Middleborough Vacations from $508

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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!

The Latest Middleborough vacation packages

Price found within the past 48 hours. Click for updated prices.
The Hotel Portsmouth

The Hotel Portsmouth

3 out of 5
Downtown
Save 100% on your flight
Price was $765, price is now $508 per person
$508
per person
Aug 18 - Aug 21
found 1 day ago
Roundtrip flight included
New York (NYC) to Boston (BOS)
9.4/10 Exceptional! (1,001 reviews)
Room clean. Staff helpful although we were assigned a room at check in only to find someone else in that room! Nice European style breakfast but tea and coffee were not hot. Sufficient easy parking.

Reviewed on Jul 2, 2026

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Save 100% on your flight
Price was $2,392, price is now $1,266 per person
$1,266
per person
Sep 3 - Sep 7
found 1 day ago
Roundtrip flight included
Burbank (BUR) to Boston (BOS)
9.8/10 Exceptional! (1,002 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

Good Hotels Boston

2 out of 5
South End
Save 100% on your flight
Price was $1,045, price is now $657 per person
$657
per person
Aug 27 - Aug 30
found 13 hours ago
Roundtrip flight included
Chicago (CHI) 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

The Langham, Boston

The Langham, Boston

5 out of 5
Downtown Boston
Save 100% on your flight
Price was $1,207, price is now $790 per person
$790
per person
Sep 4 - Sep 7
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Boston (BOS)
9.8/10 Exceptional! (1,005 reviews)
Simply excellent in all aspects.

Reviewed on Jul 2, 2026

The Coach House

The Coach House

3 out of 5
Save 100% on your flight
Price was $1,357, price is now $892 per person
$892
per person
Sep 5 - Sep 7
found 21 hours ago
Roundtrip flight included
Chicago (CHI) to Boston (BOS)
9.6/10 Exceptional! (182 reviews)
This was my first time staying at a boutique hotel and it was a great choice. Not only was the price great, but the room was a good size and I enjoyed the snacks and toiletries. It was also very quiet— I slept very well. The Coach House is about a 20 minute walk (5-10 minute Uber) into the town square. The weather was great so I enjoyed the walks. Water was hot and pressure good.

Reviewed on Jun 15, 2026

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Stay near popular Middleborough attractions

Robbins Museum

6.6/10 (10 reviews)
The Robbins Museum houses over 3,000 artifacts chronicling New England's Native American heritage. Explore the ancient village diorama while knowledgeable staff illuminate the region's indigenous past.
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Middleborough Hotel Deals

Red Roof Inn & Suites Middleborough

Red Roof Inn & Suites Middleborough

2 out of 5
30 East Clark Street Middleborough MA
Fully refundableReserve now, pay when you stay
$108 nightly
The price is $121 total per night from Jul 12 to Jul 13
$121 total
Jul 12 - Jul 13
Total with taxes and fees
7/10 Good! (1,001 reviews)
"Older motel, very unclean esp floors, windows, walls. No amenities to speak of - no housekeeping done, trash not picked up, no tissues or extra roll TP. You have to ask for the basics. Minimal breakfast - few bagels, yogurt, juice, cereal (what ever they picked up at Walmart) Pool was clean and nice, ..."

Reviewed on Jul 1, 2026

Red Roof Inn & Suites Middleborough
Sea Crest Beach Resort

Sea Crest Beach Resort

3.5 out of 5
350 Quaker Rd North Falmouth MA
$457 nightly
The price is $523 total per night from Jul 7 to Jul 8
$523 total
Jul 7 - Jul 8
Total with taxes and fees
7.8/10 Good! (338 reviews)
"Amazing place"

Reviewed on Jul 1, 2026

Sea Crest Beach Resort
Garner Hotel Brockton - Boston by IHG

Garner Hotel Brockton - Boston by IHG

2.5 out of 5
405 Westgate Dr. Brockton MA
Fully refundableReserve now, pay when you stay
$103 nightly
The price is $115 total per night from Jul 5 to Jul 6
$115 total
Jul 5 - Jul 6
Total with taxes and fees
8.4/10 Very Good! (1,067 reviews)
"I like it a lot but the phone in the wasn’t working at all"

Reviewed on Jul 3, 2026

Garner Hotel Brockton - Boston by IHG
See all 1,966 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.

Find the Best Middleborough Vacation Packages

Middleborough Essential Information

Language
English
Currency
U.S dollars
Closest Airport
New Bedford Regional Airport (EWB)
Population
7,300
Max Temp Winter
35ºF
Max Temp Summer
75ºF
Top Sights
Mayflower Brewing Company, East Over Reservation and Robbins Museum

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Frequently asked questions

How much does a Middleborough vacation package cost?
Offering excellent value package deals from $508 on Expedia, you'll be pleasantly surprised at how much a vacation to Middleborough costs! Our packages make travel planning easier and your savings go further.
What are the cheapest months to go to Middleborough?
If you're hoping to book a cheap Middleborough vacation package, consider planning a trip in December, January and February. You're likely to find lower prices on hotels and flights during these quieter months — perfect for a budget-friendly getaway.
How many days is enough for Middleborough?
The ideal length for your Middleborough vacation depends on what you'd like to see and do. Generally, a few days to a week will give you time to visit all the leading sights and discover some hidden spots along the way.
How to find the best Middleborough package deals?
Use Expedia's filter tool to help you find some great Middleborough package deals. When you start your search, simply set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your escape for midweek, or look for Middleborough package deals in the off-peak season. Switch up your travel dates and you may land even better discounts. As a rule of thumb, it's typically best to lock in your vacation package well in advance.
Is it cheaper to book a Middleborough vacation as a package?
An Expedia vacation package could save you hundreds of dollars when compared to arranging flights and accommodations individually. Better still, you can customize your Middleborough trip to match your exact style. Pick your preferred flight time, select the hotel type and add a rental car. Explore our bundles to see how much you can save.
When to book a vacation package to Middleborough?
If you're considering a spur-of-the-moment Middleborough getaway, check out our last-minute deals that can be booked up to one week before you take off. Prefer not to wait until the last minute? You can score amazing deals on your hotels and flights by booking ahead.
Does Expedia offer Book Now, Pay Later Middleborough vacation packages?
Set off on your perfect escape to Middleborough with help from Expedia's Book Now, Pay Later vacations. No need to save up or hold off until your next payday — we've joined forces with online lender Affirm to give you flexibility and choice. Our vacation packages with payment plans let you split the cost across 3, 6 or 12 months. With no hidden or late payment fees, you can easily stay on budget and snap up bargains before they disappear.

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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.