Search Deals onHillsborough Vacation Packages
Hillsborough Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Hyatt House Raleigh Downtown/Seaboard Station
Price was $418, price is now $332 per person
$332
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.
Loved the pool! Room was great and staff was friendly and helpful!
Reviewed on Sep 28, 2026
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 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.
This hotel is a stunning place to relax. The artwork, in itself, provides a serene and beautiful stage for escape and pampering. The spa is beyond fabulous.
Plenty of people enjoying the public spaces but never a feeling of being too much. Service rivals none, and we have been fortunate to stay in many wonderful settings as we travel. Very much worth the planning ahead to enjoy all that the Umstead has to offer.
Reviewed on Sep 28, 2026
Landing Apartments near Durham Central Park
Price was $844, price is now $687 per person
$687
per person
Nov 12 - Nov 15
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 Near Woodcrest
Price was $498, price is now $412 per person
$412
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
Landing Apartments - Chapel Hill, NC
Price was $838, price is now $717 per person
$717
per person
Dec 23 - Dec 27
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
La Quinta Inn & Suites by Wyndham Raleigh Cary
Price was $548, price is now $473 per person
$473
per person
Dec 3 - Dec 7
found 1 day ago
Roundtrip flight included
Boston (BOS) to Raleigh (RDU)
Book a stay at this business-friendly hotel in Cary. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions North Carolina State Fairgrounds and Lenovo Center are located nearby.
Very clean. Kudos to the laminate floor in room, as opposed to carpet--truly makes the room feel healthier (dust free) and more sanitized.
Reviewed on Sep 28, 2026
Ramada by Wyndham Raleigh
Price was $553, price is now $477 per person
$477
per person
Dec 3 - Dec 7
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 free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions North Carolina State Fairgrounds and Lenovo Center are located nearby.
Good location and helpful staff. Clean but could use a refresh.
Reviewed on Sep 28, 2026
Sheraton Imperial Hotel Raleigh-Durham Airport/RTP
Price was $761, price is now $666 per person
$666
per person
Dec 23 - Dec 27
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 Streets at Southpoint Mall are located nearby.
The hotel was super clean very nice the food was amazing, staff was very nice
Reviewed on Sep 28, 2026
Hillsborough Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
Hillsborough 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.
$78 Roundtrip, found 1 day ago
$78
Roundtrip
found 1 day ago
Thu, Oct 29 - Thu, Nov 19
MIA
Miami Intl.
RDU
Raleigh - Durham Intl.
$89 Roundtrip, found 17 hours ago
$89
Roundtrip
found 17 hours ago
Sun, Nov 22 - Thu, Dec 3
PSM
Portsmouth Intl.
RDU
Raleigh - Durham Intl.
$147 Roundtrip, found 5 hours ago
$147
Roundtrip
found 5 hours ago
Tue, Dec 1 - Mon, Dec 14
DFW
Dallas-Fort Worth Intl.
RDU
Raleigh - Durham Intl.
$163 Roundtrip, found 12 hours ago
$163
Roundtrip
found 12 hours ago
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