South Boston Vacation Packages 2026 from $370

South Boston flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.

DoubleTree Suites by Hilton Raleigh - Durham

$370

per person

Nov 19 - Nov 22

found 1 day ago

Roundtrip flight included

Boston (BOS) to Raleigh (RDU)

This hotel features a restaurant, an indoor pool, and a bar/lounge. Enjoy the 24-hour gym and perks like free WiFi and a free airport shuttle. There's an outdoor tennis court on site, and laundry facilities and wedding services are also offered.

Landing Apartments Near Woodcrest

East Raleigh

Save 100% on your flight

$912

per person

Nov 24 - Nov 29

found 1 day ago

Roundtrip flight included

Boston (BOS) to Raleigh (RDU)

This apartment features a 24-hour gym and a seasonal outdoor pool. Business travelers can take advantage of the free WiFi in public areas. Free self parking, barbecue grills, and a virtual front desk are also on offer.

The Umstead Hotel and Spa

Save 100% on your flight

$1,028

per person

Nov 12 - Nov 15

found 1 day ago

Roundtrip flight included

Boston (BOS) to Raleigh (RDU)

A full-service spa, a gym, and a restaurant are all featured at this smoke-free resort. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. Enjoy the seasonal outdoor pool and perks like free self parking.

La Quinta Inn & Suites by Wyndham Raleigh Downtown North

Northeast Raleigh

$531

per person

Nov 24 - Nov 29

found 1 day ago

Roundtrip flight included

Boston (BOS) to Raleigh (RDU)

This hotel features a gym and a seasonal outdoor pool. Traveling on business? Take advantage of the 2 conference rooms, 24-hour business center, and express check-out. Guests will appreciate freebies like full breakfast and free self parking.

Colony House Motor Lodge

Franklin-Colonial

$777

per person

Oct 15 - Oct 19

found 4 hours ago

Roundtrip non-stop flight included

Boston (BOS) to Roanoke (ROA)

This hotel features a gym and a seasonal outdoor pool. Guests will appreciate free perks like free self parking and WiFi in public areas. The front desk is staffed around-the-clock and laundry facilities are on offer.

Top South Boston hotels deals

The Berry Hill Resort & Conference Center

3105 River Road South Boston VA

Free Cancellation

Reserve now, pay when you stay

$151 nightly

$169 total

Sep 7 - Sep 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

Clarion Pointe South Boston - Danville East

1074 Bill Tuck Hwy South Boston VA

Free Cancellation

$98 nightly

$110 total

Sep 13 - Sep 14

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

Super 8 by Wyndham South Boston VA

1040 Bill Tuck Hwy South Boston VA

Free Cancellation

Reserve now, pay when you stay

$79 nightly

$88 total

Sep 7 - Sep 8

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

Americas Best Value Inn & Suites South Boston

2050 Philpott Rd South Boston VA

Free Cancellation

Reserve now, pay when you stay

$65 nightly

$72 total

Sep 7 - Sep 8

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

1120 Bill Tuck Hwy South Boston VA

Free Cancellation

Reserve now, pay when you stay

$129 nightly

$144 total

Sep 27 - Sep 28

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

2001 Seymour Drive South Boston VA

Free Cancellation

$79 nightly

$88 total

Sep 27 - Sep 28

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.

Stay near popular South Boston attractions

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.

See properties

Frequently asked questions

How much are vacation packages to South Boston?

Vacation packages, which include hotels and flights in South Boston, start from $370. 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.