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Southwestern Virginia Vacation Packages

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Southwestern Virginia Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
StudioRes by Marriott Greensboro Airport

StudioRes by Marriott Greensboro Airport

3 out of 5
Price was $559, price is now $485 per person
$485
per person
Dec 16 - Dec 20
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Greensboro (GSO)
Stay at this aparthotel in Greensboro. Enjoy free WiFi, free parking, and laundry facilities. Popular attractions First Horizon Coliseum and Topgolf are located nearby.
Good place to stay

Reviewed on Oct 8, 2026

Julian Price House

Julian Price House

3 out of 5
Price was $998, price is now $698 per person
$698
per person
Dec 16 - Dec 20
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Greensboro (GSO)
Book a stay at this golf guesthouse in Greensboro. Enjoy free breakfast, free WiFi, and free parking. Popular attractions First Horizon Coliseum and Latham Park Tennis Center are located nearby.

O.Henry Hotel

O.Henry Hotel

4 out of 5
Price was $1,061, price is now $857 per person
$857
per person
Dec 16 - Dec 20
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Greensboro (GSO)
Book a stay at this business-friendly hotel in Greensboro. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions First Horizon Coliseum and Regal Greensboro Grande are located nearby.

Proximity Hotel

Proximity Hotel

4 out of 5
Price was $1,033, price is now $845 per person
$845
per person
Dec 16 - Dec 20
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Greensboro (GSO)
Book a stay at this business-friendly hotel in Greensboro. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions First Horizon Coliseum and The Bog Garden are located nearby.

The Ardmore Executive Suite

The Ardmore Executive Suite

4 out of 5
Price was $1,302, price is now $1,146 per person
$1,146
per person
Dec 23 - Dec 26
found 13 hours ago
Roundtrip non-stop flight included
Houston (IAH) to Greensboro (GSO)
Stay at this vacation home in Winston-Salem. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Hanes Mall and Joe White Tennis Center at Hanes Park are located nearby.
Still very confused about payment process. Host asked me to send additional money on weird sources. But stay was great!

Reviewed on Apr 19, 2026

La Quinta Inn & Suites by Wyndham Greensboro Arpt High Point

La Quinta Inn & Suites by Wyndham Greensboro Arpt High Point

3 out of 5
Price was $579, price is now $512 per person
$512
per person
Dec 16 - Dec 20
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Greensboro (GSO)
Book a stay at this business-friendly hotel in Greensboro. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Piedmont Triad Farmers Market and All-A-Flutter Butterfly Farm are located nearby.
No good

Reviewed on Oct 9, 2026

OYO Inn Kernersville

OYO Inn Kernersville

2.5 out of 5
Price was $765, price is now $679 per person
$679
per person
Nov 23 - Nov 28
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Greensboro (GSO)
Stay at this hotel in Kernersville. Enjoy free WiFi, free parking, and room service. Popular attractions Kernersville Golf Center and K'ville Indie Flea are located nearby.
Roach motel

Reviewed on Oct 4, 2026

Pilot Mountain Glamping Resort

Pilot Mountain Glamping Resort

4 out of 5
Price was $1,096, price is now $975 per person
$975
per person
Dec 23 - Dec 26
found 13 hours ago
Roundtrip non-stop flight included
Houston (IAH) to Greensboro (GSO)
Stay at this lodge in Pinnacle. Enjoy free WiFi, free parking, and a picnic area. Popular attractions Pinnacle Lions Park and Pilot Mountain are located nearby.
This was my first time to glamp and it was amazing! The glamping ground property was just a lot behind a dollar general but other than that it was a great experience!

Reviewed on Sep 26, 2026

Southwestern Virginia Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Julian Price House

Julian Price House

3 out of 5
Fisher Park
Price was $998, price is now $698 per person
$698
per person
Dec 16 - Dec 20
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Greensboro (GSO)
O.Henry Hotel

O.Henry Hotel

4 out of 5
Price was $1,061, price is now $857 per person
$857
per person
Dec 16 - Dec 20
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Greensboro (GSO)
Proximity Hotel

Proximity Hotel

4 out of 5
Price was $1,033, price is now $845 per person
$845
per person
Dec 16 - Dec 20
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Greensboro (GSO)
The Liberty Trust

The Liberty Trust

4 out of 5
Downtown Roanoke
Price was $922, price is now $767 per person
$767
per person
Nov 12 - Nov 15
found 16 hours ago
Roundtrip non-stop flight included
New York (NYC) to Roanoke (ROA)

Southwestern Virginia Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
OYO Inn Kernersville

OYO Inn Kernersville

2.5 out of 5
Price was $765, price is now $679 per person
$679
per person
Nov 23 - Nov 28
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Greensboro (GSO)
Julian Price House

Julian Price House

3 out of 5
Fisher Park
Price was $1,664, price is now $1,260 per person
$1,260
per person
Nov 24 - Nov 29
found 24 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Greensboro (GSO)
Proximity Hotel

Proximity Hotel

4 out of 5
Price was $1,578, price is now $1,329 per person
$1,329
per person
Nov 24 - Nov 29
found 24 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Greensboro (GSO)
O.Henry Hotel

O.Henry Hotel

4 out of 5
Price was $1,530, price is now $1,366 per person
$1,366
per person
Nov 23 - Nov 28
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Greensboro (GSO)

Top Flight Deals

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

Delta
Fri, Dec 18 - Sun, Dec 20
ATL
Hartsfield-Jackson Atlanta Intl.
ROA
Roanoke Regional
$279 Roundtrip, found 23 hours ago
$279
Roundtrip
found 23 hours ago
Select Delta flight, departing Fri, Dec 18 from Hartsfield-Jackson Atlanta Intl. to Roanoke Regional, returning Sun, Dec 20, priced at $279 found 23 hours ago
Bargain Flight
Tue, Nov 10 - Sat, Nov 14
AUS
Austin-Bergstrom Intl.
ROA
Roanoke Regional
$292 Roundtrip, found 16 hours ago
$292
Roundtrip
found 16 hours ago
Select Bargain Flight flight, departing Tue, Nov 10 from Austin-Bergstrom Intl. to Roanoke Regional, returning Sat, Nov 14, priced at $292 found 16 hours ago
Bargain Flight
Sat, Oct 24 - Tue, Oct 27
PHX
Sky Harbor Intl.
ROA
Roanoke Regional
$329 Roundtrip, found 16 hours ago
$329
Roundtrip
found 16 hours ago
Select Bargain Flight flight, departing Sat, Oct 24 from Sky Harbor Intl. to Roanoke Regional, returning Tue, Oct 27, priced at $329 found 16 hours ago
Delta
Sat, Oct 31 - Wed, Nov 4
EWR
Newark Liberty Intl. Airport
TRI
Tri-Cities Regional
$345 Roundtrip, found 10 hours ago
$345
Roundtrip
found 10 hours ago
Select Delta flight, departing Sat, Oct 31 from Newark Liberty Intl. Airport to Tri-Cities Regional, returning Wed, Nov 4, priced at $345 found 10 hours ago