough for Southbridge?
The ideal duration for your Southbridge vacation depends on what you'd like to do and see. Usually, a few days to a week will give you time to check out all the top attractions and explore some hidden gems along the way.
How to find the best Southbridge package deals?
Use Expedia's filters to find some fabulous Southbridge package deals. When you start your search, just set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your adventure for midweek, or look for Southbridge package deals in the low season. Play around with your travel dates and you may land even better discounts. As a rule of thumb, it's usually best to lock in your vacation package as early as possible.
Is it cheaper to book a Southbridge vacation as a package?
You can enjoy significant savings on your Southbridge break by booking a customized vacation package. Check the "Package" heading, then enter your travel dates and destination to browse some great hotel and flight prices. Bundling can save travelers hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a vacation package to Southbridge?
If you've got your Southbridge travel dates confirmed, book as early as you can to grab some terrific deals. With Expedia, you can generally reserve some flights up to a year in advance. Prefer spontaneous getaways? Our last-minute deals are great for setting off on a whim.
Does Expedia offer Book Now, Pay Later Southbridge vacation packages?
If you're anything like us, you love traveling the world but don't love the price tag that can come with it. That's why we offer Book Now, Pay Later vacations. With the help of online lender Affirm, you can break down the total cost of your Southbridge break across 3, 6 or 12 months. There are also no hidden or late payment fees, so you can snap up cheap vacation packages with payment plans as soon as you spot them.

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