South Boston Vacations

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South Boston Flight + Hotel packages

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La Quinta Inn & Suites by Wyndham Raleigh/Durham Southpoint

La Quinta Inn & Suites by Wyndham Raleigh/Durham Southpoint

$755
per person
Nov 24 - Dec 1
found 1 day ago
Roundtrip non-stop flight included
Tyler (TYR) to Raleigh (RDU)
Book a stay at this business-friendly hotel in Durham. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Streets at Southpoint Mall and Durham Performing Arts Center are located nearby.
Landing Apartments Durham

Landing Apartments Durham

Downtown Durham
$916
per person
Nov 24 - Dec 1
found 1 day ago
Roundtrip non-stop flight included
Tyler (TYR) to Raleigh (RDU)
Stay at this aparthotel in Durham. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Fullsteam Brewery and Carolina Theatre are located nearby.
The apartment was just like the pictures! We would recommend this for anyone

Reviewed on Oct 7, 2026

Millennium Hotel Durham

Millennium Hotel Durham

$817
per person
Nov 24 - Dec 1
found 1 day ago
Roundtrip non-stop flight included
Tyler (TYR) to Raleigh (RDU)
Book a stay at this business-friendly hotel in Durham. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Duke University Chapel and Cameron Indoor Stadium are located nearby.
My partner and I arrived a few hours before check in and was pleased when they said we could check in early after a redeye flight. I was told it would be $40, I agreed, but later saw on the website that early check in is only $10. I had booked a king suite and was given an ADA room with 2 beds. It would have been nice to have been informed that the room was different so I could choose to wait for the room I booked. The refrigerator didn't work and I didn't realize until my food was already room temp and had to be thrown out, The shower was small, and there was a questionable brown smudge on the bathroom door. I chose this hotel for the fact they have a hot tub as several in the area don't. However, the hot tub was cold the entire 4 days I was there, and I brought it up on day 1. It was a decent location to the areas we were going to be visiting, but I would not stay again.

Reviewed on Oct 21, 2026

The Durham Hotel

The Durham Hotel

Downtown Durham
$1,392
per person
Nov 24 - Dec 1
found 1 day ago
Roundtrip non-stop flight included
Tyler (TYR) to Raleigh (RDU)
Book a stay at this boutique hotel in Durham. Enjoy free WiFi, 2 bars/lounges, and a rooftop terrace. Our guests praise the helpful staff in our reviews. Popular attractions Carolina Theatre and Durham Performing Arts Center are located nearby.
Julius was excellent as usual and the bellman was great too.

Reviewed on Oct 21, 2026

Residence Inn Durham McPherson/Duke University Medical Cntr

Residence Inn Durham McPherson/Duke University Medical Cntr

Trinity Park
$1,006
per person
Nov 24 - Dec 1
found 1 day ago
Roundtrip non-stop flight included
Tyler (TYR) to Raleigh (RDU)
Book a stay at this business-friendly hotel in Durham. Enjoy free breakfast, free WiFi, and a free area shuttle. Our guests praise the helpful staff in our reviews. Popular attractions Brightleaf Square and North Carolina Mutual Life Insurance are located nearby.
Comfort Inn University Durham - Chapel Hill

Comfort Inn University Durham - Chapel Hill

$810
per person
Nov 24 - Dec 1
found 1 day ago
Roundtrip non-stop flight included
Tyler (TYR) to Raleigh (RDU)
Book a stay at this business-friendly hotel in Durham. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Streets at Southpoint Mall and Bowlero Durham are located nearby.
Clean room staff breakfast an parking

Reviewed on Oct 22, 2026

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South Boston Vacation Packages

Trying to save money and time on your upcoming holiday to South Boston? The AARP Travel Center Powered by Expedia® can help you do both. We can assist you with hotel bookings, flights, car rentals and more. You can get almost everything you need here to make your trip to South Boston incredible. With only a few clicks, you can pick the best vacation package for you. AARP Travel Center has an incredible selection of flights and hotels, as well as local activities to select from.

Hotel Deals in South Boston

You can choose from around 283 hotels. Whether you want to stay in the heart of the city or pick a spot that is near all the South Boston hot spots, we have plenty of options available.

We have great deals on everything from all-inclusive resorts that satisfy all the vacation must-haves to inexpensive hotels perfect for those on a budget. You can browse all the options and choose the hotel that is perfect for you. With AARP Travel Center's South Boston hotel packages, you not only get a great rate on your flight, but also a wonderful place to stay.

Things to do in South Boston

South Boston is the perfect town when you have to a break from it all. With only around 7,976 people living here year-round, this small town is great for a quite vacation.

The AARP Travel Center "Things to Do" page has more great activities that you can book.

Book Together and Save

As an AARP Member, you can cash in on all the great deals. You'll save on select hotels worldwide, flights, and also car rentals. No matter what vacation package you choose, you can rest easy knowing that you already saved on your trip. So what are you waiting for? Bundle now and get ready for your South Boston vacation.

Top Flight Deals

These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Breeze Airways
Frontier Airlines
American Airlines
Delta
Tue, Dec 1 - Sat, Dec 5
PHL
Philadelphia Intl.
RDU
Raleigh - Durham Intl.
$219
Roundtrip
found 5 days ago
Select Delta flight, departing Tue, Dec 1 from Philadelphia Intl. to Raleigh - Durham Intl., returning Sat, Dec 5, priced at $219 found 5 days ago
United
Tue, Dec 1 - Sat, Dec 5
PHL
Philadelphia Intl.
RDU
Raleigh - Durham Intl.
$259
Roundtrip
found 5 days ago
Select United flight, departing Tue, Dec 1 from Philadelphia Intl. to Raleigh - Durham Intl., returning Sat, Dec 5, priced at $259 found 5 days ago