Search Deals on
Hillsborough Vacation Packages

Build your package with 2 more options

Hillsborough Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
University Inn Durham next to Duke University Medical Center

University Inn Durham next to Duke University Medical Center

2 out of 5
Price was $416, price is now $332 per person
$332
per person
Nov 19 - Nov 22
found 3 hours ago
Roundtrip flight included
Boston (BOS) 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 Sarah P. Duke Gardens and Duke University Chapel are located nearby.
Ver clean and very friendly staff. Walking distance to the hospital...nice

Reviewed on Sep 9, 2026

Landing Apartments - Chapel Hill, NC

Landing Apartments - Chapel Hill, NC

3.5 out of 5
Save 100% on your flight
Price was $768, price is now $575 per person
$575
per person
Nov 19 - Nov 22
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.
The apt was clean and nice. Check in was a hassle. Had trouble getting the access code to get our keys. Took 45 min of back and forth standing in the parking garage. Also had to go down a flight of stairs with all our luggage to get to the elevator. Ice maker not working in apt. Positives. Good location, clean and nice apt with gym and a pool.

Reviewed on Aug 17, 2026

DoubleTree Suites by Hilton Raleigh - Durham

DoubleTree Suites by Hilton Raleigh - Durham

4 out of 5
Price was $479, price is now $363 per person
$363
per person
Nov 19 - Nov 22
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 breakfast (surcharge). 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.
Z

Reviewed on Sep 8, 2026

Hyatt House Raleigh Downtown/Seaboard Station

Hyatt House Raleigh Downtown/Seaboard Station

3.5 out of 5
Price was $997, price is now $775 per person
$775
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 Umstead Hotel and Spa

The Umstead Hotel and Spa

5 out of 5
Price was $1,995, price is now $1,588 per person
$1,588
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.

Landing Apartments Near Woodcrest

Landing Apartments Near Woodcrest

4 out of 5
Price was $575, price is now $457 per person
$457
per person
Nov 19 - Nov 22
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.
Excellent experience.

Reviewed on Sep 7, 2026

Holiday Inn Express Durham by IHG

Holiday Inn Express Durham by IHG

2.5 out of 5
Price was $476, price is now $385 per person
$385
per person
Nov 19 - Nov 22
found 3 hours 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 clean rooms in our reviews. Popular attractions Duke Homestead and Northgate Mall are located nearby.
Very friendly staff

Reviewed on Sep 6, 2026

Unscripted Durham, Part of JDV by Hyatt

Unscripted Durham, Part of JDV by Hyatt

3.5 out of 5
Price was $538, price is now $437 per person
$437
per person
Nov 19 - Nov 22
found 3 hours 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 a rooftop terrace. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Carolina Theatre and Durham Performing Arts Center are located nearby.

Hillsborough Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
DoubleTree Suites by Hilton Raleigh - Durham

DoubleTree Suites by Hilton Raleigh - Durham

4 out of 5
Price was $479, price is now $363 per person
$363
per person
Nov 19 - Nov 22
found 1 day ago
Roundtrip flight included
Boston (BOS) to Raleigh (RDU)
Landing Apartments - Chapel Hill, NC

Landing Apartments - Chapel Hill, NC

3.5 out of 5
Save 100% on your flight
Price was $768, price is now $575 per person
$575
per person
Nov 19 - Nov 22
found 1 day ago
Roundtrip flight included
Boston (BOS) to Raleigh (RDU)
The Umstead Hotel and Spa

The Umstead Hotel and Spa

5 out of 5
Save 100% on your flight
Price was $1,305, price is now $994 per person
$994
per person
Nov 12 - Nov 15
found 21 hours ago
Roundtrip flight included
Boston (BOS) to Raleigh (RDU)
Landing Apartments near Durham Central Park

Landing Apartments near Durham Central Park

3 out of 5
Price was $1,084, price is now $839 per person
$839
per person
Oct 29 - Nov 2
found 23 hours ago
Roundtrip flight included
Boston (BOS) to Raleigh (RDU)

Hillsborough Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Landing Spectacular Studio, Gym, Pool

Landing Spectacular Studio, Gym, Pool

3 out of 5
Save 100% on your flight
Price was $1,282, price is now $973 per person
$973
per person
Oct 12 - Oct 18
found 1 day ago
Roundtrip non-stop flight included
San Antonio (SAT) to Raleigh (RDU)
Landing Apartments near Durham Central Park

Landing Apartments near Durham Central Park

3 out of 5
Save 100% on your flight
Price was $1,509, price is now $1,102 per person
$1,102
per person
Oct 12 - Oct 18
found 1 day ago
Roundtrip non-stop flight included
San Antonio (SAT) to Raleigh (RDU)
Landing Apartments Near Woodcrest

Landing Apartments Near Woodcrest

4 out of 5
East Raleigh
Price was $1,299, price is now $985 per person
$985
per person
Nov 24 - Nov 29
found 20 hours ago
Roundtrip flight included
Boston (BOS) to Raleigh (RDU)

Top Flight Deals

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

Frontier Airlines
Tue, Oct 6 - Wed, Oct 7
PHL
Philadelphia Intl.
RDU
Raleigh - Durham Intl.
$102 Roundtrip, found 2 hours ago
$102
Roundtrip
found 2 hours ago
Select Frontier Airlines flight, departing Tue, Oct 6 from Philadelphia Intl. to Raleigh - Durham Intl., returning Wed, Oct 7, priced at $102 found 2 hours ago
Frontier Airlines
Thu, Nov 12 - Fri, Nov 13
MIA
Miami Intl.
RDU
Raleigh - Durham Intl.
$106 Roundtrip, found 2 hours ago
$106
Roundtrip
found 2 hours ago
Select Frontier Airlines flight, departing Thu, Nov 12 from Miami Intl. to Raleigh - Durham Intl., returning Fri, Nov 13, priced at $106 found 2 hours ago
Frontier Airlines
Tue, Oct 6 - Wed, Oct 14
DFW
Dallas-Fort Worth Intl.
RDU
Raleigh - Durham Intl.
$116 Roundtrip, found 1 hour ago
$116
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Tue, Oct 6 from Dallas-Fort Worth Intl. to Raleigh - Durham Intl., returning Wed, Oct 14, priced at $116 found 1 hour ago
Breeze Airways
Sun, Nov 22 - Thu, Dec 3
PSM
Portsmouth Intl.
RDU
Raleigh - Durham Intl.
$152 Roundtrip, found 2 hours ago
$152
Roundtrip
found 2 hours ago
Select Breeze Airways flight, departing Sun, Nov 22 from Portsmouth Intl. to Raleigh - Durham Intl., returning Thu, Dec 3, priced at $152 found 2 hours ago