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.
Boston Lodge and Suites
Dorchester
Price was CA $1,139, price is now CA $869 per person
CA $869
per person
May 1 - May 3
found 3 hours ago
Roundtrip flight included
Toronto (YTO) 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 Langham, Boston
Downtown Boston
Price was CA $1,522, price is now CA $1,042 per person
CA $1,042
per person
Mar 26 - Mar 29
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.6/10 Exceptional! (1,004 reviews)
Perfect service, quite classic luxury hotel. We had a perfect stay and look forward to our next stay. Thank you
Reviewed on Feb 3, 2026
Boston Harbor Hotel
North End
Price was CA $1,691, price is now CA $1,252 per person
CA $1,252
per person
Apr 3 - Apr 5
found 1 day ago
Roundtrip flight included
Halifax (YHZ) to Boston (BOS)
9.8/10 Exceptional! (1,005 reviews)
Outstanding. Definitely the best hotel I have ever stayed at and I've been all over the world. The hotel room was perfect but what shined was the impeccable service. The Boston Harbor Hotel had an amazing staff who were personable, always available and willing to assist in any way. Truly a gem.
Reviewed on Jan 25, 2026
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 $98 per night from Feb 16 to Feb 17
CA $98
CA $109 total
Feb 16 - Feb 17
includes taxes & fees
7.2/10 Good! (1,019 reviews)
The room was spotless and the housekeepers were very nice to me.
Reviewed on Feb 7, 2026
Sheraton Boston Needham Hotel
100 Cabot St Needham MA
Fully refundableReserve now, pay when you stay
The price is CA $140 per night from Feb 22 to Feb 23
CA $140
CA $157 total
Feb 22 - Feb 23
includes taxes & fees
8.6/10 Excellent! (1,549 reviews)
Quiet, clean room and good value. Friendly staff.
Reviewed on Feb 11, 2026
Four Points by Sheraton Boston Newton
320 Washington Street Newton MA
Fully refundableReserve now, pay when you stay
The price is CA $138 per night from Feb 22 to Feb 23
CA $138
CA $154 total
Feb 22 - Feb 23
includes taxes & fees
8.2/10 Very Good! (2,893 reviews)
a 1 night stay, Great welcome! Clean rooms
Reviewed on Feb 10, 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.
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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.
