Middletown Vacations from $515
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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.
The Villas at French Lick Springs
Downtown French Lick
Price was $896, price is now $672 per person
$672
per person
May 22 - May 25
found 1 day ago
Roundtrip flight included
Denver (DEN) to Louisville (SDF)
8.8/10 Excellent! (270 reviews)
Although the place was a bit dated, the villa was spotless and the amenities were great!
Reviewed on Feb 23, 2026
Holiday Inn Express Louisville Airport Expo Center by IHG
Hayfield Dundee
Price was $698, price is now $550 per person
$550
per person
Apr 1 - Apr 6
found 24 hours ago
Roundtrip flight included
Boston (BOS) to Louisville (SDF)
8.6/10 Excellent! (1,001 reviews)
Everything very clean, the staff very friendly
Reviewed on Feb 23, 2026
Holiday Inn Express & Suites Louisville Downtown by IHG
Downtown Louisville
Price was $695, price is now $559 per person
$559
per person
Apr 1 - Apr 6
found 24 hours ago
Roundtrip flight included
Boston (BOS) to Louisville (SDF)
8.8/10 Excellent! (1,620 reviews)
Clean, friendly staff, good breakfast, quiet, short walking distance to food and many distilleries .
Reviewed on Feb 24, 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
4 out of top 10 points of interest in this area
4/5(1,812 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 refundable
$98 nightly
The price is $115 total per night from Mar 9 to Mar 10
$115 total
Mar 9 - Mar 10
Total with taxes and fees
8.2/10 Very Good! (687 reviews)
The room and service was really nice. I had a lovely time, and the staff was very amenable and friendly. No qualms! The breakfast also had a nice variety -- scrambled eggs, bacon, yogurt bar, toast, bagels, juices, coffee, as well as cereal, warm oats, waffles, muffins, omelettes, and potatoes.
Reviewed on Feb 22, 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 Mar 30 to Mar 31
$175 total
Mar 30 - Mar 31
Total with taxes and fees
9/10 Wonderful! (4,087 reviews)
No microwave, pullout sofa, trash bags for cans or extra sheets. Just a one night stay but these are basic things.
Reviewed on Mar 2, 2026
Omni Louisville Hotel
400 S. 2nd Street Louisville KY
Fully refundableReserve now, pay when you stay
$183 nightly
The price is $216 total per night from Mar 29 to Mar 30
$216 total
Mar 29 - Mar 30
Total with taxes and fees
9.2/10 Wonderful! (1,783 reviews)
The staff at the Omni provided outstanding customer service that exceeded our expectations. They were quick to provide solutions and answer our questions. Terrence and Amanda went out of their way to make sure our stay was top notch. They were kind, polite and provided excellent, charismastic, customer ...
Reviewed on Mar 2, 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 lively festivals and acclaimed art scene.
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
$129
per adult
80% of travellers recommend
Pride Plates: Kentucky Queer History & Food Tour in Louisville
$179
per adult
Kentucky Derby Museum - General Admission and Guided Track Visit
$22
per adult
90% of travellers recommend
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- Village Square Shopping Center
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- Southeast Christian Church
- Visit Douglass Hills
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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.