Southborough Vacation Packages
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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.
Top Southborough Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Raffles Boston
Back Bay
Price was CA $2,032, price is now CA $1,207 per person
CA $1,207
per person
Nov 27 - Nov 30
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Boston (BOS)
9.6/10 Exceptional! (154 reviews)
I could not fault this hotel in any way. After long days out sightseeing and shopping it was great to get back and relax. This was our first time in Boston so we’re not sure which area was best to stay in. However the hotel’s location in Back Bay was excellent.
Reviewed on Aug. 28, 2025
DoubleTree Suites by Hilton Hotel Boston - Cambridge
Allston
Price was CA $1,896, price is now CA $1,165 per person
CA $1,165
per person
Nov 3 - Nov 10
found 1 hour ago
Roundtrip flight included
Toronto (YYZ) to Boston (BOS)
8.8/10 Excellent! (1,003 reviews)
The room was very clean, the staff was very nice and helpful. I think the parking was a little too expensive. Very happy with my stay.
Reviewed on Aug. 31, 2025
Boston Harbor Hotel
North End
Price was CA $1,650, price is now CA $1,026 per person
CA $1,026
per person
Nov 27 - Nov 30
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Boston (BOS)
9.8/10 Exceptional! (1,013 reviews)
We had a wonderful stay at the Boston Harbor Hotel - the staff was friendly and our room excellent! Thank you!
Reviewed on Aug. 31, 2025
The Colonnade Hotel Back Bay
Back Bay
Price was CA $2,091, price is now CA $1,365 per person
CA $1,365
per person
Oct 9 - Oct 13
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Boston (BOS)
9.2/10 Wonderful! (2,094 reviews)
Great location pretty central. Great roof top pool
Reviewed on Aug. 31, 2025
Southborough Hotel Deals
Red Roof Inn Boston - Southborough/ Worcester
367 Turnpike Rd, Southborough, MA
Fully refundableReserve now, pay when you stay
The price is CA $126 per night from Oct 1 to Oct 2
CA $126
CA $141 total
Oct 1 - Oct 2
includes taxes & fees
Four Points by Sheraton Boston Newton
320 Washington Street, Newton, MA
Fully refundableReserve now, pay when you stay
The price is CA $168 per night from Sep 21 to Sep 22
CA $168
CA $188 total
Sep 21 - Sep 22
includes taxes & fees
Embassy Suites by Hilton Boston Waltham
550 Winter Street, Waltham, MA
Fully refundableReserve now, pay when you stay
The price is CA $169 per night from Sep 4 to Sep 5
CA $169
CA $188 total
Sep 4 - Sep 5
includes taxes & fees
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.
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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.