Middletown Vacations from $619
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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.
Hotel Distil, Autograph Collection
Downtown Louisville
Price was $770, price is now $674 per person
$674
per person
Feb 2 - Feb 4
found 9 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Louisville (SDF)
9.6/10 Exceptional! (511 reviews)
Very luxurious hotel in a great location for great restaurants and some shopping. Close to some Louisville attractions like the Slugger museum, Angel’s Envy and Old Forester distilleries. The Repeal restaurant inside the hotel was truly a perfect experience!
Reviewed on Nov 10, 2026
Homewood Suites by Hilton Louisville Downtown, KY
Downtown Louisville
Price was $1,172, price is now $1,033 per person
$1,033
per person
Dec 19 - Dec 26
found 1 day ago
Roundtrip flight included
Denver (DEN) to Louisville (SDF)
9.4/10 Exceptional! (1,009 reviews)
This was one of the best moderate price hotels in which we’ve ever stayed. The hotel was beautifully decorated; room was spacious and comfortable; staff were great and breakfast was exceptional with a huge variety with lots of toppings and touches. Location was perfect as well for our downtown walking exploration.
Reviewed on Nov 13, 2026
Wingate by Wyndham Louisville East
Jeffersontown
Price was $987, price is now $877 per person
$877
per person
Dec 19 - Dec 26
found 1 day ago
Roundtrip flight included
Denver (DEN) to Louisville (SDF)
8.6/10 Excellent! (1,007 reviews)
Not impressed with this place at all, walk in all lighting is dim and depressing, room is worn and furniture with soils. Breakfast buffet was a joke and was supposed to be the best around. Front desk people rarely at the counter that is also in a dark corner like they don’t want you to see them. Room service: asked them to service the room, new towels were replaced but no toilet paper and they didn’t bother to vacuum. Plumbing in the shower a mess, toilet you have to hold down for it to flush.
Unacceptable hotel
Reviewed on Nov 14, 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
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
$130 nightly
The price is $152 total per night from Nov 24 to Nov 25
$152 total
Nov 24 - Nov 25
Total with taxes and fees
The Brown Hotel
335 W Broadway Louisville KY
Fully refundableReserve now, pay when you stay
$122 nightly
The price is $143 total per night from Nov 23 to Nov 24
$143 total
Nov 23 - Nov 24
Total with taxes and fees
9.4/10 Exceptional! (1,482 reviews)
"Great hotel. Historic and well maintained. Food and service at the bar is the best of anywhere you can go."
Reviewed on Nov 14, 2026
Derby City Gaming & Hotel - A Churchill Downs Property (Adults Only)
4520 Poplar Level Rd Louisville KY
Fully refundableReserve now, pay when you stay
$92 nightly
The price is $108 total per night from Nov 15 to Nov 16
$108 total
Nov 15 - Nov 16
Total with taxes and fees
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
Things to do
Live Professional Wrestling Admission Ticket Every Thursday
$12
per adult
100% of travellers recommend
Historic Walking Tour of Victorian Louisville with Food & Bourbon
$129
per adult
80% of travellers recommend
Private Louisville Food Tour with Food Tastings, Drinks & History
$350
per adult
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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.