Middleborough Vacations from $716
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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.
Boston Lodge and Suites
Dorchester
$778
per person
Dec 3 - Dec 7
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Boston (BOS)
8.4/10 Very Good! (190 reviews)
The accommodation was great and spacious enough for a large group. There were five of us, and it was perfect for our needs. The apartment was clean, and everything we needed was provided, including towels, soap, dishwasher detergent, and more.
We turned on the oven to make dinner, but we were unable to turn it off because the buttons weren’t working. We called for assistance and received a response very quickly, which made us feel supported and taken care of.
Overall, we had a great stay! The apartment was lovely, and the location was excellent, especially for getting to Boston by public transportation.
Reviewed on Oct 17, 2026
Four Seasons Hotel Boston
Bay Village
$1,271
per person
Dec 26 - Dec 29
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Boston (BOS)
9.4/10 Exceptional! (487 reviews)
For the most high end hotel in Boston, lacked updated amenities that other newer hotels have. Rooms were severely dated.
Reviewed on Oct 20, 2026
Don't see what you're looking for?
See all available trips from Columbus to Middleborough
View all tripsStay 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.
Rocky Gutter Wildlife Management Area
This 3,000-acre wilderness area offers old logging trails through pine forests and freshwater swamps. Spot white-tailed deer and wild turkeys while exploring its serene landscape of cranberry bogs and streams.
Mcafee Library
McAfee Library serves as Middleborough High School's educational hub with diverse resources for students and faculty. Visitors can enjoy book clubs and research assistance during school hours.
Field of Dreams
This community ballpark hosts local sports and serves as Middleborough's recreational hub. Bring your own equipment and enjoy well-maintained fields perfect for family outings and casual games.
Westside Playground
This 9.5-acre community park offers baseball fields, playground equipment, and peaceful walking paths for local families. Bring sports gear or a picnic blanket to enjoy the green spaces and recreational facilities.
Black Brook Wildlife Management Area
This peaceful 316-acre wilderness area offers secluded trails through diverse woodlands and wetlands. Bring binoculars to spot native wildlife like deer and various bird species in their natural habitat.
What to do in Middleborough
Wine and Wine Jelly-Sauce Tasting on Plymouth Bay
$13
per adult
84% of travellers recommend
New England Cranberry Farm Tour Guided Experience and Local Goods
$72
per adult
Massachusetts Self-Guided GPS Audio Tour Bundle (11 Tours)
$50
per adult
Middleborough Hotel Deals
Red Roof Inn & Suites Middleborough
30 East Clark Street Middleborough MA
Fully refundableReserve now, pay when you stay
$89 nightly
$100 total
Oct 28 - Oct 29
Total with taxes and fees
Fairfield by Marriott Inn & Suites Raynham Middleborough/Plymouth
4 Chalet Rd Middleborough MA
Fully refundableReserve now, pay when you stay
$97 nightly
$108 total
Nov 5 - Nov 6
Total with taxes and fees
8.4/10 Very Good! (598 reviews)
"Breakfast was good. Room was clean and cozy bed."
Reviewed on Oct 15, 2026
Holiday Inn Express Hotel & Suites Middleboro Raynham by IHG
43 Harding St Middleborough MA
Fully refundable
$93 nightly
$104 total
Nov 23 - Nov 24
Total with taxes and fees
8.4/10 Very Good! (895 reviews)
"Comfortable bed, location, clean, crispy bacon."
Reviewed on Oct 22, 2026
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 $716 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.
