Search Deals onSouth Boston Vacation Packages
South Boston Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Landing Apartments near Durham Central Park
Save 100% on your flight
Price was $844, price is now $603 per person
$603
per person
Nov 19 - Nov 22
found 16 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.
The Umstead Hotel and Spa
Save 100% on your flight
Price was $2,054, price is now $1,497 per person
$1,497
per person
Nov 24 - Nov 29
found 1 day 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 Carter-Finley Stadium are located nearby.
Colony House Motor Lodge
Price was $995, price is now $777 per person
$777
per person
Oct 15 - Oct 19
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Roanoke (ROA)
Stay at this hotel in Roanoke. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Tanglewood Mall and Murray Run Greenway Trailhead are located nearby.
Hyatt House Raleigh Downtown/Seaboard Station
Price was $910, price is now $718 per person
$718
per person
Nov 24 - Nov 29
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 free breakfast was fantastic. The check in staff very friendly but what set this stay up to be a great experience was the parking valet. We didn’t catch his name but we had many wonderful conversations with him. We took Ubers around the city so we didn’t need parking but that didn’t seem to matter. His personality shined through. The bartender at Latitudes was a doll and we enjoyed her service.
We definitely recommend this hotel!
Reviewed on Sep 7, 2026
The Mayton
Price was $1,366, price is now $1,121 per person
$1,121
per person
Nov 24 - Nov 29
found 1 day ago
Roundtrip flight included
Boston (BOS) to Raleigh (RDU)
Book a stay at this boutique hotel in Cary. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Lenovo Center and Carter-Finley Stadium are located nearby.
Great hotel. Very quaint and clean. Nice weekend stay!
Reviewed on Sep 6, 2026
Sheraton Imperial Hotel Raleigh-Durham Airport/RTP
Price was $934, price is now $767 per person
$767
per person
Nov 24 - Nov 29
found 1 day ago
Roundtrip flight included
Boston (BOS) to Raleigh (RDU)
Book a stay at this business-friendly hotel in Durham. Enjoy free WiFi, an outdoor pool, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Brier Creek Commons and Topgolf Durham are located nearby.
Very friendly !!
Reviewed on Sep 7, 2026
Forge at Raleigh Iron Works
Price was $926, price is now $765 per person
$765
per person
Nov 24 - Nov 29
found 1 day ago
Roundtrip flight included
Boston (BOS) to Raleigh (RDU)
Stay at this apartment in Raleigh. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Crabtree Valley Mall and Coastal Credit Union Music Park at Walnut Creek are located nearby.
2 times stay, check in was smooth, great communication with host. I enjoyed my stay.
Reviewed on Aug 29, 2026
Landing Spectacular Studio, Gym, Pool
Price was $760, price is now $629 per person
$629
per person
Oct 9 - Oct 11
found 21 hours ago
Roundtrip flight included
Boston (BOS) to Raleigh (RDU)
Stay at this apartment in Durham. Enjoy an outdoor pool, a 24-hour fitness center, and an in-room coffeemaker. Popular attractions Fullsteam Brewery 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.
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.
Tue, Oct 6 - Wed, Oct 7
PHL
Philadelphia Intl.
RDU
Raleigh - Durham Intl.
$114 Roundtrip, found 3 hours ago
$114
Roundtrip
found 3 hours ago
Thu, Nov 12 - Fri, Nov 13
MIA
Miami Intl.
RDU
Raleigh - Durham Intl.
$116 Roundtrip, found 1 day ago
$116
Roundtrip
found 1 day ago
Sat, Oct 24 - Mon, Nov 16
DFW
Dallas-Fort Worth Intl.
RDU
Raleigh - Durham Intl.
$130 Roundtrip, found 1 day ago
$130
Roundtrip
found 1 day ago
Sun, Nov 22 - Thu, Dec 3
PSM
Portsmouth Intl.
RDU
Raleigh - Durham Intl.
$152 Roundtrip, found 5 hours ago
$152
Roundtrip
found 5 hours ago
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