Middleborough Vacations from $428

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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

Boston Lodge and Suites

4 out of 5
Dorchester
Price was $1,326, price is now $428 per person
$428
per person
Feb 18 - Feb 23
found 1 hour ago
Roundtrip flight included
Orlando (MCO) to Boston (BOS)
8.4/10 Very Good! (188 reviews)
Apartment was clean and short walk from train. Staff were very friendly and helpful. Not too far from downtown Boston. Check in/check out process was very easy and convenient. If I ever find myself back in Boston, I’ll definitely see if this one is available.

Reviewed on Nov 10, 2025

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Save 100% on your flight
Price was $1,081, price is now $711 per person
$711
per person
Feb 20 - Feb 22
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Boston (BOS)
9.8/10 Exceptional! (1,005 reviews)
Excellent hotel in all aspects. Comfortable and spacious rooms and attentive staff. Only exception is $70 valet parking which is way over priced (even for Boston) especially on a weekend evening.

Reviewed on Dec 7, 2025

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 $886, price is now $583 per person
$583
per person
Feb 20 - Feb 22
found 3 hours ago
Roundtrip non-stop flight included
Orlando (MCO) to Boston (BOS)
9.6/10 Exceptional! (247 reviews)
Beautiful property! Room was excellent. Great amenities and free continental breakfast brought to our room.

Reviewed on Oct 21, 2025

enVision Hotel Boston Everett

enVision Hotel Boston Everett

2 out of 5
Save 100% on your flight
Price was $659, price is now $456 per person
$456
per person
Feb 18 - Feb 23
found 1 hour ago
Roundtrip flight included
Orlando (MCO) to Boston (BOS)
8.6/10 Excellent! (1,001 reviews)
Friendly staff, super clean, stylish and comfortable room, 11 minute brisk pleasurable walk to the silverline! This will be my go to when visiting Boston now.

Reviewed on Dec 3, 2025

Porter Square Hotel

Porter Square Hotel

3 out of 5
North Cambridge
Save 100% on your flight
Price was $608, price is now $429 per person
$429
per person
Feb 18 - Feb 23
found 2 hours ago
Roundtrip flight included
Orlando (MCO) to Boston (BOS)
9.2/10 Wonderful! (1,004 reviews)
Clean modern room, friendly staff, great location. Would visit again next time we’re in the Boston area.

Reviewed on Nov 29, 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
7/10 Good! (979 reviews)
The room was clean. It was s spacious room with a refrigerator and microwave. The staff were friendly and helpful.

Reviewed on Nov 30, 2025

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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
$97 nightly
The price is $108 total per night from Dec 21 to Dec 22
$108 total
Dec 21 - Dec 22
Total with taxes and fees
8.2/10 Very Good! (515 reviews)
Clean rooms and quiet setting.

Reviewed on Nov 30, 2025

Fairfield by Marriott Inn & Suites Raynham Middleborough/Plymouth
Holiday Inn Express Hotel & Suites Middleboro Raynham by IHG

Holiday Inn Express Hotel & Suites Middleboro Raynham by IHG

2.5 out of 5
43 Harding St Middleborough MA
Fully refundable
$92 nightly
The price is $103 total per night from Dec 28 to Dec 29
$103 total
Dec 28 - Dec 29
Total with taxes and fees
8.2/10 Very Good! (804 reviews)
English muffins were stale. Everything else was very good.

Reviewed on Nov 13, 2025

Holiday Inn Express Hotel & Suites Middleboro Raynham by IHG
See all 1,813 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 $428 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.