Deals on vacations and trips to South Boston

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Price found within the past 48 hours. Click for updated prices.
Homewood Suites by Hilton Raleigh/Cary

Homewood Suites by Hilton Raleigh/Cary

3 out of 5
Price was $420, price is now $306 per person
$306
per person
Feb 20 - Feb 23
found 11 hours ago
Roundtrip non-stop flight included
Detroit (DTW) to Raleigh (RDU)
This hotel features an outdoor pool and a gym. Traveling on business? Take advantage of the 4 conference rooms, free WiFi in public areas, and express check-out. Guests will appreciate freebies like buffet breakfast and free self parking.
Hilton Garden Inn Raleigh /Crabtree Valley

Hilton Garden Inn Raleigh /Crabtree Valley

3.5 out of 5
North Hills
Price was $460, price is now $362 per person
$362
per person
Feb 20 - Feb 23
found 11 hours ago
Roundtrip non-stop flight included
Detroit (DTW) to Raleigh (RDU)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy free perks like free self parking and an area shuttle.
Hampton Inn & Suites Raleigh/Crabtree Valley

Hampton Inn & Suites Raleigh/Crabtree Valley

2.5 out of 5
North Hills
Price was $473, price is now $374 per person
$374
per person
Feb 20 - Feb 23
found 11 hours ago
Roundtrip non-stop flight included
Detroit (DTW) to Raleigh (RDU)
This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Free perks include buffet breakfast, free self parking, and an area shuttle.
Graduate by Hilton Chapel Hill

Graduate by Hilton Chapel Hill

4 out of 5
Price was $638, price is now $504 per person
$504
per person
Feb 20 - Feb 23
found 11 hours ago
Roundtrip non-stop flight included
Detroit (DTW) to Raleigh (RDU)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 2 conference rooms, free WiFi in public areas, and express check-out. Self parking, a coffee shop, and a lobby fireplace are also offered.
Hampton Inn & Suites Raleigh Cary Lenovo Center

Hampton Inn & Suites Raleigh Cary Lenovo Center

2.5 out of 5
Price was $482, price is now $383 per person
$383
per person
Feb 20 - Feb 23
found 11 hours ago
Roundtrip non-stop flight included
Detroit (DTW) to Raleigh (RDU)
This hotel features a 24-hour gym and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.

Top South Boston hotels deals

The Berry Hill Resort & Conference Center

The Berry Hill Resort & Conference Center

4 out of 5
3105 River Road South Boston VA
Free Cancellation
Reserve now, pay when you stay
$173 nightly
The price is $194 total per night
$194 total
Dec 10 - Dec 11
Total with taxes and fees
A full-service spa, 2 restaurants, and an indoor pool are all featured at this boutique hotel. Traveling on business? Take advantage of the business center and free WiFi in public areas. Relax with a drink at one of the 2 bars/lounges and enjoy free perks like continental breakfast and free self parking.
Pool
Breakfast included
Super 8 by Wyndham South Boston VA

Super 8 by Wyndham South Boston VA

2 out of 5
1040 Bill Tuck Hwy South Boston VA
Free Cancellation
Reserve now, pay when you stay
$79 nightly
The price is $88 total per night
$88 total
Dec 12 - Dec 13
Total with taxes and fees
This motel features free WiFi in public areas, laundry facilities, and free self parking. Enjoy the free on-the-go breakfast each morning. A picnic area, dry cleaning, and barbecue grills are also on offer.
Breakfast included
Pet friendly
Clarion Pointe South Boston - Danville East

Clarion Pointe South Boston - Danville East

3.5 out of 5
1074 Bill Tuck Hwy South Boston VA
Free Cancellation
Reserve now, pay when you stay
$76 nightly
The price is $85 total per night
$85 total
Dec 14 - Dec 15
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free on-the-go breakfast, free WiFi, and free self parking. Traveling on business? Take advantage of the business center and onsite conference space. There's a gym on site, and a 24-hour front desk and a terrace are also provided.
Breakfast included
Pet friendly
Americas Best Value Inn & Suites South Boston

Americas Best Value Inn & Suites South Boston

2 out of 5
2050 Philpott Rd South Boston VA
Free Cancellation
Reserve now, pay when you stay
$55 nightly
The price is $61 total per night
$61 total
Dec 11 - Dec 12
Total with taxes and fees
This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. The front desk is staffed around-the-clock and free newspapers are on offer.
Pet friendly
Parking included
Fairfield Inn & Suites South Boston

Fairfield Inn & Suites South Boston

2.5 out of 5
1120 Bill Tuck Hwy South Boston VA
Free Cancellation
Reserve now, pay when you stay
$129 nightly
The price is $144 total per night
$144 total
Dec 20 - Dec 21
Total with taxes and fees
This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.
Pool
Breakfast included
Quality Inn South Boston - Danville East

Quality Inn South Boston - Danville East

2.5 out of 5
2001 Seymour Drive South Boston VA
Free Cancellation
Reserve now, pay when you stay
$64 nightly
The price is $72 total per night
$72 total
Jan 9 - Jan 10, 2026
Total with taxes and fees
This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the seasonal outdoor pool and free perks like continental breakfast and free self parking.
Pool
Breakfast included
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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.

Popular places to visit

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.

South Boston Speedway

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.

Hudson Heritage Farms

Sentara Halifax Regional Hospital

Though Sentara Halifax Regional Hospital might be what brings you to town, perhaps you'll have a chance to explore more of South Boston while you are here.

Sentara Halifax Regional Hospital

Frequently asked questions

How much are vacation packages to South Boston?
Vacation packages, which include hotels and flights in South Boston, start from $306. Make your daydreams come true and begin your booking with Travelocity today.
How long should my South Boston vacation be?
Many travelers choose to stay roughly 2 nights in South Boston. But that's only a guide. Whether you prefer to stay for a matter of days or weeks, you'll enjoy exploring everything that this destination has to offer.
Where can I get the best vacation package deals for South Boston?
There are amazing South Boston package deals to be snapped up with Travelocity. Did you know we partner with 400 airlines and 1,000,000 properties around the globe? Keep that in mind when you're ready to check another place off your bucket list.
Why should I book my South Boston vacation bundle with Travelocity?
Whether you're planning a weeks-long vacation or a last-minute weekend trip, we have loads of attractive destinations to choose from at a great price. And on top of that, we offer customer support 24/7, excellent service and a Price Match Guarantee. Save yourself the effort and time and lock in your dream vacation now.
Will I save money on my South Boston car rental if I bundle it with my hotel or flight?
Certainly — combine your hotel, car and flight into a South Boston vacation package and you'll save loads. With so much to discover in South Boston, having your own set of wheels will make exploring a joy. Once you're in the driver's seat, crank up the tunes and find your way to North Carolina Zoo, an unmissable attraction about 90 mi from South Boston.
Which airport is best for South Boston?
South Boston has two major airports to jet into — Raleigh - Durham Intl. Airport (RDU) (55 mi away from the city center) and Lynchburg Regional Airport (LYH) (45 mi away from central South Boston).
What is there to do in South Boston?
South Boston Speedway should be at the top of your to-do list. After you've checked off this top attraction, simply stroll the streets of South Boston and find out what makes this vibrant place tick.
Where should I stay when visiting South Boston?
The Quality Inn South Boston - Danville East is the number one choice of many travelers. Book as soon as possible to avoid missing out.

Photos of local treasures

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Photo by kristy in VA
Photo by kristy in VA

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