South Boston Vacation Packages 2026 from $349

South Boston flight + hotel vacation packages

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

University Inn Durham next to Duke University Medical Center

$349

per person

Oct 22 - Oct 25

found 1 day ago

Roundtrip flight included

Boston (BOS) 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.

Landing Apartments near Durham Central Park

$947

per person

Oct 15 - Oct 18

found 1 day ago

Roundtrip flight included

Newark Liberty Intl. Airport (EWR) to Raleigh (RDU)

A gym, self parking, and barbecue grills are featured at this apartment. WiFi in public areas is free. A virtual front desk are provided for your convenience.

Landing Spectacular Studio, Gym, Pool

$938

per person

Oct 15 - Oct 18

found 1 day ago

Roundtrip flight included

Newark Liberty Intl. Airport (EWR) to Raleigh (RDU)

This apartment features a 24-hour gym and a seasonal outdoor pool. WiFi in public areas is free. A virtual front desk are provided for your convenience.

Aloft by Marriott Durham Downtown

Downtown Durham

$633

per person

Oct 22 - Oct 25

found 1 day ago

Roundtrip flight included

Boston (BOS) to Raleigh (RDU)

This hotel features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the gym and conveniences like a 24-hour front desk and laundry facilities.

Courtyard Durham Near Duke University/Downtown

Croasdaile Farm Master

$379

per person

Oct 22 - Oct 25

found 1 day ago

Roundtrip flight included

Boston (BOS) 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. Enjoy the seasonal outdoor pool and perks like free self parking and a free area shuttle.

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

$159 nightly

$178 total

Aug 17 - Aug 18

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

$107 nightly

$120 total

Aug 16 - Aug 17

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

Fairfield Inn & Suites South Boston

1120 Bill Tuck Hwy South Boston VA

Free Cancellation

Reserve now, pay when you stay

$144 nightly

$161 total

Aug 30 - Aug 31

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

Super 8 by Wyndham South Boston VA

1040 Bill Tuck Hwy South Boston VA

Free Cancellation

Reserve now, pay when you stay

$82 nightly

$92 total

Sep 1 - Sep 2

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

Aug 10 - Aug 11

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

2001 Seymour Drive South Boston VA

Free Cancellation

$84 nightly

$94 total

Sep 6 - Sep 7

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.

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Frequently asked questions

How much are vacation packages to South Boston?

Vacation packages, which include hotels and flights in South Boston, start from $349. 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.