Middletown Vacations from $501
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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 $850, price is now $517 per person
$517
per person
Jan 23 - Jan 30
found 8 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Louisville (SDF)
8.8/10 Excellent! (874 reviews)
Clean room, friendly staff
Reviewed on Nov 10, 2025
Galt House Hotel Trademark Collection by Wyndham
Downtown Louisville
Price was $897, price is now $637 per person
$637
per person
Jan 23 - Jan 30
found 8 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Louisville (SDF)
9/10 Wonderful! (3,693 reviews)
Everything was wonderful!! The staff is overly friendly with their display of hospitality. Francine is an amazing person who seems to love people and her job! The room was very nice, clean & cozy. Not to mention the comfortable "good sleeping" bed. I will definitely stay here over and over again. Oh yeah, we had an AMAZING view of the city and the Ohio River...
Reviewed on Nov 10, 2025
21c Museum Hotel Louisville
Downtown Louisville
Save 100% on your flight
Price was $1,043, price is now $751 per person
$751
per person
Jan 23 - Jan 30
found 8 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Louisville (SDF)
9.4/10 Exceptional! (1,004 reviews)
Bed was comfortable, room was large, bathroom was OK. Staff was kind. Wish the breakfast opened earlier on Sunday.
Reviewed on Nov 3, 2025
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(1,812 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
Galt House Hotel Trademark Collection by Wyndham
140 North Fourth Street, Louisville, KY
Fully refundableReserve now, pay when you stay
$133 nightly
The price is $157 total per night from Nov 25 to Nov 26
$157 total
Nov 25 - Nov 26
Total with taxes and fees
8.8/10 Excellent! (3,735 reviews)
Very clean room. However the landline hotel room phones did not work so you couldn’t call the front desk. Also there was no microwave. Overall very nice hotel and staff.
Reviewed on Nov 9, 2025
Crowne Plaza Louisville Airport Expo Ctr by IHG
830 Phillips Lane, Louisville, KY
Fully refundable
$103 nightly
The price is $121 total per night from Nov 20 to Nov 21
$121 total
Nov 20 - Nov 21
Total with taxes and fees
8.8/10 Excellent! (949 reviews)
Clean nice rooms, clean lobby
Reviewed on Nov 9, 2025
Omni Louisville Hotel
400 S. 2nd Street, Louisville, KY
Fully refundableReserve now, pay when you stay
$199 nightly
The price is $234 total per night from Nov 24 to Nov 25
$234 total
Nov 24 - Nov 25
Total with taxes and fees
9.2/10 Wonderful! (1,669 reviews)
Gorgeous room and great service
Reviewed on Nov 8, 2025
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 great live music and lively festivals.
Churchill Downs
Find more than mint juleps to enjoy at this iconic racetrack, best known as the annual host of the Kentucky Derby.
Louisville Slugger Museum
Baseball is part of the American fabric. See where one important tool for this sport is produced in the factory that makes ball games possible.
Things to do
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
Lace, Lunacy, and Loss: Louisville Ghost Tours
$26
per adult
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- Southeast Christian Church
- Visit Douglass Hills
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- Hurstborne Shopping Center
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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.