Middletown Vacations from $494
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Your Middletown Vacation
Reserve a Middletown vacation package that includes everything you need and nothing you don't. Good for nightlife, distilleries and craft breweries and shopping, consider staying in the neighborhood of East Market District. You'll want to take in some sights during your trip to Middletown. Make time for top attractions such as E.P. Tom Sawyer State Park, Mall St. Matthews and Springhurst Towne Center Shopping Center. Check out Expedia's extensive range of travel options and book your ideal vacation to Middletown now.
The Latest Middletown Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Cottonwood Airport & Expo Hotel Louisville
Shively
Price was $676, price is now $494 per person
$494
per person
Aug 6 - Aug 9
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Louisville (SDF)
8.6/10 Excellent! (1,011 reviews)
yes everything was great the lady that worked in afternoon was excellent
Reviewed on May 15, 2026
Holiday Inn Louisville Airport South by IHG
Price was $646, price is now $497 per person
$497
per person
Aug 6 - Aug 9
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Louisville (SDF)
8.8/10 Excellent! (882 reviews)
The room was clean and the staff was wonderful
Reviewed on May 11, 2026
Fairfield Inn & Suites by Marriott Louisville Downtown
Downtown Louisville
Save 100% on your flight
Price was $1,577, price is now $1,213 per person
$1,213
per person
Jul 8 - Jul 15
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Louisville (SDF)
8.4/10 Very Good! (1,004 reviews)
Breakfast was great! Hotel and rooms were very clean and comfortable
Reviewed on May 17, 2026
Crowne Plaza Louisville Airport Expo Ctr by IHG
Fairgrounds
Price was $683, price is now $528 per person
$528
per person
Aug 6 - Aug 9
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Louisville (SDF)
8.8/10 Excellent! (1,366 reviews)
Delicious fresh breakfast, very friendly staff, beautiful facility overall. Will definitely stay at Crown Plaza again!
Reviewed on May 17, 2026
Where to stay in Middletown
Find the best Middletown areas and neighborhoods for the activities you enjoy most. Learn more about Middletown
Downtown Louisville
3 out of top 10 points of interest in this area
4/5(1,844 area reviews)
Explore "Museum Row" in the West Main District, catch a game at Louisville Slugger Field, or stroll across the pedestrian-only Big Four Bridge. Enjoy diverse attractions, restaurants, and the Louie Link skywalk.
Middletown Hotel Deals
Staybridge Suites - Louisville - East by IHG
11711 Gateworth Way Louisville KY
Fully refundableReserve now, pay when you stay
$91 nightly
The price is $107 total per night from May 25 to May 26
$107 total
May 25 - May 26
Total with taxes and fees
8.2/10 Very Good! (711 reviews)
Quiet, very large rooms. Excellent breakfast. One of the best complementary breakfasts we have had at a US hotel.
Reviewed on May 14, 2026
Crowne Plaza Louisville Airport Expo Ctr by IHG
830 Phillips Lane Louisville KY
Fully refundableReserve now, pay when you stay
$82 nightly
The price is $97 total per night from Jun 15 to Jun 16
$97 total
Jun 15 - Jun 16
Total with taxes and fees
8.8/10 Excellent! (1,423 reviews)
Delicious fresh breakfast, very friendly staff, beautiful facility overall. Will definitely stay at Crown Plaza again!
Reviewed on May 17, 2026
Galt House Hotel Trademark Collection by Wyndham
140 North Fourth Street Louisville KY
Fully refundableReserve now, pay when you stay
$149 nightly
The price is $175 total per night from Jun 7 to Jun 8
$175 total
Jun 7 - Jun 8
Total with taxes and fees
9/10 Wonderful! (4,207 reviews)
Great location for enjoying city of Louisville and close proximity to basketball tournament convention center. Parking at hotel is also a nice easy experience. Definitely would book again.
Reviewed on May 17, 2026
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.
Discover the most popular places to visit in Middletown
Kentucky Exposition Center
Learn about the events happening at Kentucky Exposition Center during your trip to Louisville. Experience the area's acclaimed theater scene and great live music.
Churchill Downs
Find more than mint juleps to enjoy at this iconic racetrack, best known as the annual host of the Kentucky Derby.
KFC Yum Center
Catch an event at KFC Yum Center during your trip to Louisville. Stroll along the riverfront or attend a sporting event in the area.
Things to do
Historic Walking Tour of Victorian Louisville with Food & Bourbon
$139
per adult
80% of travellers recommend
Kentucky Derby Museum - General Admission and Guided Track Visit
$25
per adult
92% of travellers recommend
Kentucky Derby Museum - Admission with Guided Track Visit
$25
per adult
88% of travellers recommend
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- Southeast Christian Church
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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.