South Boston Vacation Packages 2026 from $395

South Boston flight + hotel vacation packages

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

Wingate by Wyndham Raleigh South / Garner

$395

per person

Sep 26 - Sep 29

found 15 hours ago

Roundtrip flight included

Newark Liberty Intl. Airport (EWR) 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.

Landing Modern 1bd, Gym, Yoga Studio

$816

per person

Oct 1 - Oct 4

found 19 hours ago

Roundtrip flight included

New York (NYC) 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.

Colony House Motor Lodge

Franklin-Colonial

$475

per person

Oct 1 - Oct 3

found 6 hours ago

Roundtrip non-stop flight included

New York (NYC) 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.

The StateView Hotel, Autograph Collection

Southwest Raleigh

$582

per person

Sep 26 - Sep 29

found 15 hours ago

Roundtrip flight included

Newark Liberty Intl. Airport (EWR) 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. There's a 24-hour gym on site, and concierge services and wedding services are also offered.

Landing Apartments Raleigh - North Hills

North Hills

$622

per person

Sep 11 - Sep 14

found 1 day ago

Roundtrip flight included

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

This apartment features a gym and a seasonal outdoor pool. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the a rooftop terrace and perks like free self parking.

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

$155 nightly

$173 total

Jul 30 - Jul 31

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.

Clarion Pointe South Boston - Danville East

1074 Bill Tuck Hwy South Boston VA

Free Cancellation

$98 nightly

$110 total

Aug 2 - Aug 3

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.

Fairfield Inn & Suites South Boston

1120 Bill Tuck Hwy South Boston VA

$134 nightly

$150 total

Aug 9 - Aug 10

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.

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

Jul 26 - Jul 27

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.

Quality Inn South Boston - Danville East

2001 Seymour Drive South Boston VA

Free Cancellation

$88 nightly

$98 total

Aug 16 - Aug 17

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.

Americas Best Value Inn & Suites South Boston

2050 Philpott Rd South Boston VA

Free Cancellation

Reserve now, pay when you stay

$55 nightly

$61 total

Jul 24 - Jul 25

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.

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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 $395. 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.