South Boston Holidays from £982
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to £750 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPackages with flights are ATOL protected
Top South Boston Flight + Hotel Deals
Price found within the past 48 hours. Click for updated prices.
Derby City Gaming & Hotel - A Churchill Downs Property (Adults Only)
£982
per person
16 Nov - 19 Nov
found 1 day ago
Return direct flight included
London (LON) to Louisville (SDF)
9.4/10 Exceptional! (2,546 reviews)
Loved our stay, would come back. Room was spacious and surprisingly comfortable. 10/10.
Reviewed on 2 Oct 2026
Hyatt Regency Louisville
Downtown Louisville
£1,025
per person
16 Nov - 19 Nov
found 1 day ago
Return direct flight included
London (LON) to Louisville (SDF)
8.8/10 Excellent! (1,007 reviews)
Gorgeous atrium style hotel just steps away from convention center. Lots to do and see near hotel.
Reviewed on 1 Oct 2026
South Boston Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Louisville Intl. Airport (SDF) |
Max Temp Winter | 4ºC |
Max Temp Summer | 29ºC |
Top hotels in South Boston
Ramada by Wyndham Sellersburg/Louisville North
360 Triangle Dr Sellersburg IN
Fully refundableReserve now, pay when you stay
£73
2 Nov - 3 Nov
includes taxes & fees
Holiday Inn Express & Suites Scottsburg by IHG
200 S Beechwood Ave Scottsburg IN
Fully refundable
£93
11 Oct - 12 Oct
includes taxes & fees
8.8/10 Excellent! (739 reviews)
"In the hallway that goes to the rooms on the floor, I stayed on black mold was growing all over the ceiling. Only one elevator was working out of 3 during the sold out concert that was sat right next to the hotel."
Reviewed on 29 Sept 2026
HavenPointe Inn & Suites
300 N Gardner St Scottsburg IN
£63
10 Oct - 11 Oct
includes taxes & fees
8.8/10 Excellent! (676 reviews)
"The shower could use handrails as the floor seemed slick. We put a towel down on the shower floor and everything was fine."
Reviewed on 2 Oct 2026
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.
Frequently asked questions
How much does a South Boston travel package cost?
Get set to book, because a getaway to South Boston starts from only £982. When you bundle your flights, hotels and car rentals into a travel package, you'll enjoy the lowest prices.
If I'm not able to travel, can I cancel my South Boston travel package?
Certainly, and we'll help you every step of the way. You may be able to cancel or amend your South Boston travel package at no cost within 24 hours of booking. However, you may incur a fee from your hotel, airline or car rental company for older bookings. If your circumstances unexpectedly change, visit our Customer Service Portal for more information.
How do I get a cheap travel package to South Boston?
If you love amazing deals, bundle your bookings into a South Boston travel package. Whether you're searching for hotels, flights, tours or rental cars, you can book them all in one place. You'll have loads of choice at your fingertips too. Expedia has over 550 airlines and 1,000,000 hotels across the globe to choose from. Fly with who you prefer, check in where you like and save a bundle — now that's the ideal getaway!
Does Expedia offer Book Now, Pay Later South Boston holidays?
Your bank balance shouldn't stop you from escaping on holiday, so Expedia has worked out a solution to help. Now that we've joined forces with online lender Klarna, it's easier than ever to book a terrific getaway without exhausting your savings. Klarna offers flexible payment options during the checkout process that take the stress out of budgeting for your break. Check out these flexible payment options:
- Pay monthly holidays: Realise your holiday dreams sooner with Klarna's monthly instalment plans. If paying small amounts each month works for you, choose this option during the checkout process.
- Pay in instalments holidays: If you want to pay off your getaway in multiple transactions, holidays paid in instalments might be the best option for your Book Now, Pay Later holiday through Klarna.
- Low deposit holidays: Pressing the "book now" button is easier with this payment plan. Simply put down a small deposit on your booking and then start working on your travel itinerary.
What are the top hotels in South Boston?
If it's your first time staying in South Boston, lock in a room at Cobblestone Hotel & Suites - Salem or Knights Inn & Suites Salem, IN. Both have good amenities and are favourites with many travellers.
How far in advance should I book my South Boston holiday?
Savvy travellers book early. Airlines generally release flight tickets up to a year in advance, and this is an ideal opportunity to pick up some of the cheapest prices. Boss just told you to take all your holiday days next week? That's fine too — Expedia are never short on fantastic bargains to send you on the getaway of your dreams, at an affordable price.
What does an Expedia South Boston travel package include?
It's up to you! You can select from a range of South Boston bundles, such as a hotel, flight and rental car. You can also book a hotel with a flight, or a rental car and a flight. Once you've made your booking, you can add on the fun stuff like tours and activities. Whatever your perfect South Boston break looks like, you're sure to save!
What should I know before booking a South Boston travel package?
When you book your flights, hotels and car rentals together, you'll land fantastic discounts. Whether you're planning an outdoor getaway in a chalet or want to stay in a ritzy city hotel, Expedia can make it happen for less.
Can I choose my airline with a South Boston Expedia travel package?
Yes, and with over 550 airlines to choose from around the world, you have loads of choice. Browse the available options and see which airline suits your budget and needs.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.
