Search Deals onSouth Boston Vacation Packages
South Boston Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Sonesta Select Durham Research Triangle Park
Price was $311, price is now $251 per person
$251
per person
Dec 3 - Dec 6
found 1 day ago
Roundtrip flight included
Boston (BOS) to Raleigh (RDU)
Stay at this hotel in Durham. Enjoy free WiFi, an outdoor pool, and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Streets at Southpoint Mall and Herndon Hills Farm are located nearby.
The Umstead Hotel and Spa
Save 100% on your flight
Price was $1,659, price is now $1,302 per person
$1,302
per person
Dec 3 - Dec 7
found 2 hours ago
Roundtrip flight included
Boston (BOS) to Raleigh (RDU)
Book a stay at this luxury resort in Cary. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions Lenovo Center and North Carolina State Fairgrounds are located nearby.
Landing Apartments Near Woodcrest
Price was $498, price is now $391 per person
$391
per person
Dec 3 - Dec 6
found 1 day ago
Roundtrip flight included
Boston (BOS) to Raleigh (RDU)
Book a stay at this business-friendly apartment in Raleigh. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Coastal Credit Union Music Park at Walnut Creek and Crabtree Valley Mall are located nearby.
Loved it. Book now!
Reviewed on Sep 15, 2026
Hyatt House Raleigh Downtown/Seaboard Station
Price was $413, price is now $326 per person
$326
per person
Dec 3 - Dec 6
found 1 day ago
Roundtrip flight included
Boston (BOS) to Raleigh (RDU)
Book a stay at this business-friendly hotel in Raleigh. Enjoy free breakfast, free WiFi, and an outdoor pool. Popular attractions North Carolina State Fairgrounds and Crabtree Valley Mall are located nearby.
The staff are so friendly and accommodating. I really enjoyed my stayed.
Reviewed on Sep 27, 2026
Landing Apartments near Durham Central Park
Price was $1,127, price is now $889 per person
$889
per person
Nov 13 - Nov 17
found 2 hours ago
Roundtrip flight included
Boston (BOS) to Raleigh (RDU)
Stay at this apartment in Durham. Enjoy a fitness center, parking (surcharge), and meeting facilities. Popular attractions Fullsteam Brewery and Carolina Theatre are located nearby.
Landing Apartments - Chapel Hill, NC
Price was $466, price is now $367 per person
$367
per person
Dec 3 - Dec 6
found 1 day ago
Roundtrip flight included
Boston (BOS) to Raleigh (RDU)
Book a stay at this business-friendly apartment in Chapel Hill. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Streets at Southpoint Mall and University Mall are located nearby.
Property was clean and perfect for my stay. It was close to UNC and other shops in Chapel Hill. Check in and finding the unit was a little confusing but I would definitely stay again!
Reviewed on Sep 20, 2026
The Durham Hotel
Save 100% on your flight
Price was $729, price is now $580 per person
$580
per person
Dec 3 - Dec 6
found 1 day ago
Roundtrip flight included
Boston (BOS) 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.
Hyatt House Raleigh North Hills
Price was $453, price is now $365 per person
$365
per person
Dec 3 - Dec 6
found 1 day ago
Roundtrip flight included
Boston (BOS) to Raleigh (RDU)
Book a stay at this business-friendly hotel in Raleigh. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions Crabtree Valley Mall and North Carolina State Fairgrounds are located nearby.
Everything at this property was amazing!!!
Reviewed on Sep 26, 2026
South Boston Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
South Boston Vacation Packages 5-7 Night Stays
Price found within the past 48 hours. Click for updated prices.
Top Flight Deals
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Wed, Nov 18 - Tue, Dec 8
PHL
Philadelphia Intl.
RDU
Raleigh - Durham Intl.
$76 Roundtrip, found 7 hours ago
$76
Roundtrip
found 7 hours ago
Thu, Oct 29 - Thu, Nov 19
MIA
Miami Intl.
RDU
Raleigh - Durham Intl.
$90 Roundtrip, found 2 days ago
$90
Roundtrip
found 2 days ago
Sun, Nov 22 - Thu, Dec 3
PSM
Portsmouth Intl.
RDU
Raleigh - Durham Intl.
$147 Roundtrip, found 5 days ago
$147
Roundtrip
found 5 days ago
Wed, Dec 2 - Sat, Dec 5
DEN
Denver Intl.
RDU
Raleigh - Durham Intl.
$166 Roundtrip, found 4 hours ago
$166
Roundtrip
found 4 hours ago
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