Search Deals onSouth Boston Vacation Packages
South Boston Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Forge at Raleigh Iron Works
Price was $434, price is now $382 per person
$382
per person
Nov 19 - Nov 22
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.
The place was nice; I had a pleasant experience. It served my needs as a single traveler and the restaurants/shops nearby were a big plus.
Reviewed on Sep 28, 2026
The Umstead Hotel and Spa
Save 100% on your flight
Price was $2,345, price is now $1,849 per person
$1,849
per person
Nov 1 - Nov 7
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 North Carolina State Fairgrounds are located nearby.
Everything and everyone was outstanding!
Reviewed on Sep 30, 2026
Millennium Hotel Durham
Price was $763, price is now $604 per person
$604
per person
Nov 1 - Nov 7
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, 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.
Great room and staff
Reviewed on Sep 30, 2026
Landing Apartments Raleigh - North Hills
Price was $823, price is now $673 per person
$673
per person
Nov 26 - Nov 28
found 1 day ago
Roundtrip flight included
Boston (BOS) to Raleigh (RDU)
Book a stay at this golf 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.
Sheraton Imperial Hotel Raleigh-Durham Airport/RTP
Price was $667, price is now $573 per person
$573
per person
Dec 26 - Dec 29
found 1 day ago
Roundtrip non-stop 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 Streets at Southpoint Mall are located nearby.
The staff was great!! Very helpful and down to earth. Everyone had smiles!! They a few events and the jazz band was AWESOME!! Most definitely will visit again!!
Reviewed on Sep 30, 2026
Graduate by Hilton Chapel Hill
Price was $1,703, price is now $1,464 per person
$1,464
per person
Nov 1 - Nov 7
found 1 day ago
Roundtrip flight included
Boston (BOS) to Raleigh (RDU)
Book a stay at this business-friendly hotel in Chapel Hill. Enjoy breakfast (surcharge), a 24-hour health club, and parking (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Ackland Art Museum and Franklin Street are located nearby.
La Quinta Inn & Suites by Wyndham Raleigh Downtown North
Price was $607, price is now $533 per person
$533
per person
Dec 26 - Dec 29
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Raleigh (RDU)
Book a stay at this business-friendly hotel in Raleigh. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Coastal Credit Union Music Park at Walnut Creek and Crabtree Valley Mall are located nearby.
Staff
Reviewed on Sep 28, 2026
Homewood Suites by Hilton Durham-Chapel Hill / I-40
Price was $899, price is now $798 per person
$798
per person
Nov 6 - Nov 10
found 1 hour ago
Roundtrip flight included
Boston (BOS) 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 and the property condition in our reviews. Popular attractions Streets at Southpoint Mall and Bowlero Durham are located nearby.
Toilet roll holder falling out of the wall. It couldn’t have been missed. Baby cockroach in the bathtub. Soft sided insect crawling across bedroom floor. Beds uncomfortable. TV weird with channel guide showing about 10 channels per two screens. I can’t even explain how the channels and remote worked, and I’m pretty good with that stuff. Needs renovation desperately.
Reviewed on Sep 30, 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 4 - Tue, Nov 17
PHL
Philadelphia Intl.
RDU
Raleigh - Durham Intl.
$67 Roundtrip, found 4 hours ago
$67
Roundtrip
found 4 hours ago
Thu, Oct 29 - Thu, Nov 19
MIA
Miami Intl.
RDU
Raleigh - Durham Intl.
$80 Roundtrip, found 7 hours ago
$80
Roundtrip
found 7 hours ago
Wed, Oct 28 - Mon, Nov 2
DFW
Dallas-Fort Worth Intl.
RDU
Raleigh - Durham Intl.
$124 Roundtrip, found 1 hour ago
$124
Roundtrip
found 1 hour ago
Sun, Nov 22 - Thu, Dec 3
PSM
Portsmouth Intl.
RDU
Raleigh - Durham Intl.
$147 Roundtrip, found 1 day ago
$147
Roundtrip
found 1 day ago
Discover Other Travel Deals
- Las Vegas Vacations
- Cancun Vacations
- Miami Vacations
- Corona Vacations
- Cabo San Lucas Vacations
- Disneyland Park Vacations
- New York Vacations
- Honolulu Vacations
- Los Angeles Vacations
- Maui Vacations
- Orlando Vacations
- New Orleans Vacations
- Canada Vacations
- Tulum Vacations
- Bali Vacations
- Maldives Vacations
- Clearwater Beach Vacations
- Denver Vacations
- South Beach Vacations
- Key West Vacations
