Middleborough Vacations from $378

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to $2,000 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

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 Wylie Inn and Conference Center at Endicott College

The Wylie Inn and Conference Center at Endicott College

3.5 out of 5
Save 100% on your flight
Price was $585, price is now $378 per person
$378
per person
Sep 5 - Sep 8
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Boston (BOS)
9.2/10 Wonderful! (1,169 reviews)
The location was off the beaten path and so nice. A beautiful fountain, tennis courts, and a quick connection to a private beach.

Reviewed on Jul 5, 2026

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Save 100% on your flight
Price was $1,492, price is now $869 per person
$869
per person
Aug 7 - Aug 10
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Boston (BOS)
9.8/10 Exceptional! (1,002 reviews)
Location

Reviewed on Jul 5, 2026

Good Hotels Boston

Good Hotels Boston

2 out of 5
South End
Save 100% on your flight
Price was $859, price is now $534 per person
$534
per person
Sep 5 - Sep 8
found 1 day 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

Boston Lodge and Suites

Boston Lodge and Suites

4 out of 5
Dorchester
Save 100% on your flight
Price was $1,429, price is now $899 per person
$899
per person
Sep 24 - Sep 28
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Boston (BOS)
8.4/10 Very Good! (190 reviews)
Parking was not easy. It was advertised as free parming and the explanation made it seem simple enough but finding free street parking in the area is not easy and you co stantly have to move your vehicles.

Reviewed on May 19, 2026

The Atlas Hotel

The Atlas Hotel

4.5 out of 5
Allston
Save 100% on your flight
Price was $742, price is now $469 per person
$469
per person
Sep 5 - Sep 8
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Boston (BOS)
9.4/10 Exceptional! (158 reviews)
The hotel and staff was a very nice place to stay. Expedia needs to let people know that there is an everyday “service fee” per night when staying in Boston. This equates to a local tax of $35.00 per night. That should be included in the online price to make travelers informed of extra expenditures.

Reviewed on Jul 5, 2026

Don't see what you're looking for?
See all available trips from Columbus to Middleborough
View all trips

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.
See properties

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! (1,003 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
Fully refundableReserve now, pay when you stay
$443 nightly
The price is $507 total per night from Jul 9 to Jul 10
$507 total
Jul 9 - Jul 10
Total with taxes and fees
7.8/10 Good! (344 reviews)
"convenient short drive from Boston with less traffic over Bourne Bridge. great location with pristine calm and warm water beach. great staff helping get settled on the beach with chairs and umbrella. fortunate to select room with patio first floor which was convenient. rooms were fine nothing scary ..."

Reviewed on Jul 4, 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
$107 nightly
The price is $120 total per night from Jul 12 to Jul 13
$120 total
Jul 12 - Jul 13
Total with taxes and fees
8.4/10 Very Good! (1,077 reviews)
"That hotel is so clean Breakfast is excellent and vary vary I highly recommend it to anyone"

Reviewed on Jul 6, 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

More vacations you might like

All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Frequently asked questions

How much does a Middleborough vacation package cost?
Offering excellent value package deals from $378 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

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