Southborough Vacations from $417

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Your Southborough Vacation

When an adventure in the city is calling your name, answer it with a Southborough vacation package. With all your travel arrangements taken care of before you leave, all you have to do here is concentrate on having fun. If your trip to Southborough includes some sightseeing, hit up renowned attractions like Westborough Country Club, Lake Chauncy Public Beach and Sudbury Reservoir. No matter your travel plans or budget, putting together the ultimate tailored Southborough vacation is a breeze with Expedia.

The Latest Southborough vacation packages

Price found within the past 48 hours. Click for updated prices.
Boston Lodge and Suites

Boston Lodge and Suites

4 out of 5
Dorchester
Price was $1,332, price is now $417 per person
$417
per person
Feb 5 - Feb 10
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Boston (BOS)
8.4/10 Very Good! (188 reviews)
Apartment was clean and short walk from train. Staff were very friendly and helpful. Not too far from downtown Boston. Check in/check out process was very easy and convenient. If I ever find myself back in Boston, I’ll definitely see if this one is available.

Reviewed on Nov 10, 2025

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Price was $2,401, price is now $1,110 per person
$1,110
per person
Mar 15 - Mar 20
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
9.8/10 Exceptional! (1,005 reviews)
Amazing, the gentleman who checked me in was world class! Room was spacious and immaculate. Thank you

Reviewed on Dec 29, 2025

The Inn at Hastings Park, Relais & Chateaux - Boston

The Inn at Hastings Park, Relais & Chateaux - Boston

4 out of 5
Price was $1,792, price is now $870 per person
$870
per person
Feb 5 - Feb 10
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Boston (BOS)
9.6/10 Exceptional! (247 reviews)
Beautiful property! Room was excellent. Great amenities and free continental breakfast brought to our room.

Reviewed on Oct 21, 2025

The Charles Hotel

The Charles Hotel

4 out of 5
West Cambridge
Save 100% on your flight
Price was $1,227, price is now $707 per person
$707
per person
Mar 18 - Mar 22
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
9.4/10 Exceptional! (1,003 reviews)
Thank you for the room upgrade. I really appreciated it.

Reviewed on Dec 20, 2025

The Atlas Hotel

The Atlas Hotel

3.5 out of 5
Allston
Save 100% on your flight
Price was $1,020, price is now $590 per person
$590
per person
Feb 5 - Feb 10
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Boston (BOS)
No reviews
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Southborough Hotel Deals

Red Roof Inn Boston - Southborough/ Worcester

Red Roof Inn Boston - Southborough/ Worcester

2 out of 5
367 Turnpike Rd Southborough MA
Fully refundableReserve now, pay when you stay
$60 nightly
The price is $67 total per night from Jan 6 to Jan 7
$67 total
Jan 6 - Jan 7, 2026
Total with taxes and fees
7/10 Good! (1,002 reviews)
Good value for the price.

Reviewed on Dec 23, 2025

Red Roof Inn Boston - Southborough/ Worcester
Hampton Inn & Suites Watertown Boston

Hampton Inn & Suites Watertown Boston

2.5 out of 5
25 Bond Street Watertown MA
Fully refundableReserve now, pay when you stay
$106 nightly
The price is $118 total per night from Jan 11 to Jan 12
$118 total
Jan 11 - Jan 12, 2026
Total with taxes and fees
9.2/10 Wonderful! (1,003 reviews)
Ok

Reviewed on Dec 28, 2025

Hampton Inn & Suites Watertown Boston
Four Points by Sheraton Boston Newton

Four Points by Sheraton Boston Newton

3.5 out of 5
320 Washington Street Newton MA
Fully refundableReserve now, pay when you stay
$112 nightly
The price is $125 total per night from Jan 6 to Jan 7
$125 total
Jan 6 - Jan 7, 2026
Total with taxes and fees
8.2/10 Very Good! (2,906 reviews)
Rooms are very clean. Staff is very helpful. Close to places to eat including two restaurants on site.

Reviewed on Dec 17, 2025

Four Points by Sheraton Boston Newton
See all 923 properties in Southborough
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 Southborough Vacation Packages

Southborough Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Worcester Regional Airport (ORH)
Population
9,700
Max Temp Winter
35ºF
Max Temp Summer
80ºF
Top Sights
Lake Chauncy Public Beach, Sudbury Reservoir and The Silver Buffalo Gallery

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Frequently asked questions

How much does a Southborough vacation package cost?
You can snap up a vacation package to this popular destination from $417 on Expedia. But how much your vacation to Southborough costs will depend on factors like the length of stay, hotel choice and season.
What are the cheapest months to go to Southborough?
If you're hoping to snag a cheap Southborough vacation package, consider traveling in February, March and December. You'll generally find better rates on flights and accommodations during these quieter months — perfect for budget-conscious travelers.
How many days is enough for Southborough?
With a well-organized itinerary, you can easily tick off the top Southborough attractions in a handful of days. But if you want to venture off the beaten track or go on day trips, consider booking your Southborough vacation for longer.
How to find the best Southborough package deals?
Use Expedia's handy filters to help you find some unbeatable Southborough package deals. When you start your search, simply 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 Southborough package deals in the off-season. Switch up your travel dates and you may score even bigger 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 Southborough vacation as a package?
An Expedia vacation package could score you significant savings when compared to booking flights and stays separately. Better still, you can tailor your Southborough escape to match your exact style. Choose your preferred flight time, select the hotel type and add a rental car. Check out our great deals to see how much you can save.
When to book a vacation package to Southborough?
Secure amazing discounts by booking your flights ahead of time with Expedia. If being spontaneous is more your style, snap up one of our last-minute deals for an impromptu Southborough adventure.
Does Expedia offer Book Now, Pay Later Southborough vacation packages?
If you're like us, you love jet-setting around the world but are not a fan of the price tag that can come with it. That's why we offer Book Now, Pay Later vacations. With help from online lender Affirm, you can break down the total cost of your Southborough trip over 3, 6 or 12 months. There are also no hidden costs or late payment fees, so you can secure great vacation packages with payment plans as soon as you spot them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.