Search Deals onDerby Vacation Packages
Derby Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
The Brown Hotel
Price was $598, price is now $537 per person
$537
per person
Nov 21 - Nov 23
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Louisville (SDF)
Book a stay at this luxury 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 Whiskey Row are located nearby.
Pillow and Paddock B&B
Price was $1,435, price is now $1,215 per person
$1,215
per person
Nov 19 - Nov 22
found 1 day ago
Roundtrip flight included
Boston (BOS) to Louisville (SDF)
Stay at this B&B in La Grange. Enjoy free WiFi, breakfast (surcharge), and onsite spa services. Popular attractions Lagrange Quarry and Walsh Park are located nearby.
Courteous staff and the room was outstanding. It was our second stay at the inn. Everything is first class. We highly recommend it.
Reviewed on Dec 22, 2025
Louisville Marriott Downtown
Price was $1,023, price is now $868 per person
$868
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.
Cottonwood Airport & Expo Hotel Louisville
Price was $909, price is now $774 per person
$774
per person
Nov 12 - Nov 15
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.
Pool was cold. Breakfast was good; better on the weekends than during the week.
Reviewed on Oct 11, 2026
The Purple Martin
Price was $1,124, price is now $962 per person
$962
per person
Nov 19 - Nov 22
found 1 day ago
Roundtrip 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
TownePlace Suites by Marriott Louisville Airport
Price was $672, price is now $585 per person
$585
per person
Dec 30 - Jan 3
found 9 hours ago
Roundtrip flight included
New York (LGA) 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 helpful staff in our reviews. Popular attractions Louisville Mega Cavern and Kentucky Kingdom are located nearby.
Nice spot for an overnight stay.
Reviewed on Oct 5, 2026
Hotel Distil, Autograph Collection
Price was $728, price is now $640 per person
$640
per person
Nov 21 - Nov 23
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Louisville (SDF)
Book a stay at this business-friendly hotel in Louisville. Enjoy free WiFi, a rooftop terrace, and breakfast (surcharge). Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Whiskey Row and KFC Yum Center are located nearby.
The room exceeded expectations! All of the restaurants had exceptional food! Beautiful hotel, great location, and very friendly staff!
Reviewed on Oct 11, 2026
Louisville Bourbon Inn
Price was $1,149, price is now $1,018 per person
$1,018
per person
Dec 30 - Jan 3
found 9 hours ago
Roundtrip flight included
New York (LGA) to Louisville (SDF)
Book a stay at this luxury B&B in Louisville. Enjoy free breakfast, free WiFi, and free parking. Popular attractions KFC Yum Center and Louisville Slugger Museum are located nearby.
My stay at the Bourbon Inn was simply amazing. Everything was fresh and clean and the service simply awesome! Directly across the street from the Bourbon Inn is Central Park with tons of trees, flowers, and other vegetation contributing to the fresh air space occupied by the Bourbon Inn. The breakfast cooked fresh each and every morning was excellent! I wholeheartedly recommend the Bourbon Inn, a peaceful place to relax, meditate, have a vacation, or just a place to retreat from the stress of today's busy world!
Reviewed on Aug 25, 2026
Derby Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
Derby 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.
Wed, Nov 25 - Wed, Nov 25
PIE
St. Petersburg-Clearwater Intl.
EVV
Evansville Regional
$141 Roundtrip, found 2 days ago
$141
Roundtrip
found 2 days ago
Thu, Nov 5 - Thu, Nov 19
TPA
Tampa Intl.
SDF
Louisville Intl.
$157 Roundtrip, found 14 hours ago
$157
Roundtrip
found 14 hours ago
Thu, Nov 19 - Tue, Dec 8
MSP
Minneapolis - St. Paul Intl.
SDF
Louisville Intl.
$244 Roundtrip, found 1 day ago
$244
Roundtrip
found 1 day ago
Thu, Oct 29 - Mon, Nov 16
LGA
LaGuardia
SDF
Louisville Intl.
$250 Roundtrip, found 1 day ago
$250
Roundtrip
found 1 day ago
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