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Ridgeway Vacation Packages

Build your package with 2 more options

Ridgeway Flight + Hotel Packages

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

Hotel Denim

3.5 out of 5
Price was $664, price is now $586 per person
$586
per person
Nov 13 - Nov 15
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Greensboro (GSO)
Stay at this hotel in Greensboro. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions First Horizon Coliseum and The Bog Garden are located nearby.

Julian Price House

Julian Price House

3 out of 5
Price was $959, price is now $707 per person
$707
per person
Oct 1 - Oct 4
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 Wet 'n Wild Emerald Pointe Water Park are located nearby.
Thank you. Love everything about the place.

Reviewed on Aug 29, 2026

Proximity Hotel

Proximity Hotel

4 out of 5
Price was $848, price is now $688 per person
$688
per person
Nov 13 - Nov 15
found 1 day ago
Roundtrip flight included
Dallas (DFW) 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 Wet 'n Wild Emerald Pointe Water Park are located nearby.
Beautifully appointed hotel and bistro was excellent.

Reviewed on Aug 24, 2026

Landing Furnished Apartments Winston-Salem

Landing Furnished Apartments Winston-Salem

3 out of 5
Price was $1,297, price is now $1,069 per person
$1,069
per person
Oct 7 - Oct 12
found 1 day ago
Roundtrip non-stop flight included
San Juan (SJU) to Greensboro (GSO)
Stay at this apartment in Winston-Salem. Enjoy free parking, a fitness center, and an in-room coffeemaker. Popular attractions Hanes Mall and Airbound Trampoline Park are located nearby.

Blacksburg Bed & Breakfast

Blacksburg Bed & Breakfast

4 out of 5
Price was $956, price is now $788 per person
$788
per person
Oct 23 - Oct 26
found 1 day ago
Roundtrip flight included
Dallas (DFW) 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.
Stayed there for one night after dropping off my daughter at Virginia Tech. Really pretty property, pool is well maintained, and breakfast (made by Sherry!) was fantastic - get the ham cups! Great stay, responsive owner (we accidently locked ourselves out of our room and Paul was super helpful) overall would highly recommend

Reviewed on Aug 24, 2026

O.Henry Hotel

O.Henry Hotel

4 out of 5
Price was $851, price is now $727 per person
$727
per person
Nov 13 - Nov 15
found 1 day ago
Roundtrip flight included
Dallas (DFW) 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 Wet 'n Wild Emerald Pointe Water Park are located nearby.
Beautiful hotel. Rooms are lovely and very comfortable. Green Valley Grill was delicious.

Reviewed on Aug 23, 2026

Holiday Inn Express & Suites Winston Salem Sw Clemmons by IHG

Holiday Inn Express & Suites Winston Salem Sw Clemmons by IHG

2.5 out of 5
Price was $1,104, price is now $952 per person
$952
per person
Oct 7 - Oct 12
found 1 day ago
Roundtrip non-stop flight included
San Juan (SJU) to Greensboro (GSO)
Book a stay at this business-friendly hotel in Clemmons. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Hanes Mall and Truist Sports Park are located nearby.
Excellent water pressure

Reviewed on Aug 28, 2026

Osceola Mill

Osceola Mill

2 out of 5
Price was $735, price is now $649 per person
$649
per person
Oct 23 - Oct 25
found 7 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Roanoke (ROA)
Stay at this B&B in Raphine. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Rockbridge Vineyard and 12 Ridges Vineyard are located nearby.
Well maintained and staff was responsive and welcoming.

Reviewed on May 18, 2026

Ridgeway 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 $959, price is now $707 per person
$707
per person
Oct 1 - Oct 4
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Greensboro (GSO)
Proximity Hotel

Proximity Hotel

4 out of 5
Price was $1,003, price is now $810 per person
$810
per person
Nov 13 - Nov 16
found 15 hours ago
Roundtrip flight included
Dallas (DFW) to Greensboro (GSO)
Blacksburg Bed & Breakfast

Blacksburg Bed & Breakfast

4 out of 5
Downtown Blacksburg
Price was $956, price is now $788 per person
$788
per person
Oct 23 - Oct 26
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Roanoke (ROA)
O.Henry Hotel

O.Henry Hotel

4 out of 5
Price was $1,040, price is now $880 per person
$880
per person
Nov 13 - Nov 16
found 15 hours ago
Roundtrip flight included
Dallas (DFW) to Greensboro (GSO)

Ridgeway Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Spark by Hilton Roanoke Civic Center

Spark by Hilton Roanoke Civic Center

2.5 out of 5
Gainsboro
Price was $1,000, price is now $879 per person
$879
per person
Sep 28 - Oct 5
found 20 hours ago
Roundtrip non-stop flight included
San Juan (SJU) to Roanoke (ROA)
Landing Furnished Apartments Winston-Salem

Landing Furnished Apartments Winston-Salem

3 out of 5
Price was $1,297, price is now $1,069 per person
$1,069
per person
Oct 7 - Oct 12
found 1 day ago
Roundtrip non-stop flight included
San Juan (SJU) to Greensboro (GSO)
Holiday Inn Express & Suites Winston Salem Sw Clemmons by IHG

Holiday Inn Express & Suites Winston Salem Sw Clemmons by IHG

2.5 out of 5
Price was $1,104, price is now $952 per person
$952
per person
Oct 7 - Oct 12
found 1 day ago
Roundtrip non-stop flight included
San Juan (SJU) to Greensboro (GSO)
Wyndham Garden Greensboro

Wyndham Garden Greensboro

3 out of 5
Price was $1,038, price is now $913 per person
$913
per person
Oct 7 - Oct 12
found 1 day ago
Roundtrip non-stop flight included
San Juan (SJU) to Greensboro (GSO)

Top Flight Deals

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

Delta
Wed, Oct 14 - Tue, Oct 20
BOS
Logan Intl.
GSO
Piedmont Triad Intl.
$275 Roundtrip, found 7 hours ago
$275
Roundtrip
found 7 hours ago
Select Delta flight, departing Wed, Oct 14 from Logan Intl. to Piedmont Triad Intl., returning Tue, Oct 20, priced at $275 found 7 hours ago
Delta
Wed, Nov 25 - Tue, Dec 1
FLL
Fort Lauderdale - Hollywood Intl.
GSO
Piedmont Triad Intl.
$275 Roundtrip, found 3 hours ago
$275
Roundtrip
found 3 hours ago
Select Delta flight, departing Wed, Nov 25 from Fort Lauderdale - Hollywood Intl. to Piedmont Triad Intl., returning Tue, Dec 1, priced at $275 found 3 hours ago
Delta
Wed, Oct 21 - Tue, Nov 10
FLL
Fort Lauderdale - Hollywood Intl.
ROA
Roanoke Regional
$291 Roundtrip, found 3 hours ago
$291
Roundtrip
found 3 hours ago
Select Delta flight, departing Wed, Oct 21 from Fort Lauderdale - Hollywood Intl. to Roanoke Regional, returning Tue, Nov 10, priced at $291 found 3 hours ago
Bargain Flight
Tue, Oct 27 - Sat, Nov 7
LAX
Los Angeles Intl.
GSO
Piedmont Triad Intl.
$292 Roundtrip, found 5 days ago
$292
Roundtrip
found 5 days ago
Select Bargain Flight flight, departing Tue, Oct 27 from Los Angeles Intl. to Piedmont Triad Intl., returning Sat, Nov 7, priced at $292 found 5 days ago