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

Global Luxury Suites East Boston

4 out of 5
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

Four Seasons Hotel Boston

5 out of 5
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

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
per person
Sep 18 - Sep 21
found 1 day ago
Roundtrip flight included
Buffalo (BUF) to Boston (BOS)
9.8/10 Exceptional! (1,001 reviews)
Wonderful high end hotel in a fantastic area. Loved being able to walk to the north end!

Reviewed on Aug. 3, 2025

Raffles Boston

Raffles Boston

5 out of 5
Back Bay
per person
Sep 18 - Sep 21
found 1 day ago
Roundtrip flight included
Buffalo (BUF) to Boston (BOS)
9.6/10 Exceptional! (132 reviews)
Raffles is the most service oriented hotel we have ever stayed at. This place is amazing!!

Reviewed on Aug. 2, 2025

The Ritz-Carlton, Boston

The Ritz-Carlton, Boston

5 out of 5
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

Ready to book your vacation to Middleborough?

 

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Middleborough Hotel Deals

La Casa Inn & Suites - Middleboro

La Casa Inn & Suites - Middleboro

2.5 out of 5
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

La Casa Inn & Suites - Middleboro
Hotel 1620 Plymouth Harbor

Hotel 1620 Plymouth Harbor

3 out of 5
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

Hotel 1620 Plymouth Harbor
Sea Crest Beach Resort

Sea Crest Beach Resort

3.5 out of 5
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

Sea Crest Beach Resort
See all 1,840 properties in Middleborough
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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Frequently asked questions

How much does a Middleborough vacation package cost?
You'll find cheap prices from CA $1,237 on Expedia for your Middleborough break. However, factors like the season, length of stay and your choice of hotel will determine how much your vacation to Middleborough costs.
What are the cheapest months to go to Middleborough?
December, January and February are the best times to look for cheap Middleborough vacation packages. Choosing to travel in quieter periods means you can usually find reduced prices on hotels and flights.
How many days is enough for Middleborough?
Typically, a handful of days is enough to explore the top sights during your Middleborough vacation. However, if you'd like to have time to kick back or take day tours, consider extending your itinerary.
How to find the best Middleborough package deals?
Finding a cheap Middleborough package deal is easy with Expedia. After you've entered your destination and preferred dates under our "Packages" tab, set your maximum budget, apply some filters and see what's available. You can tailor your search by "Amenities," "Property type," "Guest rating" and more. Order the results by "Price: low to high" to view the most wallet-friendly Middleborough package deals. Want a simple trick to get the biggest savings? Have some flexibility with your departure dates and consider travelling on a weekday, when prices are typically lower.
Is it cheaper to book a Middleborough vacation as a package?
An Expedia vacation package could land you great savings when compared to arranging flights and stays individually. Better still, you can personalize your Middleborough escape to match your exact style. Choose your preferred flight time, select the hotel type and add a rental car. Check out our great deals to see how much you can save.
When to book a vacation package to Middleborough?
If you're planning a spur-of-the-moment Middleborough trip, browse our last-minute deals that can be booked up to one week before you go. Don't want to leave things to the last minute? You can find sensational deals on your hotels and flights by booking well in advance.
How to plan a trip to Middleborough?

  1. Choose your dates: What you plan to do in Middleborough and your favourite season will help you decide when to travel.
  2. Set a budget: Consider expenses like food, flights and transportation when working out how much to save for your trip to Middleborough. Then, choose a property that works with your budget, whether that's a wallet-friendly stay or a swankier retreat.
  3. Decide your trip length: Think about how much time you want to spend discovering Middleborough. Plan your days so you can get to all the experiences and attractions you're interested in at a comfortable pace.
  4. Bundle your bookings: With your travel dates in order, you can combine your car rental, hotels, flights and more into a tailored Middleborough vacation package.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.