Deals on vacations and trips to South Boston

Save when you book South Boston package deals

Choose two or more items and save on your trip:

South Boston flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Sonesta ES Suites Raleigh Durham Airport Morrisville

Sonesta ES Suites Raleigh Durham Airport Morrisville

3 out of 5
per person
Jul 19 - Jul 22
found 1 day ago
Roundtrip flight included
New York (JFK) to Raleigh (RDU)
This hotel features a 24-hour gym and a seasonal outdoor pool. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and free airport shuttle. Enjoy the free buffet breakfast each morning.
Graduate Chapel Hill

Graduate Chapel Hill

4 out of 5
per person
Jul 19 - Jul 22
found 1 day ago
Roundtrip flight included
New York (JFK) 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.
Hyatt Place Durham Southpoint

Hyatt Place Durham Southpoint

3 out of 5
per person
Jul 19 - Jul 22
found 1 day ago
Roundtrip flight included
New York (JFK) to Raleigh (RDU)
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the gym and free perks like buffet breakfast and free self parking.
Wingate by Wyndham Raleigh South / Garner

Wingate by Wyndham Raleigh South / Garner

2.5 out of 5
per person
Jul 19 - Jul 22
found 1 day ago
Roundtrip flight included
New York (JFK) to Raleigh (RDU)
This hotel features a 24-hour gym and a seasonal outdoor pool. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like continental breakfast and free self parking.
Sonesta ES Suites Raleigh Cary

Sonesta ES Suites Raleigh Cary

3 out of 5
per person
Jul 19 - Jul 22
found 1 day ago
Roundtrip flight included
New York (JFK) to Raleigh (RDU)
This hotel features a 24-hour gym and an outdoor tennis court. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the seasonal outdoor pool and free on-the-go breakfast each morning.

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
The price is $150 per night
$150
per night
Jun 18 - Jun 19
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
The price is $79 per night
$79
per night
Jul 7 - Jul 8
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
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
The price is $55 per night
$55
per night
Jun 18 - Jun 19
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
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
The price is $125 per night
$125
per night
Jul 7 - Jul 8
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.
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
The price is $78 per night
$78
per night
Jul 7 - Jul 8
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
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
The price is $144 per night
$144
per night
Jul 7 - Jul 8
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
Don't see what you're looking for?
See all available properties in South Boston
View all properties
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

Image for South Boston Speedway

South Boston Speedway

4.5/5(7 reviews)

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
Image for Hudson Heritage Farms

Hudson Heritage Farms

3.5/5(3 reviews)

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
Image for Sentara Halifax Regional Hospital

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

Photos of local treasures

Browse South Boston vacation photos for more inspiration

Photo by kristy in VA
Photo by kristy in VA

Frequently asked questions

How much are vacation packages to South Boston?
With a Travelocity vacation package, you could be living it up in South Boston for as little as $367. Hotels, flights and adventures — we’re a one-stop shop for all of them. You can save some cash just by combining your bookings together. And with all that taken care of before you leave, you can sit back, relax and not worry about a thing.
How long should my South Boston vacation be?
Many travelers stay around 2 nights in South Boston. But that’s not set in stone. Whether you’re staying for a matter of days or weeks, you’ll enjoy discovering all the fantastic things that this place has to offer.
Where can I get the best vacation package deals for South Boston?
Travelocity is the only place you need to go to score an incredible South Boston package deal. Choose from 400 partner airlines and 1,000,000 properties around the globe and put together a vacation package that’s right for you. With so many options, it’s easy to plan your next exciting getaway.
Why should I purchase my South Boston vacation package with Travelocity?
From enticing destinations to memorable experiences, we have everything you need to satisfy your wanderlust. Our friendly 24/7 customer support will also ensure you’re taken care of before, during and after your trip. And don’t worry if you find a cheaper price on your reservation, we’ll match it. That’s our Price Match Guarantee.
Can I save money on my South Boston car rental if I book it with hotels and flights?
Certainly — combine your flight, hotel and car into a South Boston vacation package and you’ll save plenty. With so much to see in and around South Boston, that rental car will come in handy. Once you’re behind the wheel, crank up the music and head to Monticello, a well-known sight approximately 95 mi from South Boston.
What is the best time of year to go to South Boston?
If you’re all about wandering wisely, is an excellent time to do it. That’s when you’ll find room rates tumble. In contrast, prices are highest around . February, May and June are the most popular months to visit South Boston, so expect big lines at top attractions. Hoping to avoid high season? You’ll find fewer crowds during January, July and December.
Which airport is best for South Boston?
South Boston has a couple of airports you can fly to — 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 deserves to be on your must-see list. After you’ve checked off this top attraction, simply stroll the streets of South Boston and get a feel for what makes this fantastic city tick.
Where should I stay when visiting South Boston?
Many people choose to hit the hay at the Quality Inn South Boston - Danville East. It’s sure to be a great base for your South Boston vacation.