Middletown Vacation Packages 2026 from $206

Middletown flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.

The Hotel@Dayton South

$206

per person

Nov 12 - Nov 15

found 1 day ago

Roundtrip flight included

New York (NYC) to Dayton (DAY)

This hotel features a 24-hour gym and a seasonal outdoor pool. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.

Belterra Casino Resort

$1,090

per person

Dec 20 - Dec 26

found 3 hours ago

Roundtrip flight included

New York (NYC) to Cincinnati (CVG)

This hotel features a golf course, a casino, and 4 restaurants. Traveling on business? Take advantage of the business center, laundry service, and free valet parking. Make the most of the gym and seasonal outdoor pool, and relax with drinks at one of the 3 bars/lounges.

Holiday Inn Express Hotel & Suites Richwood-Cincinnati South by IHG

$496

per person

Nov 14 - Nov 18

found 1 day ago

Roundtrip flight included

New York (NYC) to Cincinnati (CVG)

This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the hot tub and free perks like buffet breakfast and free self parking.

Firehouse Lofts

Downtown Cincinnati

$1,312

per person

Jan 1 - Jan 3

found 1 day ago

Roundtrip flight included

Boston (BOS) to Cincinnati (CVG)

A rooftop terrace, free self parking, and a virtual front desk are featured at this aparthotel. WiFi in public areas is free. Express check-out is also provided.

Holiday Inn Express West Cincinnati by IHG

Dent

$579

per person

Nov 13 - Nov 18

found 1 day ago

Roundtrip flight included

Boston (BOS) to Cincinnati (CVG)

This hotel features a gym and a seasonal outdoor pool. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.

Top Middletown hotels deals

Radisson Hotel Cincinnati Riverfront

668 W 5th St Covington KY

Free Cancellation

$88 nightly

$99 total

Oct 18 - Oct 19

Total with taxes and fees

This smoke-free hotel includes 2 restaurants, an indoor pool, and a 24-hour gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Self parking, a snack bar/deli, and express check-out are also offered.

Hilton Cincinnati Netherland Plaza

35 W 5th St Cincinnati OH

Free Cancellation

Reserve now, pay when you stay

$124 nightly

$148 total

Oct 18 - Oct 19

Total with taxes and fees

This smoke-free hotel features 2 restaurants, a bar/lounge, and A 24-hour gym. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. Self parking, a hair salon, and express check-out are also offered.

Hyatt Regency Cincinnati

151 West Fifth Street Cincinnati OH

Free Cancellation

Reserve now, pay when you stay

$152 nightly

$181 total

Oct 18 - Oct 19

Total with taxes and fees

This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. There's a gym on site, and concierge services and free newspapers are also offered.

21c Museum Hotel Cincinnati

609 Walnut St Cincinnati OH

Free Cancellation

Reserve now, pay when you stay

$156 nightly

$187 total

Nov 1 - Nov 2

Total with taxes and fees

A full-service spa, a 24-hour gym, and a restaurant are all featured at this smoke-free hotel. Relax with a drink at the bar/lounge and enjoy perks like free WiFi. Valet parking, a 24-hour business center, and dry cleaning are also offered.

Holiday Inn Express & Suites Cincinnati Riverfront by IHG

200 Crescent Ave Covington KY

Free Cancellation

$118 nightly

$133 total

Oct 18 - Oct 19

Total with taxes and fees

This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the free buffet breakfast each morning.

Days Inn by Wyndham Englewood Dayton Airport

20 Rockridge Rd Englewood OH

Free Cancellation

Reserve now, pay when you stay

$80 nightly

$93 total

Oct 25 - Oct 26

Total with taxes and fees

This hotel doesn't skimp on freebies - guests receive free on-the-go breakfast, free WiFi, and free self parking. Traveling on business? Take advantage of the business center, express check-out, and airport shuttle. There's a 24-hour gym on site, and a 24-hour front desk and dry cleaning are also provided.

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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.

Stay near popular Middletown attractions

Start Skydiving

8.0/10 (2 reviews)

Catch an event at Start Skydiving during your trip to Middletown. Visit the shops in this family-friendly area, or simply enjoy its restaurants.

See properties

Frequently asked questions

How much are vacation packages to Middletown?

With vacation packages being sold from as low as $206, it's not necessary to wipe out your bank balance for your getaway to Middletown. Travelocity is here to help. Combine hotels, flights and experiences into a package and land some serious discounts. The more you book, the greater the savings.

How long should my Middletown vacation be?

Many visitors pack their bags and escape to Middletown for an average of 2 nights. That's a good starting point, but don't let it restrict you. Whether you stay for a day or two to see the famous attractions or hang around to uncover hidden treasures, an unforgettable adventure awaits.

Where can I get the best vacation package deals for Middletown?

Travelocity is here to help you find a great Middletown package deal. With no less than 400 air carriers and 1,000,000 properties around the world, we know you'll find one that works for you.

Why should I book my Middletown vacation package with Travelocity?

With our Price Match Guarantee, we'll match any lower price you find. Add on our 24/7 support and first-rate service and your dream vacation is closer than ever before.

Can I save money on my Middletown car rental if I book it with my hotel or flight?

You certainly can — combine your flight, car and hotel into a Middletown vacation package and you'll save tons. With so much to see in Middletown, that set of wheels will make exploring a breeze. Once you've slid into the driver's seat, turn up the tunes and make your way to Indianapolis Motor Speedway, a renowned attraction roughly 100 mi from Middletown.

Which airport is best for Middletown?

Cincinnati - Northern Kentucky Intl. Airport (CVG) is where many vacationers step off the plane. It's situated around 35 mi southwest from inner Middletown. You can also check out the fares to James M. Cox Dayton Intl. Airport (DAY), which is 30 mi away from central Middletown.

What is there to do in Middletown?

Middletown is full of sights to discover, including Land of Illusion and Start Skydiving. These two fantastic attractions are at the top of most travelers' travel itineraries.

Where should I stay when visiting Middletown?

The Fairfield Inn Middletown Monroe is the number one choice of many travelers. Book as soon as possible before it's too late.