Middleborough Vacations from $697

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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 Cove at Yarmouth by Westgate Resorts

The Cove at Yarmouth by Westgate Resorts

3 out of 5
Save 100% on your flight
Price was $1,117, price is now $697 per person
$697
per person
Jun 6 - Jun 12
just found
Roundtrip non-stop flight included
Dallas (DFW) to Boston (BOS)
9.2/10 Wonderful! (261 reviews)
It’s a comfortable and friendly place.

Reviewed on May 1, 2026

Nantucket Inn

Nantucket Inn

3.5 out of 5
Price was $2,170, price is now $1,236 per person
$1,236
per person
Jul 2 - Jul 6
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Boston (BOS)
9/10 Wonderful! (670 reviews)
The staff was fantastic, everything was very well maintained, and the shuttle into town was so helpful! Highly recommend.

Reviewed on May 6, 2026

The Inn at Hastings Park, Relais & Chateaux - Boston

The Inn at Hastings Park, Relais & Chateaux - Boston

4 out of 5
Save 100% on your flight
Price was $2,955, price is now $1,752 per person
$1,752
per person
Jun 16 - Jun 23
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
9.6/10 Exceptional! (254 reviews)
Splendid bed and breakfast

Reviewed on Apr 29, 2026

The Onset Beach Compound-Cape Cod Beach Resort & Oceanic Habitat

The Onset Beach Compound-Cape Cod Beach Resort & Oceanic Habitat

3 out of 5
Price was $4,464, price is now $2,739 per person
$2,739
per person
Jul 13 - Jul 18
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Boston (BOS)
10/10 Exceptional! (9 reviews)
thanks u for very nice place and clean i really loved i will cominng back soon

Reviewed on May 8, 2025

Luxury 2BR near Cambridge

3 out of 5
Prospect Hill
Save 100% on your flight
Price was $2,576, price is now $1,718 per person
$1,718
per person
Jun 16 - Jun 23
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
8/10 Very Good! (1 review)
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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

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
$89 nightly
The price is $100 total per night from May 10 to May 11
$100 total
May 10 - May 11
Total with taxes and fees
7.2/10 Good! (1,004 reviews)
The place was fresh and clean as a whistle.one small complaint I read online 24 hour coffee and that didn't exist

Reviewed on May 6, 2026

Red Roof Inn & Suites Middleborough
Fairfield by Marriott Inn & Suites Raynham Middleborough/Plymouth

Fairfield by Marriott Inn & Suites Raynham Middleborough/Plymouth

3 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 May 25 to May 26
$123 total
May 25 - May 26
Total with taxes and fees
8.4/10 Very Good! (551 reviews)
Pleasant to stay about what I expected

Reviewed on May 2, 2026

Fairfield by Marriott Inn & Suites Raynham Middleborough/Plymouth
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
$202 nightly
The price is $231 total per night from May 10 to May 11
$231 total
May 10 - May 11
Total with taxes and fees
8/10 Very Good! (271 reviews)
beautiful, well kept, great food

Reviewed on May 6, 2026

Sea Crest Beach Resort
See all 1,906 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 $697 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.