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Middletown Vacations from $764

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The Latest Middletown Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • Dining
    Sep 18 - Sep 20

    Cottonwood Airport & Expo Hotel Louisville + Flight

    Shively
    2 nights
    3.5 star property
    8.8/10 - Excellent (1,013 reviews)
    Roundtrip • New York (EWR) - Louisville (SDF)
    EWR - SDF • Nonstop SDF - EWR • Nonstop
    Save 100% on your flight
    $1,034
    $764
    per traveler
    found 1 day ago
    Cottonwood Airport & Expo Hotel Louisville
  • Exclusive Suite, Non Smoking, Kitchen | Private kitchen | Full-size fridge, microwave, oven, stovetop
    Sep 19 - Sep 21

    The Purple Martin + Flight

    Prospect
    2 nights
    2.0 star property
    10/10 - Exceptional (2 reviews)
    "Amazing property… I would come back in a heartbeat! "
    Reviewed June 19, 2025
    Roundtrip • Orlando (MCO) - Louisville (SDF)
    MCO - SDF • 1 stop SDF - MCO • Nonstop
    $1,071
    $815
    per traveler
    found 1 day ago
    The Purple Martin
  • Lobby
    Oct 21 - Oct 26

    The Grady + Flight

    Downtown Louisville
    5 nights
    4.0 star property
    9.4/10 - Exceptional (1,006 reviews)
    Roundtrip • Phoenix (PHX) - Louisville (SDF)
    PHX - SDF • Nonstop SDF - PHX • 1 stop
    $1,665
    $1,345
    per traveler
    found 1 day ago
    The Grady
  • 4 restaurants; breakfast, lunch, and dinner served
    Oct 20 - Oct 23

    Galt House Hotel Trademark Collection by Wyndham + Flight

    Downtown Louisville
    3 nights
    4.0 star property
    9.0/10 - Wonderful (4,227 reviews)
    Roundtrip • New York (JFK) - Louisville (SDF)
    JFK - SDF • 1 stop SDF - JFK • 1 stop
    $1,038
    $839
    per traveler
    found 1 day ago
    Galt House Hotel Trademark Collection by Wyndham
  • Interior entrance
    Sep 23 - Sep 26

    Moxy Louisville Downtown + Flight

    Downtown Louisville
    3 nights
    3.5 star property
    9.2/10 - Wonderful (807 reviews)
    Roundtrip • New York (EWR) - Louisville (SDF)
    EWR - SDF • 1 stop SDF - EWR • 1 stop
    $1,123
    $911
    per traveler
    found 1 day ago
    Moxy Louisville Downtown

Discover the most popular places to visit in Middletown

Southeast Christian Church

After visiting Southeast Christian Church, make a plan to see the other sights and activities in Louisville. You can enjoy the restaurants while in the area.

What to do near Middletown

Louisville: Mystery Paint & Sip Night at a Trendy Brewery

Louisville: Mystery Paint & Sip Night at a Trendy Brewery

$59
per adult
0% of travelers recommend
Louisville: Mystery Paint & Sip Night at a Trendy Brewery
See all activities near Middletown

Middletown Hotel Deals

Exterior

Staybridge Suites - Louisville - East by IHG

Staybridge Suites - Louisville - East by IHG
3.0 star property
Middletown
8.2 out of 10, Very Good, (753 reviews)
"Great stay"
$98 nightly
The price is $115
Aug 11 - Aug 12
Total with taxes and fees
Staybridge Suites - Louisville - East by IHG
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.
See all properties in Middletown