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South Boston Vacation Packages

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South Boston Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Caesars Southern Indiana

Caesars Southern Indiana

3.5 out of 5
per person
Jun 4 - Jun 6
found 18 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) 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 Waverly Hills Sanatorium are located nearby.
Hotel Distil, Autograph Collection

Hotel Distil, Autograph Collection

4 out of 5
Save 100% on your flight
per person
Jun 4 - Jun 6
found 18 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Louisville (SDF)
Stay at this 4-star 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 KFC Yum Center and Fourth Street Live! are located nearby.
Louisville Marriott Downtown

Louisville Marriott Downtown

4 out of 5
per person
Jun 4 - Jun 6
found 18 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) 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.
21c Museum Hotel Louisville

21c Museum Hotel Louisville

4.5 out of 5
per person
Jun 19 - Jun 22
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Louisville (SDF)
Stay at this 4.5-star luxury hotel in Louisville. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Louisville Slugger Museum and Fourth Street Live! are located nearby.
Pillow and Paddock B&B

Pillow and Paddock B&B

3.5 out of 5
per person
Jun 13 - Jun 15
found 11 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Louisville (SDF)
Stay at this 3.5-star B&B in La Grange. Enjoy room service, onsite spa services, and daily housekeeping. Popular attractions Lagrange Quarry and Walsh Park are located nearby.
The Trail Hotel

The Trail Hotel

2.5 out of 5
per person
Jun 16 - Jun 20
found 13 hours ago
Roundtrip flight included
New York (JFK) 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.
Homewood Suites by Hilton Louisville Downtown, KY

Homewood Suites by Hilton Louisville Downtown, KY

3 out of 5
per person
Jun 4 - Jun 6
found 18 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Louisville (SDF)
Stay at this 3-star business-friendly hotel in Louisville. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Louisville Slugger Museum and Fourth Street Live! are located nearby.
Derby City Gaming & Hotel - A Churchill Downs Property

Derby City Gaming & Hotel - A Churchill Downs Property

4 out of 5
per person
Jun 4 - Jun 6
found 18 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Louisville (SDF)
Stay at this 4-star 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 attractions Louisville Mega Cavern and Louisville Zoo are located nearby.

South Boston Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Best Western Ashbury Inn

Best Western Ashbury Inn

2.5 out of 5
per person
Jun 16 - Jun 20
found 2 hours ago
Roundtrip flight included
New York (JFK) to Louisville (SDF)
21c Museum Hotel Louisville

21c Museum Hotel Louisville

4.5 out of 5
Downtown Louisville
per person
Jun 19 - Jun 22
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Louisville (SDF)
The Trail Hotel

The Trail Hotel

2.5 out of 5
per person
Jun 16 - Jun 20
found 13 hours ago
Roundtrip flight included
New York (JFK) to Louisville (SDF)
Comfort Inn & Suites Clarksville - Louisville North

Comfort Inn & Suites Clarksville - Louisville North

2.5 out of 5
per person
Jun 19 - Jun 22
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Louisville (SDF)

Top Flight Deals

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Spirit Airlines
Sat, Apr 26 - Fri, May 2
TPA
Tampa Intl.
SDF
Louisville Intl.
$97 Roundtrip, found 5 days ago
$97
Roundtrip
found 5 days ago
Select Spirit Airlines flight, departing Sat, Apr 26 from Tampa Intl. to Louisville Intl., returning Fri, May 2, priced at $97 found 5 days ago
Spirit Airlines
Thu, Jun 5 - Thu, Jun 12
DFW
Dallas-Fort Worth Intl.
SDF
Louisville Intl.
$98 Roundtrip, found 12 hours ago
$98
Roundtrip
found 12 hours ago
Select Spirit Airlines flight, departing Thu, Jun 5 from Dallas-Fort Worth Intl. to Louisville Intl., returning Thu, Jun 12, priced at $98 found 12 hours ago
Spirit Airlines
Mon, May 19 - Wed, May 21
LAX
Los Angeles Intl.
SDF
Louisville Intl.
$102 Roundtrip, found 2 days ago
$102
Roundtrip
found 2 days ago
Select Spirit Airlines flight, departing Mon, May 19 from Los Angeles Intl. to Louisville Intl., returning Wed, May 21, priced at $102 found 2 days ago
Spirit Airlines
Mon, Jul 14 - Fri, Jul 18
EWR
Newark Liberty Intl. Airport
SDF
Louisville Intl.
$148 Roundtrip, found 2 days ago
$148
Roundtrip
found 2 days ago
Select Spirit Airlines flight, departing Mon, Jul 14 from Newark Liberty Intl. Airport to Louisville Intl., returning Fri, Jul 18, priced at $148 found 2 days ago