Search Deals onSouth Boston Vacation Packages
South Boston Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Tempo By Hilton Louisville Downtown Nulu
per person
Apr 25 - Apr 28
found 3 hours ago
Roundtrip flight included
Chicago (ORD) to Louisville (SDF)
Stay at this 3.5-star business-friendly hotel in Louisville. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Popular attractions KFC Yum Center and Fourth Street Live! are located nearby.
Caesars Southern Indiana
Save 100% on your flight
per person
May 1 - May 5
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Louisville (SDF)
Stay at this 3.5-star spa hotel in Elizabeth. Enjoy free parking, a full-service spa, and 3 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Horseshoe Southern Indiana Casino and Best Vineyards are located nearby.
Louisville Marriott Downtown
Save 100% on your flight
per person
Apr 25 - Apr 28
found 3 hours ago
Roundtrip flight included
Chicago (ORD) to Louisville (SDF)
Stay at this 4-star 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.
Galt House Hotel Trademark Collection by Wyndham
Save 100% on your flight
per person
May 1 - May 5
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Louisville (SDF)
Book a stay at this spa hotel in Louisville. Enjoy free WiFi, a full-service spa, and 4 restaurants. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions KFC Yum Center and Churchill Downs are located nearby.
Towneplace Suites By Marriott Louisville Downtown
per person
Mar 26 - Mar 31
found 23 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Louisville (SDF)
Stay at this 3-star hotel in Louisville. Enjoy free breakfast, free WiFi, and parking (surcharge). Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions KFC Yum Center and Churchill Downs are located nearby.
The Purple Martin
Save 100% on your flight
per person
May 1 - May 5
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Louisville (SDF)
Book a stay at this golf hotel in Prospect. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Mall St. Matthews and Chamberlain Pointe Shopping Center are located nearby.
Crowne Plaza Louisville Airport Expo Ctr, an IHG Hotel
per person
May 1 - May 5
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Louisville (SDF)
Stay at this 3.5-star business-friendly hotel in Louisville. Enjoy free WiFi, free parking, and a free airport shuttle. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Kentucky Kingdom and Churchill Downs are located nearby.
Hancock House
per person
Mar 26 - Mar 31
found 23 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Louisville (SDF)
Stay at this 3-star aparthotel in Louisville. Enjoy free WiFi, parking (surcharge), and rainfall showerheads. Popular attractions KFC Yum Center and Fourth Street Live! are located nearby.
South Boston Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
South Boston 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, Mar 12 - Tue, Mar 18
TPA
Tampa Intl.
SDF
Louisville Intl.
$156 Roundtrip, found 4 days ago
$156
Roundtrip
found 4 days ago
Wed, Apr 23 - Tue, Apr 29
LGA
LaGuardia
SDF
Louisville Intl.
$175 Roundtrip, found 3 days ago
$175
Roundtrip
found 3 days ago
Tue, Apr 29 - Wed, May 7
EWR
Newark Liberty Intl. Airport
SDF
Louisville Intl.
$185 Roundtrip, found 5 days ago
$185
Roundtrip
found 5 days ago
Fri, Mar 7 - Mon, Mar 10
BOS
Logan Intl.
SDF
Louisville Intl.
$186 Roundtrip, found 1 day ago
$186
Roundtrip
found 1 day ago
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