Southborough Vacations from $574
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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
Dorchester
Save 100% on your flight
Price was $1,380, price is now $883 per person
$883
per person
Apr 13 - Apr 17
found 1 day ago
Roundtrip 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
The Inn at Hastings Park, Relais & Chateaux - Boston
Save 100% on your flight
Price was $1,492, price is now $1,031 per person
$1,031
per person
May 22 - May 25
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
9.6/10 Exceptional! (251 reviews)
Excellent experience- clean and very helpful staff
Reviewed on Mar 9, 2026
Life House, Nantucket
Nantucket Town
Save 100% on your flight
Price was $1,228, price is now $890 per person
$890
per person
Jun 4 - Jun 7
found 1 day ago
Roundtrip flight included
Miami (MIA) to Boston (BOS)
8/10 Very Good! (65 reviews)
The Life House was a very quiet, charming and friendly spot. Very much so a boutique hotel feel. The only thing that wasn’t ideal was the room we stayed in on the 3rd floor. Being over 6 feet, the room had slanted ceilings and a very tight doorway. It was very tight and not spacious unlike some of the other rooms I saw. Would definitely stay again but would make sure I don’t stay in that room again.
Reviewed on Sep 26, 2025
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Southborough Hotel Deals
Red Roof Inn Boston - Southborough/ Worcester
367 Turnpike Rd Southborough MA
Fully refundableReserve now, pay when you stay
$76 nightly
The price is $85 total per night from Mar 16 to Mar 17
$85 total
Mar 16 - Mar 17
Total with taxes and fees
7.2/10 Good! (1,002 reviews)
It’s a dump. The pictures are misleading. The first room I was assigned smelled like an ashtray, so much for a non smoking facility. The room I wound up with smelled musty. The fan in the bathroom made a very loud noise so you couldn’t even turn the light in. Carpet was torn up. Sketchy looking patrons. ...
Reviewed on Mar 2, 2026
Sheraton Boston Needham Hotel
100 Cabot St Needham MA
Fully refundableReserve now, pay when you stay
$94 nightly
The price is $105 total per night from Mar 29 to Mar 30
$105 total
Mar 29 - Mar 30
Total with taxes and fees
8.8/10 Excellent! (1,577 reviews)
Enjoyed my stay
Reviewed on Mar 8, 2026
Four Points by Sheraton Boston Newton
320 Washington Street Newton MA
Fully refundableReserve now, pay when you stay
$121 nightly
The price is $135 total per night from Mar 19 to Mar 20
$135 total
Mar 19 - Mar 20
Total with taxes and fees
8.4/10 Very Good! (2,883 reviews)
The staff was not friendly or helpful. When I checked in they didn't great me and were very methodical. Same in the morning when I asked for late checkout. They just said no. I get it, you can't always accommodate, but just a friendly "I'm sorry" would have been nice. Someone erroneously charged ...
Reviewed on Mar 9, 2026
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
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
