Middleborough Vacation Packages
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Your Middleborough Vacation
The vibrant city of Middleborough is calling your name. Delve into everything from its highlights to its hidden gems with a Middleborough vacation package that's tailored to you. Robbins Museum and Poquoy Brook Golf Club are a couple of the must-see sights to explore during a trip to Middleborough. Expedia has what you need to escape your routine. Tailor your vacation to Middleborough to suit your travel style, whatever that may be!
Top Middleborough Vacation Deals
Price found within the past 48 hours. Click for updated prices.
By the Sea Guests Bed & Breakfast & Suites
Price was CA $1,832, price is now CA $1,294 per person
CA $1,294
per person
Aug 21 - Aug 25
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Boston (BOS)
9.2/10 Wonderful! (189 reviews)
Nice property. A little parking issue due to limited parking. Only one space per room, I think some people didn't listen. But breakfast, the private beach, the staff, the amenities all awesome.
Reviewed on Jun 25, 2026
Boston Harbor Hotel
North End
Price was CA $2,507, price is now CA $1,471 per person
CA $1,471
per person
Aug 21 - Aug 24
found 1 day ago
Roundtrip flight included
Montreal (YMQ) to Boston (BOS)
9.8/10 Exceptional! (1,009 reviews)
We were there for 5 days. It was impeccable. The location, service, ambiance everything was perfect! All small attentions that makes you feel comfortable. We took the water taxi from (and to) the airport directly to the hotel fastest way to get there. Easy to walk around and along the waterfront. Breakfast was excellent
Reviewed on Jun 15, 2026
Good Hotels Boston
South End
Price was CA $2,788, price is now CA $1,898 per person
CA $1,898
per person
Sep 1 - Sep 6
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Boston (BOS)
8/10 Very good! (55 reviews)
This was a very clean and well-looked after property, and the staff went out of their way to check everything was in order.
Reviewed on May 23, 2026
Meco Hotel - Hostel
West End
Price was CA $2,048, price is now CA $1,451 per person
CA $1,451
per person
Aug 10 - Aug 14
found 1 day ago
Roundtrip flight included
Montreal (YMQ) to Boston (BOS)
8.6/10 Excellent! (467 reviews)
I love the design of the hotel! The pods are really spacious and provide a lot of privacy. This is my second stay here and will always return when I’m back in Boston!
Reviewed on Jun 21, 2026
Ashworth by the Sea
Hampton Beach
Price was CA $2,482, price is now CA $1,775 per person
CA $1,775
per person
Jul 26 - Aug 2
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Boston (BOS)
8.2/10 Very good! (1,345 reviews)
Access and location to beach was great and staff was helpful. Elevator did not work, fridge in room would not get cold, water never turned hot and had to ask for refill for shampoo and conditioner.
Reviewed on Jun 25, 2026
Middleborough Hotel Deals
Red Roof Inn & Suites Middleborough
30 East Clark Street Middleborough MA
Fully refundableReserve now, pay when you stay
The price is CA $146 per night from Jul 23 to Jul 24
CA $146
CA $163 total
Jul 23 - Jul 24
includes taxes & fees
7/10 Good! (1,001 reviews)
"It was ok to stay here."
Reviewed on Jun 24, 2026
Garner Hotel Brockton - Boston by IHG
405 Westgate Dr. Brockton MA
Fully refundableReserve now, pay when you stay
The price is CA $152 per night from Jun 28 to Jun 29
CA $152
CA $170 total
Jun 28 - Jun 29
includes taxes & fees
8.4/10 Very good! (1,043 reviews)
"Stay 1 night, very clean and amazing breakfast selection. Will definitely recommend to families."
Reviewed on Jun 25, 2026
Sea Crest Beach Resort
350 Quaker Rd North Falmouth MA
Fully refundableReserve now, pay when you stay
The price is CA $595 per night from Jul 16 to Jul 17
CA $595
CA $762 total
Jul 16 - Jul 17
includes taxes & fees
7.8/10 Good! (329 reviews)
"We had an okay stay overall. The rooms were clean, and the restaurant was excellent. Unfortunately, one day during our visit the property lost power from 9:00 a.m. until 1:00 p.m., which was inconvenient. We stayed after Memorial Day and were disappointed to find that some of the advertised amenities, ..."
Reviewed on Jun 25, 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.
Stay near popular Middleborough attractions
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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.
