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South Boston Vacation Packages

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South Boston Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Comfort Inn University Durham - Chapel Hill

Comfort Inn University Durham - Chapel Hill

2.5 out of 5
Price was $629, price is now $538 per person
$538
per person
Dec 26 - Dec 31
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) 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 Durham Performing Arts Center are located nearby.

Landing Amazing 3BD in Patterson Place

Landing Amazing 3BD in Patterson Place

3 out of 5
Price was $1,726, price is now $1,413 per person
$1,413
per person
Nov 25 - Nov 29
found 4 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Raleigh (RDU)
Stay at this apartment in Durham. Enjoy free parking, an outdoor pool, and a fitness center. Popular attractions Streets at Southpoint Mall and Durham Performing Arts Center are located nearby.

University Inn Durham next to Duke University Medical Center

University Inn Durham next to Duke University Medical Center

2 out of 5
Price was $675, price is now $557 per person
$557
per person
Dec 26 - Dec 31
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Raleigh (RDU)
Stay at this hotel in Durham. Enjoy free WiFi, a free area shuttle, and parking (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Durham Performing Arts Center and Sarah P. Duke Gardens are located nearby.
Noisy

Reviewed on Oct 24, 2026

Washington Duke Inn & Golf Club

Washington Duke Inn & Golf Club

4 out of 5
Price was $1,259, price is now $1,047 per person
$1,047
per person
Dec 7 - Dec 10
found 1 day ago
Roundtrip non-stop flight included
Dallas (DAL) to Raleigh (RDU)
Book a stay at this boutique hotel in Durham. Enjoy free WiFi, free parking, and 3 restaurants. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Durham Performing Arts Center and Streets at Southpoint Mall are located nearby.

The Durham Hotel

The Durham Hotel

4 out of 5
Price was $1,152, price is now $964 per person
$964
per person
Dec 26 - Dec 31
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) 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 Durham Performing Arts Center and Carolina Theatre are located nearby.

The Longleaf Hotel

The Longleaf Hotel

3 out of 5
Price was $781, price is now $659 per person
$659
per person
Dec 26 - Dec 31
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Raleigh (RDU)
Stay at this hotel in Raleigh. Enjoy free WiFi, parking (surcharge), and a 24-hour front desk. Our guests praise the bar and the helpful staff in our reviews. Popular attractions North Carolina State Fairgrounds and Coastal Credit Union Music Park at Walnut Creek are located nearby.
We’ve been guests of the Longleaf since 2021. We’ve found this property to be of reasonable value with a welcoming staff. The rooms are comfortable and we always enjoy the bathrobes included in the rooms.

Reviewed on Oct 25, 2026

Unscripted Durham, Part of JDV by Hyatt

Unscripted Durham, Part of JDV by Hyatt

3.5 out of 5
Price was $747, price is now $631 per person
$631
per person
Dec 26 - Dec 31
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Raleigh (RDU)
Book a stay at this business-friendly hotel in Durham. Enjoy free WiFi, an outdoor pool, and a rooftop terrace. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Durham Performing Arts Center and Carolina Theatre are located nearby.

South Boston Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
La Quinta Inn & Suites by Wyndham Raleigh Downtown North

La Quinta Inn & Suites by Wyndham Raleigh Downtown North

3 out of 5
Northeast Raleigh
Price was $667, price is now $579 per person
$579
per person
Nov 27 - Dec 1
found 16 hours ago
Roundtrip flight included
New York (JFK) to Raleigh (RDU)
Landing Amazing 3BD in Patterson Place

Landing Amazing 3BD in Patterson Place

3 out of 5
Price was $1,726, price is now $1,413 per person
$1,413
per person
Nov 25 - Nov 29
found 4 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Raleigh (RDU)
Washington Duke Inn & Golf Club

Washington Duke Inn & Golf Club

4 out of 5
Price was $1,259, price is now $1,047 per person
$1,047
per person
Dec 7 - Dec 10
found 1 day ago
Roundtrip non-stop flight included
Dallas (DAL) to Raleigh (RDU)
The Longleaf Hotel

The Longleaf Hotel

3 out of 5
Downtown Raleigh
Price was $877, price is now $771 per person
$771
per person
Dec 2 - Dec 6
found 14 hours ago
Roundtrip non-stop flight included
Houston (IAH) to Raleigh (RDU)

South Boston Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Holiday Inn Express & Suites Raleigh Airport - Brier Creek by IHG

Holiday Inn Express & Suites Raleigh Airport - Brier Creek by IHG

2.5 out of 5
Price was $616, price is now $496 per person
$496
per person
Jan 10 - Jan 17
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Raleigh (RDU)
University Inn Durham next to Duke University Medical Center

University Inn Durham next to Duke University Medical Center

2 out of 5
Price was $675, price is now $557 per person
$557
per person
Dec 26 - Dec 31
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Raleigh (RDU)
The Durham Hotel

The Durham Hotel

4 out of 5
Downtown Durham
Price was $1,152, price is now $964 per person
$964
per person
Dec 26 - Dec 31
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Raleigh (RDU)

Top Flight Deals

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Frontier Airlines
Wed, Dec 9 - Sat, Dec 12
PHL
Philadelphia Intl.
RDU
Raleigh - Durham Intl.
$53 Roundtrip, found 1 day ago
$53
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Wed, Dec 9 from Philadelphia Intl. to Raleigh - Durham Intl., returning Sat, Dec 12, priced at $53 found 1 day ago
Frontier Airlines
Fri, Nov 20 - Mon, Dec 7
MIA
Miami Intl.
RDU
Raleigh - Durham Intl.
$73 Roundtrip, found 8 hours ago
$73
Roundtrip
found 8 hours ago
Select Frontier Airlines flight, departing Fri, Nov 20 from Miami Intl. to Raleigh - Durham Intl., returning Mon, Dec 7, priced at $73 found 8 hours ago
Frontier Airlines
Fri, Dec 4 - Sat, Dec 5
DEN
Denver Intl.
RDU
Raleigh - Durham Intl.
$113 Roundtrip, found 23 hours ago
$113
Roundtrip
found 23 hours ago
Select Frontier Airlines flight, departing Fri, Dec 4 from Denver Intl. to Raleigh - Durham Intl., returning Sat, Dec 5, priced at $113 found 23 hours ago
Frontier Airlines
Wed, Dec 2 - Tue, Dec 8
DFW
Dallas-Fort Worth Intl.
RDU
Raleigh - Durham Intl.
$136 Roundtrip, found 1 hour ago
$136
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Wed, Dec 2 from Dallas-Fort Worth Intl. to Raleigh - Durham Intl., returning Tue, Dec 8, priced at $136 found 1 hour ago