Middletown Vacations from $764
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The Latest Middletown Vacation Packages
Price found within the past 48 hours. Click for updated prices.
- Cottonwood Airport & Expo Hotel Louisville
Sep 18 - Sep 20Cottonwood Airport & Expo Hotel Louisville + Flight
Shively2 nights3.5 star property8.8/10 - Excellent (1,013 reviews)Roundtrip • New York (EWR) - Louisville (SDF)EWR - SDF • Nonstop SDF - EWR • Nonstop - The Purple Martin
Sep 19 - Sep 21The Purple Martin + Flight
Prospect2 nights2.0 star property10/10 - Exceptional (2 reviews)"Amazing property… I would come back in a heartbeat! "Reviewed June 19, 2025Roundtrip • Orlando (MCO) - Louisville (SDF)MCO - SDF • 1 stop SDF - MCO • Nonstop$1,071$815found 1 day agoper traveler - Galt House Hotel Trademark Collection by Wyndham
Oct 20 - Oct 23Galt House Hotel Trademark Collection by Wyndham + Flight
Downtown Louisville3 nights4.0 star property9.0/10 - Wonderful (4,226 reviews)"We liked the convenience to the KFC Yum Center, but were disappointed with the cleanliness. Our whole floor and room smelled bad. Skittles on the floor in our room. No in room instructions on how to operate the atypical hvac thermostat (had to call for assistance) or television (normal operational buttons didn’t even work). No information in room about on site amenities, restaurants, etc. so we had to keep bothering the staff with basic questions. The staff were responsive and helpful, but..."Reviewed August 4, 2026Roundtrip • New York (JFK) - Louisville (SDF)JFK - SDF • 1 stop SDF - JFK • 1 stop$1,038$839found 1 day agoper traveler - Moxy Louisville Downtown
Sep 23 - Sep 26Moxy Louisville Downtown + Flight
Downtown Louisville3 nights3.5 star property9.2/10 - Wonderful (806 reviews)"Man, honestly, it’s clean. They just don’t have anything like zero amenities."Reviewed August 2, 2026Roundtrip • New York (EWR) - Louisville (SDF)EWR - SDF • 1 stop SDF - EWR • 1 stop$1,123$911found 1 day agoper traveler - Studio 6 Suites Louisville, KY – Airport/Expo Center
Sep 23 - Sep 26Studio 6 Suites Louisville, KY – Airport/Expo Center + Flight
Highland Park3 nights2.0 star property7.4/10 - Good (714 reviews)"Omg id love to just live here my freakinn gosh best place in the entire world"Reviewed July 31, 2026Roundtrip • New York (EWR) - Louisville (SDF)EWR - SDF • 1 stop SDF - EWR • 1 stop$1,265$1,048found 1 day agoper traveler
Discover the most popular places to visit in Middletown
What to do near Middletown
Louisville: Mystery Paint & Sip Night at a Trendy Brewery
$59
per adult
0% of travelers recommend
Historic Walking Tour of Victorian Louisville with Food & Bourbon
$139
per adult
80% of travelers recommend
Middletown Hotel Deals
Staybridge Suites - Louisville - East by IHG
Staybridge Suites - Louisville - East by IHG3.0 star property
Middletown
8.2 out of 10, Very Good, (752 reviews)
8.2/10
Very Good
(752 reviews)
"The property is very outdated. The rooms are dusty and full of hair and smell moldy. I was really looking forward to staying at this location because of reviews. Now I wonder if the bad ones are deleted..? Only positive part of our stay was the breakfast and some of the staff. The wonderful black lady that works the morning shift and Amber were amazing. Steven the night guy, customer service is definitely not his calling. Overall, I always try to take the positive from so much negative. My...
$98 nightly
The price is $115
$115 total
Aug 11 - Aug 12
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.
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.
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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.