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Hillsborough Vacation Packages

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Hillsborough Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Millennium Hotel Durham

Millennium Hotel Durham

3 out of 5
Price was $446, price is now $355 per person
$355
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 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 Rhine Research Center Museum and Duke University Chapel are located nearby.
Whenever I am in Durham I will stay at the Millennium Hotel. Between the Front Desk Receptionist and Housekeeping, they are totally professional and make the stay worthwhile. Cicelia (sp)? And Fernando are incredible work partners that make the stay very rewarding. I highly recommend this property to stay and enjoy!

Reviewed on Sep 3, 2026

Landing Apartments near Durham Central Park

Landing Apartments near Durham Central Park

3 out of 5
Save 100% on your flight
Price was $856, price is now $637 per person
$637
per person
Nov 19 - Nov 22
found 1 day 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 Spectacular Studio, Gym, Pool

Landing Spectacular Studio, Gym, Pool

3 out of 5
Save 100% on your flight
Price was $868, price is now $666 per person
$666
per person
Nov 19 - Nov 22
found 1 day 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.

The Umstead Hotel and Spa

The Umstead Hotel and Spa

5 out of 5
Save 100% on your flight
Price was $1,259, price is now $997 per person
$997
per person
Nov 5 - Nov 8
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.
⭐️⭐️⭐️⭐️⭐️⭐️

Reviewed on Sep 4, 2026

Landing Apartments Near Woodcrest

Landing Apartments Near Woodcrest

4 out of 5
Price was $668, price is now $535 per person
$535
per person
Nov 5 - Nov 8
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.
The property was extremely clean & well kept! The Amenities were amazing! I just didn’t think the instructions were explained well enough. As far as the key pad logging in Exactly where to bring the garbage & the parking. If the instructions were clearer the property would have been exceptional! I would definitely book the property again!

Reviewed on Aug 31, 2026

Sonesta Select Raleigh Durham Airport Morrisville

Sonesta Select Raleigh Durham Airport Morrisville

3 out of 5
Price was $488, price is now $401 per person
$401
per person
Nov 5 - Nov 8
found 1 day ago
Roundtrip flight included
Boston (BOS) to Raleigh (RDU)
Book a stay at this business-friendly hotel in Morrisville. Enjoy free WiFi, an outdoor pool, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Brier Creek Commons and Chatham Hill Winery are located nearby.

Hyatt House Raleigh Downtown/Seaboard Station

Hyatt House Raleigh Downtown/Seaboard Station

3.5 out of 5
Price was $519, price is now $429 per person
$429
per person
Nov 5 - Nov 8
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.
Clean and comfortable. Staff very friendly and helpful. Nice location.

Reviewed on Sep 3, 2026

Hillsborough Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Millennium Hotel Durham

Millennium Hotel Durham

3 out of 5
Price was $446, price is now $355 per person
$355
per person
Nov 19 - Nov 22
found 1 day 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
Save 100% on your flight
Price was $856, price is now $637 per person
$637
per person
Nov 19 - Nov 22
found 1 day ago
Roundtrip flight included
Boston (BOS) to Raleigh (RDU)
Landing Spectacular Studio, Gym, Pool

Landing Spectacular Studio, Gym, Pool

3 out of 5
Save 100% on your flight
Price was $868, price is now $666 per person
$666
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 $1,259, price is now $997 per person
$997
per person
Nov 5 - Nov 8
found 1 day 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.
Hyatt House Raleigh Downtown/Seaboard Station

Hyatt House Raleigh Downtown/Seaboard Station

3.5 out of 5
Downtown Raleigh
Price was $768, price is now $576 per person
$576
per person
Nov 25 - Nov 30
found 21 hours ago
Roundtrip flight included
New York (NYC) 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 $1,298, price is now $941 per person
$941
per person
Nov 25 - Nov 30
found 21 hours ago
Roundtrip flight included
New York (NYC) to Raleigh (RDU)
The Umstead Hotel and Spa

The Umstead Hotel and Spa

5 out of 5
Save 100% on your flight
Price was $2,182, price is now $1,658 per person
$1,658
per person
Oct 23 - Oct 28
found 19 hours ago
Roundtrip non-stop flight included
San Antonio (SAT) to Raleigh (RDU)
The Longleaf Hotel

The Longleaf Hotel

3 out of 5
Downtown Raleigh
Price was $899, price is now $701 per person
$701
per person
Nov 25 - Nov 30
found 21 hours ago
Roundtrip flight included
New York (NYC) 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.
$92 Roundtrip, found 2 hours ago
$92
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 $92 found 2 hours ago
Frontier Airlines
Sat, Oct 17 - Thu, Nov 5
MIA
Miami Intl.
RDU
Raleigh - Durham Intl.
$126 Roundtrip, found 9 hours ago
$126
Roundtrip
found 9 hours ago
Select Frontier Airlines flight, departing Sat, Oct 17 from Miami Intl. to Raleigh - Durham Intl., returning Thu, Nov 5, priced at $126 found 9 hours ago
Frontier Airlines
Sat, Oct 24 - Mon, Nov 16
DFW
Dallas-Fort Worth Intl.
RDU
Raleigh - Durham Intl.
$135 Roundtrip, found 1 hour ago
$135
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Sat, Oct 24 from Dallas-Fort Worth Intl. to Raleigh - Durham Intl., returning Mon, Nov 16, priced at $135 found 1 hour ago
Breeze Airways
Sun, Nov 22 - Thu, Dec 3
PSM
Portsmouth Intl.
RDU
Raleigh - Durham Intl.
$152 Roundtrip, found 7 hours ago
$152
Roundtrip
found 7 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 7 hours ago