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.
Boston Lodge and Suites

Boston Lodge and Suites

4 out of 5
Dorchester
Price was CA $1,160, price is now CA $660 per person
CA $660
per person
Oct 21 - Oct 23
found 1 day ago
Roundtrip flight included
Ottawa (YOW) to Boston (BOS)
8.4/10 Very Good! (186 reviews)
Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Price was CA $2,961, price is now CA $1,566 per person
CA $1,566
per person
Oct 3 - Oct 6
found 1 day ago
Roundtrip flight included
Ottawa (YOW) to Boston (BOS)
9.8/10 Exceptional! (1,014 reviews)
The room was 5 star and it’s in an ideal location in central Boston. View of Boston harbor is amazing, of course. Restaurant on the harbor was good and the service there was great.

Reviewed on Aug. 19, 2025

Raffles Boston

Raffles Boston

5 out of 5
Back Bay
Price was CA $3,853, price is now CA $2,300 per person
CA $2,300
per person
Oct 13 - Oct 17
found 21 hours ago
Roundtrip flight included
Ottawa (YOW) to Boston (BOS)
9.6/10 Exceptional! (135 reviews)
Awesome hotel. Staff is great. Best hotel in Boston! And I've stayed at alot of em.

Reviewed on Aug. 11, 2025

Beacon Hill Hotel

Beacon Hill Hotel

4 out of 5
Beacon Hill
Price was CA $2,322, price is now CA $1,535 per person
CA $1,535
per person
Oct 13 - Oct 17
found 21 hours ago
Roundtrip flight included
Ottawa (YOW) to Boston (BOS)
8.8/10 Excellent! (235 reviews)
We enjoyed having the bistro on site.

Reviewed on Jul. 17, 2025

DoubleTree Suites by Hilton Hotel Boston - Cambridge

DoubleTree Suites by Hilton Hotel Boston - Cambridge

4 out of 5
Allston
Price was CA $1,609, price is now CA $1,065 per person
CA $1,065
per person
Sep 26 - Sep 30
found 14 hours ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
8.8/10 Excellent! (1,010 reviews)
There are many restaurants close to the hotel.

Reviewed on Aug. 10, 2025

Ready to book your vacation to Middleborough?

 

Choose your dates

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 $119 per night from Aug 21 to Aug 22
CA $119
CA $133 total
Aug 21 - Aug 22
includes taxes & fees
6.8/10 (820 reviews)
"The staff and place itself was excellent, free Breakfest in the morning, the pool was nice and clean, and the rooms were bigger then I expected. Definitely would come back"

Reviewed on Aug. 11, 2025

La Casa Inn & Suites - Middleboro
Hotel 1620 Plymouth Harbor

Hotel 1620 Plymouth Harbor

3 out of 5
180 Water St, Plymouth, MA
Fully refundableReserve now, pay when you stay
The price is CA $209 per night from Aug 21 to Aug 22
CA $209
CA $275 total
Aug 21 - Aug 22
includes taxes & fees
8/10 Very Good! (1,005 reviews)
"We loved our stay at the 1620 Hotel. Super Location. Friendly staff. Clean room. Comfy beds. Plenty of free parking. Dog-friendly to boot! The only slight negative - if I had to find one - was that our room was facing the pool area and had no natural daylight. However, since we didn’t come to spend ..."

Reviewed on Aug. 17, 2025

Hotel 1620 Plymouth Harbor
Sea Crest Beach Resort

Sea Crest Beach Resort

3.5 out of 5
350 Quaker Rd, North Falmouth, MA
The price is CA $242 per night from Sep 14 to Sep 15
CA $242
CA $356 total
Sep 14 - Sep 15
includes taxes & fees
7.8/10 Good! (164 reviews)
"A nice beach front get away. We did not like the extra charge for the second car or the resort fee."

Reviewed on Aug. 16, 2025

Sea Crest Beach Resort
See all 1,844 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 $660 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.