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South Boston Vacation Packages

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South Boston 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 22 hours 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.

Landing Apartments near Durham Central Park

Landing Apartments near Durham Central Park

3 out of 5
Save 100% on your flight
Price was $858, price is now $680 per person
$680
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 $850, price is now $680 per person
$680
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.

Landing Apartments - Chapel Hill, NC

Landing Apartments - Chapel Hill, NC

3.5 out of 5
Price was $749, price is now $604 per person
$604
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 University Mall and Horace Williams House 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

Caesars Virginia Hotel & Casino - A Caesars Rewards Destination

Caesars Virginia Hotel & Casino - A Caesars Rewards Destination

3.5 out of 5
Price was $1,731, price is now $1,443 per person
$1,443
per person
Oct 23 - Oct 25
found 1 day ago
Roundtrip flight included
Boston (BOS) to Raleigh (RDU)
Book a stay at this spa hotel in Danville. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Caesars Virginia Casino and Ballou Park are located nearby.
Great bar. I wish that coffee was available near the elevators.

Reviewed on Aug 25, 2026

Sheraton Imperial Hotel Raleigh-Durham Airport/RTP

Sheraton Imperial Hotel Raleigh-Durham Airport/RTP

3.5 out of 5
Price was $468, price is now $397 per person
$397
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, 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.

La Quinta Inn & Suites by Wyndham Univ Area Chapel Hill

La Quinta Inn & Suites by Wyndham Univ Area Chapel Hill

3 out of 5
Price was $450, price is now $385 per person
$385
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 breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Bowlero Durham and Duke University Golf Club are located nearby.

Unscripted Durham, Part of JDV by Hyatt

Unscripted Durham, Part of JDV by Hyatt

3.5 out of 5
Price was $492, price is now $422 per person
$422
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, a rooftop terrace, and breakfast (surcharge). 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.

South Boston 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 22 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
Save 100% on your flight
Price was $858, price is now $680 per person
$680
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 $850, price is now $680 per person
$680
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
Price was $749, price is now $604 per person
$604
per person
Nov 19 - Nov 22
found 1 day ago
Roundtrip flight included
Boston (BOS) to Raleigh (RDU)

South Boston Vacation Packages 5-7 Night Stays

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 $813, price is now $610 per person
$610
per person
Nov 7 - Nov 14
found 1 day ago
Roundtrip flight included
New York (JFK) to Raleigh (RDU)
Holiday Inn Express Durham by IHG

Holiday Inn Express Durham by IHG

2.5 out of 5
Price was $799, price is now $638 per person
$638
per person
Nov 7 - Nov 14
found 1 day ago
Roundtrip flight included
New York (JFK) to Raleigh (RDU)
Landing Apartments near Durham Central Park

Landing Apartments near Durham Central Park

3 out of 5
Price was $1,181, price is now $949 per person
$949
per person
Oct 4 - Oct 9
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Raleigh (RDU)
Landing Apartments Near Woodcrest

Landing Apartments Near Woodcrest

4 out of 5
East Raleigh
Price was $970, price is now $784 per person
$784
per person
Oct 8 - Oct 13
found 14 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Raleigh (RDU)

Top Flight Deals

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

Frontier Airlines
Sat, Oct 17 - Thu, Nov 5
MIA
Miami Intl.
RDU
Raleigh - Durham Intl.
$90 Roundtrip, found 6 days ago
$90
Roundtrip
found 6 days ago
Select Frontier Airlines flight, departing Sat, Oct 17 from Miami Intl. to Raleigh - Durham Intl., returning Thu, Nov 5, priced at $90 found 6 days ago
Frontier Airlines
Tue, Oct 6 - Wed, Oct 7
PHL
Philadelphia Intl.
RDU
Raleigh - Durham Intl.
$92 Roundtrip, found 1 hour ago
$92
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Tue, Oct 6 from Philadelphia Intl. to Raleigh - Durham Intl., returning Wed, Oct 7, priced at $92 found 1 hour ago
Bargain Flight
Tue, Nov 3 - Tue, Nov 17
LGA
LaGuardia
RDU
Raleigh - Durham Intl.
$190 Roundtrip, found 2 hours ago
$190
Roundtrip
found 2 hours ago
Select Bargain Flight flight, departing Tue, Nov 3 from LaGuardia to Raleigh - Durham Intl., returning Tue, Nov 17, priced at $190 found 2 hours ago
Frontier Airlines
Wed, Sep 30 - Tue, Oct 20
EWR
Newark Liberty Intl. Airport
RDU
Raleigh - Durham Intl.
$198 Roundtrip, found 4 hours ago
$198
Roundtrip
found 4 hours ago
Select Frontier Airlines flight, departing Wed, Sep 30 from Newark Liberty Intl. Airport to Raleigh - Durham Intl., returning Tue, Oct 20, priced at $198 found 4 hours ago