
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.

Global Luxury Suites East Boston
East Boston
per person
Oct 10 - Oct 15
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
7/10 Good! (157 reviews)
There were a few places to eat near the pier the view of the city was amazing and the tall boat was great for food,dancing and drinking however the vibe is younger college kids. I did enjoy the few places we visited to eat. The parking was horrible, We received no directions and it took us an hour to find someone to check in… I was left with two keys and no directions. I managed and once the sun came up an employee at the front desk named Craig was very helpful. The bed was so uncomfortable I would recommend getting a new more comfortable mattress for the amount we paid. All in all we made the best of it and everything else was okay. Lastly no TV directions I had to purchase Netflix on my own. This was not the best stay provided by Expedia. I was disappointed.
Reviewed on Jul. 31, 2025

Four Seasons Hotel Boston
Bay Village
per person
Sep 6 - Sep 9
found 10 hours ago
Roundtrip flight included
Toronto (YTZ) to Boston (BOS)
9.4/10 Exceptional! (435 reviews)
Not my favorite Four Seasons. I requested that they remove any alcohol from my room and they didn’t accommodate that simple request. They seemed hurried. B-
Reviewed on Jun. 22, 2025



The Ritz-Carlton, Boston
Downtown Boston
per person
Oct 9 - Oct 13
found 18 hours ago
Roundtrip flight included
Toronto (YYZ) to Boston (BOS)
9/10 Wonderful! (383 reviews)
This property is Ritz at its best. From the beautiful lobby and well-appointed room, to the impeccable service from staff at every level - all of whom appear to be empowered to make your stay a great one, Ritz Boston does it right.
The onsite restaurant was also top notch. As I looked over the menu, I felt a strong sense that if I went for the New England Clam Chowder, I would not be disappointed. THE best bowl of clam chowder I’ve had in my life!!
Reviewed on Jul. 31, 2025
Middleborough Hotel Deals

La Casa Inn & Suites - Middleboro
30 East Clark Street, Middleborough, MA
Fully refundableReserve now, pay when you stay
The price is CA $128 per night from Aug 19 to Aug 20
CA $128
CA $143 total
Aug 19 - Aug 20
includes taxes & fees
6.8/10 (803 reviews)
"Solidly"
Reviewed on Jul. 28, 2025

Hotel 1620 Plymouth Harbor
180 Water St, Plymouth, MA
The price is CA $144 per night from Aug 6 to Aug 7
CA $144
CA $202 total
Aug 6 - Aug 7
includes taxes & fees
8/10 Very Good! (1,003 reviews)
Nice
"Nice hotel for a stay in Plymouth. Walking distance to the water, shops, Main Street and more. Only issue was the rooms that have a balcony facing the indoor pool area open can be noisy and have chlorine smell of you open the balcony."
Reviewed on Aug. 2, 2025

Sea Crest Beach Resort
350 Quaker Rd, North Falmouth, MA
Fully refundableReserve now, pay when you stay
The price is CA $260 per night from Sep 1 to Sep 2
CA $260
CA $376 total
Sep 1 - Sep 2
includes taxes & fees
8/10 Very Good! (145 reviews)
"Great place to stay- lots of Amenities!! Front desk staff 100/10. They were fantastic! Got an upgrade to an Ocean Access Room ( not what it’s called but close enough lol) Great time! Will be back"
Reviewed on Aug. 1, 2025
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.