South Boston Vacations
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South Boston Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
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
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.
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
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
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
$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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See all available trips from Columbus to South Boston
View all tripsSouth 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 Hotel Deals
Clarion Pointe South Boston - Danville East
1074 Bill Tuck Hwy South Boston VA
Book a stay at this business-friendly hotel in South Boston. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Riverdale Plaza and Constitution ...
The Berry Hill Resort & Conference Center
3105 River Road South Boston VA
Book a stay at this spa hotel in South Boston. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the property condition ...
Americas Best Value Inn & Suites South Boston
2050 Philpott Rd South Boston VA
Stay at this motel in South Boston. Enjoy free parking, a 24-hour front desk, and daily housekeeping. Popular attractions Riverdale Plaza and Tobacco Heritage ...
Fairfield Inn & Suites South Boston
1120 Bill Tuck Hwy South Boston VA
Book a stay at this business-friendly hotel in South Boston. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
Super 8 by Wyndham South Boston VA
1040 Bill Tuck Hwy South Boston VA
Stay at this motel in South Boston. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions ...
Quality Inn South Boston - Danville East
2001 Seymour Drive South Boston VA
Book a stay at this business-friendly hotel in South Boston. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
Charles Bass House Bed & Breakfast
1505 North Main Street South Boston VA
Stay at this B&B in South Boston. Enjoy free breakfast, free parking, and a computer station. Popular attractions North Main Street Park and Penick Park are ...
Microtel Inn & Suites By Wyndham Danville Va
2925 Riverside Drive Danville VA
Stay at this hotel in Danville. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Caesars Virginia Casino and Danville Mall are located ...
The Bee Hotel Danville
420 Patton St Danville VA
Stay at this hotel in Danville. Enjoy free breakfast, free WiFi, and a rooftop terrace. Our guests praise the helpful staff in our reviews. Popular attractions ...
Caesars Virginia Hotel & Casino - A Caesars Rewards Destination
1100 W. Main Street Danville VA
Book a stay at this spa hotel in Danville. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Caesars Virginia Casino and Ballou Park are ...
Sleep Inn & Suites Danville Hwy 58
1483 S Boston Rd Danville VA
Book a stay at this business-friendly hotel in Danville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
The Holbrook Hotel
990 Main St Danville VA
Stay at this hotel in Danville. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. ...
Comfort Inn & Suites near Danville Mall
100 Tower Dr Danville VA
Book a stay at this business-friendly hotel in Danville. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff in our ...
The Laurel Hotel
1076 West Main Street Danville VA
Stay at this hotel in Danville. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Caesars Virginia Casino and Ballou Park are located ...
Quality Inn Danville - University Area
2130 Riverside Dr Danville VA
Book a stay at this business-friendly hotel in Danville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
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.
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.
Wed, Nov 18 - Sat, Dec 5
SWF
Stewart Intl.
RDU
Raleigh - Durham Intl.
$112
Roundtrip
found 5 days ago
Tue, Dec 1 - Sat, Dec 5
PHL
Philadelphia Intl.
RDU
Raleigh - Durham Intl.
$163
Roundtrip
found 5 days ago
Tue, Dec 1 - Sat, Dec 5
PHL
Philadelphia Intl.
RDU
Raleigh - Durham Intl.
$199
Roundtrip
found 5 days ago
Tue, Dec 1 - Sat, Dec 5
PHL
Philadelphia Intl.
RDU
Raleigh - Durham Intl.
$219
Roundtrip
found 5 days ago
Tue, Dec 1 - Sat, Dec 5
PHL
Philadelphia Intl.
RDU
Raleigh - Durham Intl.
$259
Roundtrip
found 5 days ago
Best points of interest in South Boston
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More Types of Hotels
- Hotels with Complimentary Breakfast in South Boston
- Hotels with WiFi in South Boston
- Hotel with wifi in South Boston
- Hotels with Air Conditioning in South Boston
- Family Hotels in South Boston
- Hotels with a Pool in South Boston
- Pet-friendly Hotels in South Boston
- Hotels with smoking rooms in South Boston
- Hotels with Fireplaces in South Boston
- Hotels with Hot Tubs in South Boston
- Cheap Hotels in South Boston
- Resorts & Hotels with Spas in South Boston
- Smoke Free Hotels in South Boston
- Hotels with an Indoor Pool in South Boston
- Luxury Hotels in South Boston
- Hotels with Balconies in South Boston
- Hotels with Bars in South Boston
- Hotels with a Concierge in South Boston
- Hotels with Tennis Courts in South Boston
- Beach Hotels in South Boston