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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.
La Quinta Inn & Suites by Wyndham Raleigh Downtown North

La Quinta Inn & Suites by Wyndham Raleigh Downtown North

3 out of 5
Price was $426, price is now $355 per person
$355
per person
Oct 23 - Oct 25
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 Red Hat Amphitheater and Coastal Credit Union Music Park at Walnut Creek are located nearby.

Blacksburg Bed & Breakfast

Blacksburg Bed & Breakfast

4 out of 5
Price was $738, price is now $497 per person
$497
per person
Sep 25 - Sep 27
found 24 hours ago
Roundtrip flight included
New York (NYC) to Roanoke (ROA)
Stay at this B&B in Blacksburg. Enjoy free WiFi, free parking, and private pools. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Alexander Black House & Cultural Center and Cassell Coliseum are located nearby.
Clean, nicer and responsive. I made a last-minute reservation. I was concerned at first because I didn’t know how to check in, left a message through the app, and the owner/manager replied right away and sent me all the info. It was clean and comfortable. Breakfast was good, but make sure to place the order at least the night before using the form or QR code in the room so they can prepare it for you. I will go there again.

Reviewed on Aug 20, 2026

Caesars Virginia Hotel & Casino - A Caesars Rewards Destination

Caesars Virginia Hotel & Casino - A Caesars Rewards Destination

3.5 out of 5
Save 100% on your flight
Price was $1,428, price is now $1,097 per person
$1,097
per person
Sep 25 - Sep 27
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) 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.

Landing Spectacular Studio, Gym, Pool

Landing Spectacular Studio, Gym, Pool

3 out of 5
Price was $765, price is now $603 per person
$603
per person
Nov 5 - Nov 8
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 near Durham Central Park

Landing Apartments near Durham Central Park

3 out of 5
Price was $761, price is now $600 per person
$600
per person
Nov 5 - Nov 8
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.

Colony House Motor Lodge

Colony House Motor Lodge

2.5 out of 5
Price was $1,010, price is now $812 per person
$812
per person
Oct 15 - Oct 19
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Roanoke (ROA)
Stay at this hotel in Roanoke. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Berglund Center and Tanglewood Mall are located nearby.

Landing Apartments Raleigh - North Hills 

Landing Apartments Raleigh - North Hills 

4 out of 5
Price was $900, price is now $767 per person
$767
per person
Oct 15 - Oct 18
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.
It was great

Reviewed on Jul 13, 2026

The Liberty Trust

The Liberty Trust

4 out of 5
Price was $560, price is now $478 per person
$478
per person
Sep 25 - Sep 27
found 24 hours ago
Roundtrip flight included
New York (NYC) to Roanoke (ROA)
Book a stay at this luxury hotel in Roanoke. Enjoy free WiFi, breakfast (surcharge), and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Berglund Center and Center in the Square are located nearby.
Perfectly lovely hit in a very unique and beautiful historic building.we absolutely loved the hotel, and the location is perfect for wandering around downtown Roanoke!

Reviewed on Aug 22, 2026

South Boston Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Landing Apartments near Durham Central Park

Landing Apartments near Durham Central Park

3 out of 5
Price was $761, price is now $600 per person
$600
per person
Nov 5 - Nov 8
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
Price was $765, price is now $603 per person
$603
per person
Nov 5 - Nov 8
found 1 day ago
Roundtrip flight included
Boston (BOS) to Raleigh (RDU)
Colony House Motor Lodge

Colony House Motor Lodge

2.5 out of 5
Franklin-Colonial
Price was $1,010, price is now $812 per person
$812
per person
Oct 15 - Oct 19
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Roanoke (ROA)
The Liberty Trust

The Liberty Trust

4 out of 5
Downtown Roanoke
Price was $829, price is now $702 per person
$702
per person
Oct 6 - Oct 10
found 4 hours ago
Roundtrip flight included
New York (NYC) to Roanoke (ROA)

South Boston Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Wingate by Wyndham Raleigh South / Garner

Wingate by Wyndham Raleigh South / Garner

3 out of 5
Price was $846, price is now $636 per person
$636
per person
Sep 25 - Oct 2
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Raleigh (RDU)
Landing Apartments Near Woodcrest

Landing Apartments Near Woodcrest

4 out of 5
East Raleigh
Price was $931, price is now $712 per person
$712
per person
Sep 25 - Oct 2
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Raleigh (RDU)
Landing Spectacular Studio, Gym, Pool

Landing Spectacular Studio, Gym, Pool

3 out of 5
Save 100% on your flight
Price was $1,119, price is now $857 per person
$857
per person
Sep 25 - Oct 2
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Raleigh (RDU)
Landing Apartments Durham

Landing Apartments Durham

4 out of 5
Downtown Durham
Price was $940, price is now $724 per person
$724
per person
Sep 25 - Oct 2
found 1 hour ago
Roundtrip non-stop 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
Sat, Oct 17 - Thu, Nov 5
MIA
Miami Intl.
RDU
Raleigh - Durham Intl.
$90 Roundtrip, found 8 hours ago
$90
Roundtrip
found 8 hours ago
Select Frontier Airlines flight, departing Sat, Oct 17 from Miami Intl. to Raleigh - Durham Intl., returning Thu, Nov 5, priced at $90 found 8 hours ago
Breeze Airways
Sun, Nov 22 - Thu, Dec 3
PSM
Portsmouth Intl.
RDU
Raleigh - Durham Intl.
$122 Roundtrip, found 17 hours ago
$122
Roundtrip
found 17 hours ago
Select Breeze Airways flight, departing Sun, Nov 22 from Portsmouth Intl. to Raleigh - Durham Intl., returning Thu, Dec 3, priced at $122 found 17 hours ago
Frontier Airlines
Tue, Oct 6 - Sat, Oct 17
PHL
Philadelphia Intl.
RDU
Raleigh - Durham Intl.
$151 Roundtrip, found 2 hours ago
$151
Roundtrip
found 2 hours ago
Select Frontier Airlines flight, departing Tue, Oct 6 from Philadelphia Intl. to Raleigh - Durham Intl., returning Sat, Oct 17, priced at $151 found 2 hours ago
Frontier Airlines
Wed, Oct 14 - Wed, Oct 21
DEN
Denver Intl.
RDU
Raleigh - Durham Intl.
$156 Roundtrip, found 8 hours ago
$156
Roundtrip
found 8 hours ago
Select Frontier Airlines flight, departing Wed, Oct 14 from Denver Intl. to Raleigh - Durham Intl., returning Wed, Oct 21, priced at $156 found 8 hours ago