Middleboro Vacations from $452

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Your Middleboro Vacation

Our Middleboro vacation packages provide endless opportunities to immerse yourself in new sights, sounds and activities. And with all your travel plans taken care of, you'll be free to enjoy your city break to the fullest. If taking in sights is on the to-do list during your trip to Middleboro, look around well-known attractions like Richmond Mall, Richmond Art Museum and Glenn Miller Park. Stop daydreaming and start traveling. Check out the broad range of options on Expedia today and put your Middleboro vacation plans in motion!

The Latest Middleboro vacation packages

Price found within the past 48 hours. Click for updated prices.
Marriott at the University of Dayton

Marriott at the University of Dayton

4 out of 5
University Park
Price was $522, price is now $452 per person
$452
per person
Sep 4 - Sep 7
found 11 hours ago
Roundtrip flight included
New York (JFK) to Dayton (DAY)
9.2/10 Wonderful! (1,004 reviews)
Great experience. Staff was great.

Reviewed on Jul 10, 2026

Dayton Vitality Hotel

Dayton Vitality Hotel

4 out of 5
Downtown Dayton
Price was $647, price is now $508 per person
$508
per person
Sep 23 - Sep 26
found 21 hours ago
Roundtrip non-stop flight included
New York (NYC) to Dayton (DAY)
7.6/10 Good! (108 reviews)
The check process was terrible! I had no idea it was “unmanned”, needed a security link, etc. When I booked it.

Reviewed on Jul 6, 2026

Holiday Inn Express & Suites Springfield - Dayton Area by IHG

Holiday Inn Express & Suites Springfield - Dayton Area by IHG

2.5 out of 5
Price was $625, price is now $544 per person
$544
per person
Sep 23 - Sep 26
found 21 hours ago
Roundtrip non-stop flight included
New York (NYC) to Dayton (DAY)
8.2/10 Very Good! (670 reviews)
This hotel was definitely not as advertised and left us with a very large problem.

Reviewed on Jul 9, 2026

Staybridge Suites Miamisburg by IHG

Staybridge Suites Miamisburg by IHG

3 out of 5
Price was $598, price is now $524 per person
$524
per person
Sep 23 - Sep 26
found 21 hours ago
Roundtrip non-stop flight included
New York (NYC) to Dayton (DAY)
9.4/10 Exceptional! (690 reviews)
Staff was excellent. Breakfast was great and the staff there were friendly, inviting and accommodating. Room was clean, comfortable, roomy and laid out well. Will be staying at more at IHG hotels.

Reviewed on Jul 12, 2026

Holiday Inn Express & Suites Dayton East - Beavercreek by IHG

Holiday Inn Express & Suites Dayton East - Beavercreek by IHG

2.5 out of 5
Price was $589, price is now $517 per person
$517
per person
Sep 23 - Sep 26
found 21 hours ago
Roundtrip non-stop flight included
New York (NYC) to Dayton (DAY)
9.2/10 Wonderful! (574 reviews)
Very clean, convenient to interstate and restaurants.

Reviewed on Jul 9, 2026

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Middleboro Hotel Deals

Baymont by Wyndham Richmond I-70

Baymont by Wyndham Richmond I-70

2.5 out of 5
912 Mendleson Dr Richmond IN
Fully refundableReserve now, pay when you stay
$69 nightly
The price is $77 total per night from Jul 19 to Jul 20
$77 total
Jul 19 - Jul 20
Total with taxes and fees
8.6/10 Excellent! (1,017 reviews)
"I actually ended up checking out right upon arrival because the room did not meet my cleanliness standard. There was a live bug trap in the room and items left from the previous guest and the whole room was just very run down looking and smelled of mildew/mold. I will say the manager and front desk ..."

Reviewed on Jul 13, 2026

Baymont by Wyndham Richmond I-70
Comfort Suites Richmond East

Comfort Suites Richmond East

2.5 out of 5
421 Commerce Road Richmond IN
Fully refundable
$95 nightly
The price is $107 total per night from Aug 9 to Aug 10
$107 total
Aug 9 - Aug 10
Total with taxes and fees
9.4/10 Exceptional! (794 reviews)
"Fantastically maintained property that felt updated, clean and new. I care most about cleanliness when traveling and this property was spot on for that!"

Reviewed on Jul 13, 2026

Comfort Suites Richmond East
Cobblestone Hotel & Suites - Eaton

Cobblestone Hotel & Suites - Eaton

2.5 out of 5
121 E Washington Jackson Rd Eaton OH
Fully refundableReserve now, pay when you stay
$129 nightly
The price is $146 total per night from Jul 15 to Jul 16
$146 total
Jul 15 - Jul 16
Total with taxes and fees
9.6/10 Exceptional! (147 reviews)
"New and very nice hotel. Friendly staff but greatly disappointed with the lousy breakfast."

Reviewed on Jul 14, 2026

Cobblestone Hotel & Suites - Eaton
See all 91 properties in Middleboro
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 Middleboro Vacation Packages

Middleboro Essential Information

Language
English
Currency
U.S dollars
Top Sights
Richmond Art Museum, Richmond Civic Theatre and Wayne County Historical Museum

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Frequently asked questions

How much does a Middleboro vacation package cost?
Offering great value package deals from $452 on Expedia, you'll be thrilled with how little a vacation to Middleboro costs! Our packages simplify travel planning and maximize your savings.
What are the cheapest months to go to Middleboro?
If you're hoping to score a cheap Middleboro vacation package, consider traveling in December, January and February. You'll typically find lower prices on accommodations and flights during these quieter months — perfect for a budget-friendly getaway.
How many days is enough for Middleboro?
The ideal duration for your Middleboro vacation depends on what you'd like to see. Generally, a few days to a week will give you plenty of time to hit all the major attractions and explore some hidden spots along the way.
How to find the best Middleboro package deals?
Use Expedia's filter tool to find some of the best Middleboro package deals. When you start your search, just set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your trip for midweek, or look for Middleboro package deals in the off-season. Switch up your travel dates and you may land even bigger discounts. As a rule of thumb, it's usually best to lock in your vacation package well in advance.
Is it cheaper to book a Middleboro vacation as a package?
Expedia vacation packages are designed to help you keep more money in your pocket. Bundle your flight, hotel and car rental into one great-value price and you could save hundreds of dollars. You'll generally score a better deal than booking each component separately. And you'll still get the freedom to create a tailored Middleboro vacation by choosing your favorite type of stay, airline and car class.
When to book a vacation package to Middleboro?
If you've got your Middleboro vacation dates confirmed, book early to bag some fantastic deals. With Expedia, you can generally reserve some flights up to one year in advance. Prefer spur-of-the-moment getaways? Our last-minute deals are ideal for jetting off on a whim.
Does Expedia offer Book Now, Pay Later Middleboro vacation packages?
Jet off on your dream getaway to Middleboro with our Book Now, Pay Later vacations. There's no need to scrimp and save or wait until the next payday — we've teamed up with online lender Affirm to offer you flexibility and choice. Our vacation packages with payment plans mean you can spread the total cost across 3, 6 or 12 months. With no hidden charges or late payment fees, it's easy to stick to your budget and snap up travel deals before they sell out.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.