South Boston Vacations from $274
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Photo by kristy in VA
Your South Boston Vacation
There's no better way to get away than with one of our vacation packages to South Boston. The lively atmosphere and rich history are two of the many compelling reasons to visit this fascinating city. During your trip to South Boston, take all the time you need for sightseeing. One of the best places to begin is South Boston Speedway. No matter your travel plans or budget, putting together the ultimate tailored South Boston vacation is a piece of cake with Expedia.
The Latest South Boston vacation packages
Price found within the past 48 hours. Click for updated prices.
Sonesta ES Suites Raleigh Cary
Price was $376, price is now $274 per person
$274
per person
Dec 10 - Dec 14
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Raleigh (RDU)
9.2/10 Wonderful! (1,010 reviews)
The room was comfortable but nothing special, from a different era, could use modernization. Kitchen supplies were minimal, didn’t bother with breakfast.
Quiet, good blackout curtains, confortable bed
Reviewed on Oct 11, 2025
Rizzo Center, a Destination by Hyatt Hotel
Save 100% on your flight
Price was $698, price is now $442 per person
$442
per person
Dec 4 - Dec 7
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Raleigh (RDU)
9.6/10 Exceptional! (1,004 reviews)
I really enjoyed this property. Each floor has an area with snacks in a refrigerator like sodas and ice cream and popcorn. We stayed during a not very busy time, but I bet this place would be amazing during a football or basketball game.
Reviewed on Sep 4, 2025
Unscripted Durham, Part of JDV by Hyatt
Downtown Durham
Save 100% on your flight
Price was $454, price is now $313 per person
$313
per person
Dec 10 - Dec 14
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Raleigh (RDU)
8.4/10 Very Good! (1,005 reviews)
Very poor service and amenities. Plus too “modern” without comfort.
Reviewed on Oct 1, 2025
La Quinta Inn & Suites by Wyndham Raleigh Cary
Save 100% on your flight
Price was $433, price is now $311 per person
$311
per person
Dec 9 - Dec 15
found 23 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Raleigh (RDU)
7.4/10 Good! (47 reviews)
Overall clean and comfortable. Staff was kind.
Reviewed on Oct 16, 2025
Don't see what you're looking for?
See all available trips from Columbus to South Boston
View all tripsDiscover the most popular places to visit in South Boston
South Boston Speedway
Catch an event at South Boston Speedway during your trip to South Boston. Discover the entertainment venues and churches in this family-friendly area.
Hudson Heritage Farms
Commune with nature and explore the great outdoors at Hudson Heritage Farms during your travels in South Boston. Take in the entertainment venues and countryside in this family-friendly area.
South Boston Hotel Deals
The Berry Hill Resort & Conference Center
3105 River Road, South Boston, VA
Fully refundableReserve now, pay when you stay
$170 nightly
The price is $191 total per night from Oct 26 to Oct 27
$191 total
Oct 26 - Oct 27
Total with taxes and fees
9/10 Wonderful! (680 reviews)
"Awesome stay! Will be back!"
Reviewed on Oct 6, 2025
Clarion Pointe South Boston - Danville East
1074 Bill Tuck Hwy, South Boston, VA
Fully refundableReserve now, pay when you stay
$85 nightly
The price is $95 total per night from Oct 19 to Oct 20
$95 total
Oct 19 - Oct 20
Total with taxes and fees
7/10 Good! (272 reviews)
"Room was very nice and the staff friendly"
Reviewed on Oct 12, 2025
Fairfield Inn & Suites South Boston
1120 Bill Tuck Hwy, South Boston, VA
Fully refundableReserve now, pay when you stay
$139 nightly
The price is $155 total per night from Nov 14 to Nov 15
$155 total
Nov 14 - Nov 15
Total with taxes and fees
8.8/10 Excellent! (381 reviews)
"Greeted by very friendly desk clerks all throughout the day"
Reviewed on Oct 12, 2025
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.
South Boston Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Population | 8,000 |
Max Temp Winter | 50ºF |
Max Temp Summer | 90ºF |
Top Sights | Greenwood Vineyards and South Boston Speedway |
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.