Middletown Vacation Packages for 2026
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
Middletown Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Crowne Plaza Louisville Airport Expo Ctr by IHG
Fairgrounds
Price was $649, price is now $543 per person
$543
per person
Aug 10 - Aug 14
found 24 hours ago
Roundtrip non-stop flight included
Detroit (DTW) to Louisville (SDF)
Book a stay at this business-friendly hotel in Louisville. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Kentucky Kingdom and L&N Federal Credit Union Stadium are located nearby.
The Trail Hotel
Price was $960, price is now $755 per person
$755
per person
Aug 10 - Aug 14
found 24 hours ago
Roundtrip non-stop flight included
Detroit (DTW) to Louisville (SDF)
Stay at this hotel in Bardstown. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Blue Grass Entertainment Complex and Bluegrass Speedway are located nearby.
Cottonwood Airport & Expo Hotel Louisville
Shively
Price was $732, price is now $587 per person
$587
per person
Aug 10 - Aug 14
found 24 hours ago
Roundtrip non-stop flight included
Detroit (DTW) to Louisville (SDF)
Book a stay at this business-friendly hotel in Louisville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Churchill Downs and L&N Federal Credit Union Stadium are located nearby.
AC Hotel Louisville Downtown
Downtown Louisville
Price was $848, price is now $682 per person
$682
per person
Aug 10 - Aug 14
found 24 hours ago
Roundtrip non-stop flight included
Detroit (DTW) to Louisville (SDF)
Book a stay at this business-friendly hotel in Louisville. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff in our reviews. Popular attractions KFC Yum Center and Louisville Slugger Museum are located nearby.
Galt House Hotel Trademark Collection by Wyndham
Downtown Louisville
Price was $894, price is now $726 per person
$726
per person
Aug 10 - Aug 14
found 24 hours ago
Roundtrip non-stop flight included
Detroit (DTW) to Louisville (SDF)
Book a stay at this spa hotel in Louisville. Enjoy free WiFi, an outdoor pool, and a full-service spa. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions KFC Yum Center and Louisville Slugger Museum are located nearby.
Embassy Suites Louisville Downtown
Downtown Louisville
Price was $816, price is now $674 per person
$674
per person
Aug 10 - Aug 14
found 24 hours ago
Roundtrip non-stop flight included
Detroit (DTW) to Louisville (SDF)
Stay at this hotel in Louisville. Enjoy free breakfast, a free airport shuttle, and room service. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions KFC Yum Center and Louisville Slugger Museum are located nearby.
Top Hotel Deals
Staybridge Suites - Louisville - East by IHG
11711 Gateworth Way Louisville KY
2.7 km from Middletown
Book a stay at this business-friendly hotel in Louisville. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the helpful staff and the ...
Crowne Plaza Louisville Airport Expo Ctr by IHG
830 Phillips Lane Louisville KY
19.06 km from Middletown
Book a stay at this business-friendly hotel in Louisville. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the restaurant and the ...
Galt House Hotel Trademark Collection by Wyndham
140 North Fourth Street Louisville KY
19.35 km from Middletown
Book a stay at this spa hotel in Louisville. Enjoy free WiFi, an outdoor pool, and a full-service spa. Our guests praise the restaurant and the helpful staff ...
Radisson Hotel Louisville North
505 Marriott Drive Clarksville IN
19.65 km from Middletown
Book a stay at this business-friendly hotel in Clarksville. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the clean rooms in our reviews. ...
Omni Louisville Hotel
400 S. 2nd Street Louisville KY
19.2 km from Middletown
Book a stay at this spa hotel in Louisville. Enjoy a full-service spa, 3 restaurants, and 3 bars/lounges. Our guests praise the helpful staff and the clean rooms ...
Derby City Gaming & Hotel - A Churchill Downs Property
4520 Poplar Level Rd Louisville KY
16.66 km from Middletown
Stay at this hotel in Louisville. Enjoy free WiFi, free parking, and 3 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. Popular ...
The Brown Hotel
335 W Broadway Louisville KY
19.49 km from Middletown
Book a stay at this luxury hotel in Louisville. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff and the ...
Embassy Suites Louisville Downtown
501 South Fourth Street Louisville KY
19.45 km from Middletown
Stay at this hotel in Louisville. Enjoy free breakfast, a free airport shuttle, and room service. Our guests praise the breakfast and the helpful staff in our ...
Homewood Suites by Hilton Louisville Downtown, KY
635 W Market St Louisville KY
19.8 km from Middletown
Book a stay at this business-friendly hotel in Louisville. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and ...
Holiday Inn Louisville Downtown by IHG
101 W. Muhammad Ali Blvd Louisville KY
19.05 km from Middletown
Stay at this hotel in Louisville. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms ...
Cottonwood Airport & Expo Hotel Louisville
4110 Dixie Highway Louisville KY
25.08 km from Middletown
Book a stay at this business-friendly hotel in Louisville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Tempo By Hilton Louisville Downtown Nulu
710 E Jefferson Street Louisville KY
17.86 km from Middletown
Book a stay at this business-friendly hotel in Louisville. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Popular attractions KFC Yum Center and Louisville ...
Derby Hotel & Suites
505 K Marriot Dr Clarksville IN
19.65 km from Middletown
Stay at this hotel in Clarksville. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Louisville Slugger Museum and KFC Yum Center are located ...
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.
Top Flight Deals
These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.
Thu, Jul 30 - Sun, Aug 2
TPA
Tampa Intl.
SDF
Louisville Intl.
$195 Roundtrip, found 4 hours ago
$195
Roundtrip
found 4 hours ago
Wed, Jul 15 - Wed, Jul 22
LGA
LaGuardia
SDF
Louisville Intl.
$239 Roundtrip, found 1 hour ago
$239
Roundtrip
found 1 hour ago
Mon, Aug 10 - Sat, Aug 15
EWR
Newark Liberty Intl. Airport
SDF
Louisville Intl.
$239 Roundtrip, found 3 hours ago
$239
Roundtrip
found 3 hours ago
Wed, Aug 12 - Sat, Aug 15
LGA
LaGuardia
SDF
Louisville Intl.
$259 Roundtrip, found 19 hours ago
$259
Roundtrip
found 19 hours ago
Wed, Jul 15 - Wed, Jul 22
LGA
LaGuardia
SDF
Louisville Intl.
$299 Roundtrip, found 1 hour ago
$299
Roundtrip
found 1 hour ago