Search Deals onCharlestown Vacation Packages
Charlestown Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Crowne Plaza Louisville Airport Expo Ctr by IHG
Price was $685, price is now $559 per person
$559
per person
Nov 23 - Nov 28
found 1 day ago
Roundtrip flight included
Dallas (DAL) 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.
No issues. Nice stay. Would stay again
Reviewed on Sep 15, 2026
The Reserve on Main
Save 100% on your flight
Price was $4,442, price is now $3,488 per person
$3,488
per person
Nov 23 - Nov 28
found 1 day ago
Roundtrip flight included
Dallas (DAL) to Louisville (SDF)
Stay at this aparthotel in Louisville. Enjoy free WiFi, onsite spa services, and cable TV channels. Popular attractions Louisville Slugger Museum and KFC Yum Center are located nearby.
Cottonwood Airport & Expo Hotel Louisville
Price was $899, price is now $719 per person
$719
per person
Dec 3 - Dec 6
found 1 day ago
Roundtrip flight included
Boston (BOS) 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.
The room was clean, bed was comfortable. The staff at the desk was friendly. My only complaint was that one elevator was down. We were on the fifth floor and the hotel was very busy for Labor Day weekend so we ended up using the stairs a lot. It seems to me that there should be a service elevator as well as two guest elevators.
Reviewed on Sep 14, 2026
The Purple Martin
Price was $1,023, price is now $833 per person
$833
per person
Oct 21 - Oct 25
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) 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
Hyatt Regency Louisville
Price was $872, price is now $712 per person
$712
per person
Dec 3 - Dec 6
found 1 day ago
Roundtrip flight included
Boston (BOS) 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 KFC Yum Center and Louisville Slugger Museum are located nearby.
The Grady
Price was $877, price is now $717 per person
$717
per person
Dec 3 - Dec 6
found 1 day ago
Roundtrip flight included
Boston (BOS) to Louisville (SDF)
Stay at this hotel in Louisville. Enjoy free WiFi, breakfast (surcharge), and valet parking (surcharge). Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Louisville Slugger Museum and KFC Yum Center are located nearby.
Louisville Marriott Downtown
Price was $960, price is now $789 per person
$789
per person
Nov 19 - Nov 22
found 1 day ago
Roundtrip flight included
Boston (BOS) 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 KFC Yum Center and Whiskey Row are located nearby.
The staff was amazing and the hotel was very nice and clean however, the biggest issues was the hotel was incredibly hot everywhere! The ladies restrooms were like saunas and it was difficult to maintain a decent temperature. The hotel really needs to address the temperature issues.
Reviewed on Sep 14, 2026
Bashford Manor Inn
Price was $915, price is now $753 per person
$753
per person
Nov 23 - Nov 28
found 1 day ago
Roundtrip flight included
Dallas (DAL) to Louisville (SDF)
Book a stay at this business-friendly B&B in Louisville. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Kentucky Kingdom and L&N Federal Credit Union Stadium are located nearby.
Took my two granddaughters here and they fell in love with it! Learned some history.
Reviewed on Sep 10, 2026
Charlestown Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
Charlestown 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.
Thu, Nov 12 - Sun, Nov 15
TPA
Tampa Intl.
SDF
Louisville Intl.
$203 Roundtrip, found 12 hours ago
$203
Roundtrip
found 12 hours ago
Tue, Oct 6 - Wed, Oct 14
LGA
LaGuardia
SDF
Louisville Intl.
$209 Roundtrip, found 11 hours ago
$209
Roundtrip
found 11 hours ago
Thu, Nov 19 - Tue, Dec 8
MSP
Minneapolis - St. Paul Intl.
SDF
Louisville Intl.
$233 Roundtrip, found 11 hours ago
$233
Roundtrip
found 11 hours ago
Mon, Nov 23 - Tue, Dec 8
DFW
Dallas-Fort Worth Intl.
SDF
Louisville Intl.
$253 Roundtrip, found 4 days ago
$253
Roundtrip
found 4 days ago
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