Middleborough Vacations from $451

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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.
Josiah Keith House

Josiah Keith House

2 out of 5
Price was $597, price is now $451 per person
$451
per person
Dec 13 - Dec 16
found 23 hours ago
Roundtrip non-stop flight included
Los Angeles (QLA) to Boston (BOS)
9.8/10 Exceptional! (28 reviews)
This place isn’t just somewhere to stay, it’s something to experience. We were only in for a night but the innkeeper went out of his way to make it memorable. If you are a history buff or just like a fun vibe, we highly recommend.

Reviewed on Sep 10, 2025

Boston Lodge and Suites

Boston Lodge and Suites

4 out of 5
Dorchester
Save 100% on your flight
Price was $991, price is now $538 per person
$538
per person
Dec 4 - Dec 7
found 13 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Boston (BOS)
8.4/10 Very Good! (186 reviews)
Sonesta Select Boston Foxborough Mansfield

Sonesta Select Boston Foxborough Mansfield

3 out of 5
Save 100% on your flight
Price was $927, price is now $690 per person
$690
per person
Oct 23 - Oct 28
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Boston (BOS)
8.6/10 Excellent! (1,016 reviews)
Customer service was excellent. Bathroom floor was not clean but didn't have time to complain, stayed one night for a wedding.

Reviewed on Sep 11, 2025

Hampton Inn & Suites Watertown Boston

Hampton Inn & Suites Watertown Boston

2.5 out of 5
Price was $990, price is now $747 per person
$747
per person
Nov 25 - Dec 2
found 18 hours ago
Roundtrip flight included
San Juan (SJU) to Boston (BOS)
9.4/10 Exceptional! (1,029 reviews)
Room is clean and new. Common area is big and modern. location is nice sitting in a plaza with many good restaurants around. Close to downtown.

Reviewed on Sep 15, 2025

Cambria Hotel & Suites Plymouth

Cambria Hotel & Suites Plymouth

3 out of 5
Price was $590, price is now $457 per person
$457
per person
Oct 25 - Oct 28
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Boston (BOS)
9.8/10 Exceptional! (42 reviews)
Best Hotel Ever!!! The staff was amazing…Loved the remodel, very modern. Breakfast was VERY PRICEY. I didn’t eat there so I don’t know how the food was.

Reviewed on Sep 7, 2025

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Discover the most popular places to visit in Middleborough

Robbins Museum

You can spend time exploring the galleries in Robbins Museum during your travels in Middleborough. Discover the seafood restaurants and its theater scene while you're in the area.

Robbins Museum

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
$78 nightly
The price is $87 total per night from Oct 2 to Oct 3
$87 total
Oct 2 - Oct 3
Total with taxes and fees
6.8/10 (860 reviews)
"Clean and everything worked"

Reviewed on Sep 14, 2025

La Casa Inn & Suites - Middleboro
Fairfield by Marriott Inn & Suites Raynham Middleborough/Plymouth

Fairfield by Marriott Inn & Suites Raynham Middleborough/Plymouth

2.5 out of 5
4 Chalet Rd, Middleborough, MA
Fully refundableReserve now, pay when you stay
$110 nightly
The price is $123 total per night from Sep 29 to Sep 30
$123 total
Sep 29 - Sep 30
Total with taxes and fees
8.2/10 Very Good! (489 reviews)
Very good
"Great motel"

Reviewed on Sep 15, 2025

Fairfield by Marriott Inn & Suites Raynham Middleborough/Plymouth
Rodeway Inn Middleboro - Plymouth

Rodeway Inn Middleboro - Plymouth

2 out of 5
390 Wareham St, Middleborough, MA
Fully refundableReserve now, pay when you stay
$109 nightly
The price is $122 total per night from Sep 18 to Sep 19
$122 total
Sep 18 - Sep 19
Total with taxes and fees
8.2/10 Very Good! (342 reviews)
"Roadside motel - rooms were clean, updated and functional. Would stay there again"

Reviewed on Sep 2, 2025

Rodeway Inn Middleboro - Plymouth
See all 1,834 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?
Offering excellent value package deals from $451 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.

Explore a world of travel with Expedia

Explore a world of travel with Expedia

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