Middleboro Vacations from $305

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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.
Cozy Garden Inn By OYO Hwy 40 Richmond

Cozy Garden Inn By OYO Hwy 40 Richmond

2.5 out of 5
Price was $351, price is now $305 per person
$305
per person
Dec 31 - Jan 2
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to Dayton (DAY)
6.8/10 (65 reviews)
The location was great and next to Culver's.

Reviewed on Oct 6, 2025

Hampton Inn & Suites Dayton - Vandalia

Hampton Inn & Suites Dayton - Vandalia

2.5 out of 5
Price was $432, price is now $361 per person
$361
per person
Jan 7 - Jan 10
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to Dayton (DAY)
9/10 Wonderful! (785 reviews)
Kitchen staff, reception employees very friendly and professional

Reviewed on Nov 22, 2025

Hotel Ardent Dayton Downtown, Tapestry Collection By Hilton

Hotel Ardent Dayton Downtown, Tapestry Collection By Hilton

3.5 out of 5
Downtown Dayton
Price was $473, price is now $412 per person
$412
per person
Dec 31 - Jan 2
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) to Dayton (DAY)
8.6/10 Excellent! (70 reviews)
Staff were very nice the bar was great with easy access

Reviewed on Nov 19, 2025

Country Inn & Suites by Radisson, Springfield, OH

Country Inn & Suites by Radisson, Springfield, OH

2.5 out of 5
Price was $409, price is now $357 per person
$357
per person
Jan 7 - Jan 10
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to Dayton (DAY)
9/10 Wonderful! (1,000 reviews)
Our stay was excellent, the room was cleanand comfortable. The bathroom was was clean and well stocked and updated. The staff couldn't have been more professional and friendly

Reviewed on Nov 20, 2025

Hampton Inn & Suites Dayton-Airport

Hampton Inn & Suites Dayton-Airport

2.5 out of 5
Price was $420, price is now $370 per person
$370
per person
Jan 7 - Jan 10
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to Dayton (DAY)
8.6/10 Excellent! (1,003 reviews)
Bed covers nice, clean room and bathroom. Mattress was comfortable.

Reviewed on Nov 20, 2025

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Discover the most popular places to visit in Middleboro

One picture can't possibly do justice to this fun museum. It has such a variety of exhibits! I love the antique cars in the basement.

Wayne County Historical Museum

You can study the exhibits at Wayne County Historical Museum, a museum with a storied past, during your travels to Richmond. You can attend a sporting event while in the area.

Wayne County Historical Museum

Earlham College

Explore the campus of Earlham College, during your travels in Richmond. You can attend a sporting event while in the area.

Earlham College

Richmond Mall

You can find the perfect gifts to bring home at Richmond Mall during your stay in Richmond. Attend a sporting event in this family-friendly area.

Richmond Mall

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
$67 nightly
The price is $75 total per night from Nov 30 to Dec 1
$75 total
Nov 30 - Dec 1
Total with taxes and fees
8.2/10 Very Good! (1,014 reviews)
Friendly helpful staff, great breakfast

Reviewed on Nov 24, 2025

Baymont by Wyndham Richmond I-70
Comfort Suites

Comfort Suites

2.5 out of 5
421 Commerce Road Richmond IN
Fully refundableReserve now, pay when you stay
$95 nightly
The price is $107 total per night from Dec 14 to Dec 15
$107 total
Dec 14 - Dec 15
Total with taxes and fees
9.2/10 Wonderful! (642 reviews)
Clean, comfortable room, cordial staff, and good breakfast

Reviewed on Nov 25, 2025

Comfort Suites
Best Western Plus Richmond Indiana I-70

Best Western Plus Richmond Indiana I-70

2.5 out of 5
533 W Eaton Pike Richmond IN
Fully refundableReserve now, pay when you stay
$93 nightly
The price is $105 total per night from Dec 6 to Dec 7
$105 total
Dec 6 - Dec 7
Total with taxes and fees
8.4/10 Very Good! (1,002 reviews)
All was good

Reviewed on Nov 22, 2025

Best Western Plus Richmond Indiana I-70
See all 82 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 $305 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.