Title: South Boston Vacation Packages 2026 from $571 | Expedia.com [Hotels in South Boston](https://expedia.com/South-Boston-Hotels.d553248635975848020.Travel-Guide-Hotels)[Vacation Rentals in South Boston](https://expedia.com/South-Boston-Vacation-Rentals.d553248635975848020.Travel-Guide-VacationRentals)[Flights to South Boston](https://expedia.com/Cheap-Flights-To-South-Boston.d553248635975848020.Travel-Guide-Flights)[Car Rentals in South Boston](https://expedia.com/Car-Rentals-In-South-Boston.d553248635975848020.Car-Rental-Guide) ![](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_packages.jpeg?impolicy=fcrop&w=1200&h=300&q=medium) # South Boston Vacations from $571 ## Book a Hotel + Flight or Car together to unlock savings ## The Latest South Boston vacation packages Price found within the past 48 hours. Click for updated prices. ![Crowne Plaza Louisville Airport Expo Ctr by IHG](https://images.trvl-media.com/lodging/1000000/20000/11400/11386/a27e575e_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Crowne Plaza Louisville Airport Expo Ctr by IHG Fairgrounds $571 per person Jun 9 - Jun 13 found 1 day ago Roundtrip flight included Boston (BOS) to Louisville (SDF) 8.8/10 Excellent! (1,215 reviews) Close to airport. Restaurant/bar was really good. Reviewed on Mar 18, 2026 ![Hyatt Regency Louisville](https://images.trvl-media.com/lodging/1000000/330000/327000/326983/e017e8a5_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hyatt Regency Louisville Downtown Louisville $952 per person Jun 9 - Jun 13 found 1 day ago Roundtrip flight included Boston (BOS) to Louisville (SDF) 8.8/10 Excellent! (1,006 reviews) The hotel overall was a disappointment this time around. Room was not cleaned all the way through small papers on the floor and other small objects on the couch. Woke up early to loud music at 6am and construction/remodeling banging shortly followed. Reviewed on Mar 10, 2026 ![Holiday Inn Louisville Downtown by IHG](https://images.trvl-media.com/lodging/71000000/70110000/70102100/70102082/7529ae64_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Holiday Inn Louisville Downtown by IHG Downtown Louisville $587 per person Apr 23 - Apr 26 found 24 hours ago Roundtrip flight included Dallas (DFW) to Louisville (SDF) 8/10 Very Good! (802 reviews) having the restaurants on 4th street nearby was a real plus. excellent value for $ for the room. Also, a lot to see and do in Louisville. a great trip and holiday inn was terrific. Reviewed on Mar 6, 2026 ![Cottonwood Airport & Expo Hotel Louisville](https://images.trvl-media.com/lodging/1000000/20000/16100/16068/b29d262f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Cottonwood Airport & Expo Hotel Louisville Shively $629 per person Jun 9 - Jun 13 found 1 day ago Roundtrip flight included Boston (BOS) to Louisville (SDF) 8.6/10 Excellent! (987 reviews) Overall convenient location, and good support staff. Reviewed on Mar 18, 2026 Don't see what you're looking for? See all available trips from Columbus to South Boston [View all trips](https://expedia.com/go/package/search/FlightHotel/2026-04-19/2026-04-26/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=SDF&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## South Boston Hotel Deals ![Ramada by Wyndham Sellersburg/Louisville North](https://images.trvl-media.com/lodging/1000000/660000/659000/658960/301cfd41_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Ramada by Wyndham Sellersburg/Louisville North 360 Triangle Dr Sellersburg IN Fully refundableReserve now, pay when you stay $77 nightly $87 total Mar 30 - Mar 31 Total with taxes and fees 8.4/10 Very Good! (1,005 reviews) Very nice staff, clean room, lobby, pool. We travel for cheer and this was one of the best hotels we have stayed at Reviewed on Mar 18, 2026 [](https://expedia.com/Hotel-Search?startDate=3%2F30%2F2026&endDate=3%2F31%2F2026&selected=658960&PinnedHotelID=658960&HadPinnedHotel=true®ionId=553248635975848020) ![Holiday Inn Express & Suites Scottsburg by IHG](https://images.trvl-media.com/lodging/1000000/120000/116900/116863/26236ff4_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Holiday Inn Express & Suites Scottsburg by IHG 200 S Beechwood Ave Scottsburg IN Fully refundable $112 nightly $125 total Apr 19 - Apr 20 Total with taxes and fees 8.8/10 Excellent! (680 reviews) My room was nice and comfortable. Staff was friendly. Reviewed on Mar 17, 2026 [](https://expedia.com/Hotel-Search?startDate=4%2F19%2F2026&endDate=4%2F20%2F2026&selected=116863&PinnedHotelID=116863&HadPinnedHotel=true®ionId=553248635975848020) ![Days Inn & Suites by Wyndham Sellersburg](https://images.trvl-media.com/lodging/2000000/1550000/1546000/1545948/414838df_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Days Inn & Suites by Wyndham Sellersburg 363 Triangle Dr Sellersburg IN Fully refundableReserve now, pay when you stay $68 nightly $77 total Mar 22 - Mar 23 Total with taxes and fees 7/10 Good! (847 reviews) Room was clean and bed and linens were comfy. It was as to be expected (would have preferred a slightly lower rate for the conditions overall). Staff was chill and friendly. Breakfast was lame. Reviewed on Mar 15, 2026 [](https://expedia.com/Hotel-Search?startDate=3%2F22%2F2026&endDate=3%2F23%2F2026&selected=1545948&PinnedHotelID=1545948&HadPinnedHotel=true®ionId=553248635975848020) [See all 77 properties in South Boston](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=3%2F20%2F2026&endDate=3%2F21%2F2026®ionId=553248635975848020) Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply. ## Find the Best South Boston Vacation Packages ## South Boston Essential Information | Language | English | | --------------- | ------------------------------ | | Currency | U.S dollars | | Closest Airport | Louisville Intl. Airport (SDF) | ## More vacations you might like ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) All Inclusive Vacations [](https://expedia.com/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Beach Vacations [](https://expedia.com/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Kid Friendly Vacations [](https://expedia.com/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Kid_Friendly%20Vacations.click) 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price of the same components booked separately. Savings not available on all packages.