South Boston Holidays from AU$1,752

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The Latest South Boston Holiday Deals

Price found within the past 48 hours. Click for updated prices.
Embassy Suites Louisville Downtown

Embassy Suites Louisville Downtown

4 out of 5
Downtown Louisville
per person
30 Oct - 2 Nov
found 1 day ago
Return flight included
Sydney (SYD) to Louisville (SDF)
8.8/10 Excellent! (1,007 reviews)
We didn't want to pay for parking.

Reviewed on 9 Aug. 2025

Hyatt Regency Louisville

Hyatt Regency Louisville

4 out of 5
Downtown Louisville
per person
30 Oct - 2 Nov
found 1 day ago
Return flight included
Sydney (SYD) to Louisville (SDF)
8.8/10 Excellent! (1,008 reviews)
The room was missing a shower curtain. While we were waiting to receive one we discovered neither of the beds in our room had top sheets. We went down to the front desk after our phone call went off answered the second time. A gentleman brought the shower curtain and sheets for us to hang and put on the bed. Both sheets were damp. Definitely did not meet our expectations.

Reviewed on 12 Aug. 2025

Louisville Marriott Downtown

Louisville Marriott Downtown

4 out of 5
Downtown Louisville
per person
30 Oct - 2 Nov
found 1 day ago
Return flight included
Sydney (SYD) to Louisville (SDF)
9/10 Wonderful! (1,003 reviews)
Closed drapes, but couldn't open in morning. I got a handicap room, didn't request it but i assume check in person saw i had a walking stick and gave me one. Great. It was at the end of hall, as far away from elevators as possible. Why would you put handicap room there.

Reviewed on 12 Aug. 2025

The Grady

The Grady

4 out of 5
Downtown Louisville
per person
30 Oct - 2 Nov
found 1 day ago
Return flight included
Sydney (SYD) to Louisville (SDF)
9.4/10 Exceptional! (1,009 reviews)
Wonderful place to stay amazing shops.Great food clean great people

Reviewed on 11 Aug. 2025

Galt House Hotel Trademark Collection by Wyndham

Galt House Hotel Trademark Collection by Wyndham

4 out of 5
Downtown Louisville
per person
30 Oct - 2 Nov
found 1 day ago
Return flight included
Sydney (SYD) to Louisville (SDF)
8.8/10 Excellent! (3,515 reviews)
My expectations were definitely not met. After looking at all the different options of hotels around we chose this one after reading reviews and looking at pictures. The girl that checked me In at the front must have been new. She didn’t really answer any of my questions and the language barrier was very high. The parking garage is a nightmare and it’s a very long walk if you’re in the west building. I asked about valet but again I didn’t really get an answer. The carpet in the halls are really dirty and the room is just okay. The hotel is pretty run down for being one of the top picks to stay. The pool is also dirty. Not impressed and won’t be back.

Reviewed on 14 Aug. 2025

South Boston Holiday

South Boston Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Louisville Intl. Airport (SDF)
Max Temp Winter
4ºC
Max Temp Summer
29ºC

Our pick of the best South Boston Hotel Deals

Holiday Inn Express & Suites Scottsburg by IHG

Holiday Inn Express & Suites Scottsburg by IHG

2.5 out of 5
200 S Beechwood Ave, Scottsburg, IN
Fully refundable
The price is AU$170 per night from 24 Aug to 25 Aug
AU$170
24 Aug - 25 Aug
includes taxes & fees
8.6/10 Excellent! (632 reviews)
"Asked the desk staff for food recommendations pointed us too a very good restaurant just a little ways away food was very good. Room was clean and bed was very comfortable, room essentials like shampoo, lotion plus had keurig coffee machine in room with coffee options. Would definitely stay ..."

Reviewed on 4 Aug. 2025

Holiday Inn Express & Suites Scottsburg by IHG
Ramada by Wyndham Sellersburg/Louisville North

Ramada by Wyndham Sellersburg/Louisville North

2.5 out of 5
360 Triangle Dr, I-65 Exit 9, Sellersburg, IN
Fully refundableReserve now, pay when you stay
The price is AU$138 per night from 24 Aug to 25 Aug
AU$138
24 Aug - 25 Aug
includes taxes & fees
8.2/10 Very Good! (1,000 reviews)
"The breakfast was perfect, the location was convenient, the price was great."

Reviewed on 7 Aug. 2025

Ramada by Wyndham Sellersburg/Louisville North
Days Inn & Suites by Wyndham Sellersburg

Days Inn & Suites by Wyndham Sellersburg

2 out of 5
363 Triangle Dr, Sellersburg, IN
Fully refundableReserve now, pay when you stay
The price is AU$117 per night from 24 Aug to 25 Aug
AU$117
24 Aug - 25 Aug
includes taxes & fees
7/10 Good! (800 reviews)
"It was just OK for a quick overnight stop"

Reviewed on 21 Jul. 2025

Days Inn & Suites by Wyndham Sellersburg
See all 77 properties in South Boston
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.
All Inclusive Holidays
All Inclusive Holidays
All Inclusive Holidays
Cheap Holidays
Cheap Holidays
Cheap Holidays
beach holidays
Beach Holidays
Beach Holidays

Frequently asked questions

How much does a South Boston holiday package cost?
Offering excellent value package deals from AU$1,752 on Expedia, you'll be thrilled with how little a holiday to South Boston costs! Expedia's packages make travel planning easier and your savings go further.
What are the cheapest months to go to South Boston?
You can usually find reduced prices and greater availability in January, February and March. Check out our cheap South Boston holiday packages and you could get some excellent off-season deals.
How many days is enough for South Boston?
Usually, a handful of days is enough to explore the top sights during your South Boston holiday. However, if you prefer to have some time to kick back or go on day tours, think about extending your itinerary.
How to find the best South Boston package deals?
Use Expedia's filter tool to help you find some great South Boston package deals. When you begin your search, just set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your adventure for midweek, or search for South Boston package deals in the low season. Play around with your travel dates and you may land even better discounts. As a rule of thumb, it's typically best to lock in your holiday package as soon as possible.
Is it cheaper to book a South Boston holiday as a package?
An Expedia holiday package could land you considerable savings when compared to booking stays and flights individually. Better still, you can personalise your South Boston escape to fit your exact style. Pick your preferred flight time, select the hotel type and add a car rental. Browse our great deals to see how much you can save.
When to book a holiday package to South Boston?
Land incredible discounts by reserving your flights in advance with Expedia. If being spontaneous is more your style, snap up one of our last-minute deals for an impromptu South Boston getaway.
How to plan a trip to South Boston?

  1. Choose your dates: The things you'd like to do in South Boston and your preferred season will help you decide when to get away.
  2. Set a budget: Consider costs such as flights, food and transportation when working out how much to put aside for your trip to South Boston. Then, select a hotel that matches your budget, whether that's an economical option or a more upscale retreat.
  3. Decide how long to go for: Now that you're more familiar with South Boston, you can figure out the right length of your holiday. Put together a rough plan and allocate enough time to cover everything you want to see.
  4. Bundle your bookings: With your travel dates in order, you can combine your flights, car rental, hotels and more into a customised South Boston holiday package.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.