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.
Comfort Inn University Durham - Chapel Hill

Comfort Inn University Durham - Chapel Hill

2.5 out of 5
Price was $471, price is now $390 per person
$390
per person
Jun 12 - Jun 16
found 1 hour ago
Roundtrip flight included
Dallas (DFW) to Raleigh (RDU)
This hotel features a gym and a seasonal outdoor pool. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Free perks include continental breakfast, free self parking, and an area shuttle.
Hyatt House Raleigh Downtown/Seaboard Station

Hyatt House Raleigh Downtown/Seaboard Station

3.5 out of 5
Downtown Raleigh
Price was $665, price is now $473 per person
$473
per person
Jun 12 - Jun 16
found 1 hour ago
Roundtrip flight included
Dallas (DFW) to Raleigh (RDU)
This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the seasonal outdoor pool and free buffet breakfast each morning.
Sheraton Raleigh Hotel

Sheraton Raleigh Hotel

3.5 out of 5
Downtown Raleigh
Price was $645, price is now $469 per person
$469
per person
Jun 12 - Jun 16
found 1 hour ago
Roundtrip flight included
Dallas (DFW) to Raleigh (RDU)
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. Self parking, a coffee shop, and express check-out are also offered.
University Inn Durham next to Duke University Medical Center

University Inn Durham next to Duke University Medical Center

2 out of 5
Price was $511, price is now $416 per person
$416
per person
Jun 12 - Jun 16
found 1 hour ago
Roundtrip flight included
Dallas (DFW) to Raleigh (RDU)
This hotel includes free WiFi in public areas and laundry facilities. A free area shuttle is offered as well. Self parking is offered and the front desk is staffed around-the-clock.
Hilton Raleigh North Hills

Hilton Raleigh North Hills

3.5 out of 5
North Hills
Price was $544, price is now $456 per person
$456
per person
Jun 12 - Jun 16
found 1 hour ago
Roundtrip flight included
Dallas (DFW) to Raleigh (RDU)
This hotel features an indoor pool, a 24-hour gym, and a restaurant. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Unwind with a drink at the bar/lounge and enjoy perks like a free area shuttle.

Top South Boston hotels deals

Fairfield Inn & Suites South Boston

Fairfield Inn & Suites South Boston

3 out of 5
1120 Bill Tuck Hwy South Boston VA
Free Cancellation
Reserve now, pay when you stay
$139 nightly
The price is $155 total per night
$155 total
Apr 1 - Apr 2
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
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
$167 nightly
The price is $187 total per night
$187 total
Apr 7 - Apr 8
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
$83 nightly
The price is $93 total per night
$93 total
Apr 12 - Apr 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
$94 nightly
The price is $105 total per night
$105 total
Apr 5 - Apr 6
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
$65 nightly
The price is $72 total per night
$72 total
Mar 28 - Mar 29
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
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
$88 nightly
The price is $99 total per night
$99 total
Apr 2 - Apr 3
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
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

Old South United Methodist Church aerial view panorama at sunset in historic town center, Reading, Massachusetts, MA, USA.

South Boston Town Hall

South Boston Town Hall is just one of the places to see in South Boston, so why not enjoy the other things to explore during your travels? While in this family-friendly area, you can enjoy the restaurants.

South Boston Town Hall

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

Downtown South Boston Farmers Market

You can browse for the perfect souvenirs at Downtown South Boston Farmers Market during your stay in South Boston. While in this family-friendly area, you can enjoy the restaurants.

Downtown South Boston Farmers Market

Frequently asked questions

How much are vacation packages to South Boston?
Vacation packages, which include hotels and flights in South Boston, start from $390. 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

Browse South Boston vacation photos for more inspiration

The Blue Ridge Parkway Cuts Through Dense Mountain Forest
James River as it passes through the Blue Ridge Mountains
South Boston High School, South Boston, Massachusetts, USA, 03.16.2014
The Happy Oyster in South Boston VA.

Explore More Ways to Travel with Travelocity