Middletown Vacations from $595
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The Latest Middletown Vacation Packages
Price found within the past 48 hours. Click for updated prices.
- Moxy Louisville Downtown
Sep 18 - Sep 20Moxy Louisville Downtown + Flight
Downtown Louisville2 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 • Nonstop SDF - EWR • Nonstop$720$595found 1 day agoper traveler - The Purple Martin
Sep 16 - Sep 22The Purple Martin + Flight
Prospect6 nights2.0 star property10/10 - Exceptional (2 reviews)"Amazing property… I would come back in a heartbeat! "Reviewed June 19, 2025Roundtrip • New York (NYC) - Louisville (SDF)LGA - SDF • Nonstop SDF - LGA • Nonstop - Cottonwood Airport & Expo Hotel Louisville
Sep 18 - Sep 20Cottonwood Airport & Expo Hotel Louisville + Flight
Shively2 nights3.5 star property8.8/10 - Excellent (1,009 reviews)"Staff was very helpful And it was peaceful stay"Reviewed August 2, 2026Roundtrip • New York (EWR) - Louisville (SDF)EWR - SDF • Nonstop SDF - EWR • Nonstop - The Brown Hotel
Sep 18 - Sep 20The Brown Hotel + Flight
Downtown Louisville2 nights4.5 star property9.4/10 - Exceptional (1,278 reviews)Roundtrip • New York (EWR) - Louisville (SDF)EWR - SDF • Nonstop SDF - EWR • Nonstop$769$643found 1 day agoper traveler - Holiday Inn Louisville Downtown by IHG
Sep 18 - Sep 20Holiday Inn Louisville Downtown by IHG + Flight
Downtown Louisville2 nights3.0 star property8.0/10 - Very Good (968 reviews)"The patio needed cleaning; trash can overflowing, glasses, bottles and cups lying around and cigarette butts on the floor."Reviewed August 2, 2026Roundtrip • New York (EWR) - Louisville (SDF)EWR - SDF • Nonstop SDF - EWR • Nonstop$760$641found 1 day agoper traveler
Discover the most popular places to visit in Middletown
What to do near Middletown
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"The property is very outdated.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 9 - Aug 10
Total with taxes and fees
Wingate by Wyndham Louisville East
Wingate by Wyndham Louisville East3.0 star property
Jeffersontown, 2 mi from Middletown
8.6 out of 10, Excellent, (1,001 reviews)
8.6/10
Excellent
(1,001 reviews)
"clean room, staff friendly"
$80 nightly
The price is $94
$94 total
Aug 14 - Aug 15
Total with taxes and fees
Fairfield Inn & Suites by Marriott Louisville East
Fairfield Inn & Suites by Marriott Louisville East3.0 star property
Jeffersontown, 1.9 mi from Middletown
8.6 out of 10, Excellent, (657 reviews)
8.6/10
Excellent
(657 reviews)
$98 nightly
The price is $115
$115 total
Aug 9 - Aug 10
Total with taxes and fees
Holiday Inn Express Hotel & Suites Louisville East by IHG
Holiday Inn Express Hotel & Suites Louisville East by IHG2.5 star property
Jeffersontown, 2 mi from Middletown
9.2 out of 10, Wonderful, (825 reviews)
9.2/10
Wonderful
(825 reviews)
"Breakfast"
$89 nightly
The price is $105
$105 total
Aug 31 - Sep 1
Total with taxes and fees
Clarion Pointe Louisville East
Clarion Pointe Louisville East2.5 star property
Jeffersontown, 1.8 mi from Middletown
8.6 out of 10, Excellent, (1,296 reviews)
8.6/10
Excellent
(1,296 reviews)
$67 nightly
The price is $79
$79 total
Aug 23 - Aug 24
Total with taxes and fees
9.4 out of 10, Exceptional, (1,003 reviews)
9.4/10
Exceptional
(1,003 reviews)
"Safe area, clean room, the shower was awesome. Beds were comfortable. It was quiet and the blackout curtains made it nice and dark for sleep. The breakfast area looked awesome, but we didn’t have time to partake."
$105 nightly
The price is $124
$124 total
Aug 14 - Aug 15
Total with taxes and fees
La Quinta Inn & Suites by Wyndham Louisville East
La Quinta Inn & Suites by Wyndham Louisville East3.0 star property
Jeffersontown, 2 mi from Middletown
7.8 out of 10, Good, (1,002 reviews)
7.8/10
Good
(1,002 reviews)
$74 nightly
The price is $87
$87 total
Aug 4 - Aug 5
Total with taxes and fees
Microtel Inn by Wyndham Louisville East
Microtel Inn by Wyndham Louisville East2.0 star property
Jeffersontown, 1.9 mi from Middletown
6.8 out of 10, (1,005 reviews)
6.8/10
(1,005 reviews)
$57 nightly
The price is $67
$67 total
Aug 4 - Aug 5
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.