Middletown Vacations from $652
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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.
Crowne Plaza Louisville Airport Expo Ctr by IHG
Fairgrounds
Save 100% on your flight
Price was $974, price is now $652 per person
$652
per person
May 5 - May 10
found 5 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Louisville (SDF)
8.8/10 Excellent! (962 reviews)
Great service and staff is very nice
Reviewed on Feb 23, 2026
Hyatt Regency Louisville
Downtown Louisville
Save 100% on your flight
Price was $1,507, price is now $1,022 per person
$1,022
per person
May 5 - May 10
found 5 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Louisville (SDF)
8.8/10 Excellent! (1,005 reviews)
Very clean room, the staff was friendly as well. Looking forward to our stay again next year.
Reviewed on Feb 7, 2026
Best Western Premier Airport/Expo Center Hotel
Shively
Price was $929, price is now $657 per person
$657
per person
May 5 - May 10
found 5 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Louisville (SDF)
8.6/10 Excellent! (959 reviews)
The room was clean and staff were very friendly and helpful, but i do wish the restaurant and bar were open in the evenings.
Reviewed on Jan 5, 2026
The Grady
Downtown Louisville
Price was $1,112, price is now $809 per person
$809
per person
May 5 - May 10
found 5 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Louisville (SDF)
9.4/10 Exceptional! (1,001 reviews)
Clean room. Pleasant employees. No issues, but nothing really stood out. Certainly nothing bad - but nothing exceptional either. I would certainly stay again. The restaurant charge me $10.00 - plus tip - for 2 plain cups of coffee. I'm still thinking about that ... paying $5.00 for a cup of black coffee...
Reviewed on Feb 19, 2026
Holiday Inn Express & Suites Louisville Downtown by IHG
Downtown Louisville
Price was $904, price is now $686 per person
$686
per person
May 5 - May 10
found 5 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) 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
5 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
$87 nightly
The price is $103 total per night from Mar 1 to Mar 2
$103 total
Mar 1 - Mar 2
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
$159 nightly
The price is $187 total per night from Mar 22 to Mar 23
$187 total
Mar 22 - Mar 23
Total with taxes and fees
9/10 Wonderful! (4,071 reviews)
Yes
Reviewed on Feb 25, 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! (1,777 reviews)
Everyone at the Omni Louisville was FANTASTIC! They decorated our room prior to arrival to help us celebrate our anniversary and make our stay even more memorable!
Reviewed on Feb 23, 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
During your trip, find out what's happening at Kentucky Exposition Center, a top convention center in 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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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.