Search Deals onWestern Kentucky Vacation Packages
Western Kentucky Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Cottonwood Airport & Expo Hotel Louisville
Price was $556, price is now $464 per person
$464
per person
Oct 1 - Oct 4
found 6 hours ago
Roundtrip flight included
Orlando (ORL) 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 Kentucky Kingdom and Churchill Downs are located nearby.
The Purple Martin
Save 100% on your flight
Price was $1,708, price is now $1,294 per person
$1,294
per person
Sep 17 - Sep 21
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Louisville (SDF)
Book a stay at this golf hotel in Prospect. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Chamberlain Pointe Shopping Center and Old Brownsboro Crossing Shopping Center are located nearby.
Amazing property… I would come back in a heartbeat!
Reviewed on Jun 19, 2025
Louisville Marriott Downtown
Price was $1,042, price is now $801 per person
$801
per person
Oct 1 - Oct 4
found 6 hours ago
Roundtrip flight included
Orlando (ORL) to Louisville (SDF)
Book a stay at this business-friendly hotel in Louisville. Enjoy breakfast (surcharge), a 24-hour health club, and valet parking (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Fourth Street Live! and KFC Yum Center are located nearby.
Hyatt Regency Louisville
Price was $781, price is now $615 per person
$615
per person
Oct 1 - Oct 4
found 6 hours ago
Roundtrip flight included
Orlando (ORL) to Louisville (SDF)
Book a stay at this business-friendly hotel in Louisville. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Fourth Street Live! and KFC Yum Center are located nearby.
Studio 6 Suites Louisville, KY – Airport/Expo Center
Price was $1,415, price is now $1,146 per person
$1,146
per person
Sep 16 - Sep 19
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to Louisville (SDF)
Stay at this hotel in Louisville. Enjoy free parking, a 24-hour front desk, and daily housekeeping. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Kentucky Kingdom and L&N Federal Credit Union Stadium are located nearby.
Residence Inn by Marriott Evansville East
Price was $750, price is now $611 per person
$611
per person
Oct 3 - Oct 10
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Evansville (EVV)
Book a stay at this business-friendly hotel in Evansville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Gattitown Evansville Indiana Pizza & Family Entertainment Center and Angel Mounds State Historic Site are located nearby.
Loved showing up to a treat bag of goodies. It was a nice little extra surprise.
Reviewed on Jul 23, 2026
Moxy Louisville Downtown
Price was $1,311, price is now $1,083 per person
$1,083
per person
Sep 17 - Sep 21
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Louisville (SDF)
Book a stay at this family-friendly hotel in Louisville. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Whiskey Row and KFC Yum Center are located nearby.
Friendly staff great location, clean
Reviewed on Jul 27, 2026
Howard Johnson by Wyndham Evansville East
Price was $642, price is now $537 per person
$537
per person
Oct 3 - Oct 10
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Evansville (EVV)
Book a stay at this business-friendly hotel in Evansville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Eastland Mall and Gattitown Evansville Indiana Pizza & Family Entertainment Center are located nearby.
The phone in the room didn't work in 239! They coffeemaker was defective! I had to ask for a new one but they never fixed the phone the whole time! No HBO or other movie networks! They only thing that was good was the king bed and the morning breakfast!
Reviewed on Jul 27, 2026
Western Kentucky Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
Western Kentucky Vacation Packages 5-7 Night Stays
Price found within the past 48 hours. Click for updated prices.
Top Flight Deals
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Sat, Aug 15 - Mon, Aug 24
ATL
Hartsfield-Jackson Atlanta Intl.
EVV
Evansville Regional
$283 Roundtrip, found 1 day ago
$283
Roundtrip
found 1 day ago
Wed, Sep 2 - Thu, Sep 10
DFW
Dallas-Fort Worth Intl.
PAH
Barkley Regional
$304 Roundtrip, found 1 day ago
$304
Roundtrip
found 1 day ago
Tue, Sep 1 - Sat, Sep 12
COS
Colorado Springs
EVV
Evansville Regional
$413 Roundtrip, found 1 day ago
$413
Roundtrip
found 1 day ago
Sat, Sep 19 - Tue, Oct 6
ORD
O'Hare Intl.
EVV
Evansville Regional
$421 Roundtrip, found 1 day ago
$421
Roundtrip
found 1 day ago
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