Search Deals onWinston - Salem Vacation Packages
Winston - Salem Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Wingate by Wyndham High Point/Greensboro/Airport South
Price was $877, price is now $801 per person
$801
per person
Dec 28 - Jan 2
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Greensboro (GSO)
Book a stay at this business-friendly hotel in High Point. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions All-A-Flutter Butterfly Farm and Regal Palladium are located nearby.
Good value for the price.
Reviewed on Oct 10, 2026
Julian Price House
Price was $1,470, price is now $1,022 per person
$1,022
per person
Dec 28 - Jan 2
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.
I wish I could’ve stayed longer. It was very peaceful and comfortable.
Reviewed on Oct 15, 2026
O.Henry Hotel
Price was $1,564, price is now $1,288 per person
$1,288
per person
Dec 28 - Jan 2
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.
Holiday Inn Express & Suites Winston Salem Sw Clemmons by IHG
Price was $1,258, price is now $1,059 per person
$1,059
per person
Nov 22 - Nov 29
found 16 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) 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.
*
Reviewed on Oct 9, 2026
Proximity Hotel
Price was $1,524, price is now $1,290 per person
$1,290
per person
Dec 28 - Jan 2
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.
Our room was clean and nice. Friendly staff as well!
Reviewed on Oct 11, 2026
La Quinta Inn & Suites by Wyndham Greensboro Arpt High Point
Price was $943, price is now $846 per person
$846
per person
Dec 28 - Jan 2
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.
Very pleasant experience. The staff was very helpful and informed. The pool area was cold and looked a little unclean. But all in all it’s
Reviewed on Oct 15, 2026
StudioRes by Marriott Greensboro Airport
Price was $895, price is now $803 per person
$803
per person
Dec 28 - Jan 2
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.
Grandover Resort & Spa, a Wyndham Grand Hotel
Price was $1,358, price is now $1,242 per person
$1,242
per person
Nov 24 - Nov 29
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Greensboro (GSO)
Book a stay at this spa resort in Greensboro. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions First Horizon Coliseum and Grandover Resort East Course are located nearby.
Winston - Salem Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
Winston - Salem Vacation Packages 5-7 Night Stays
Price found within the past 48 hours. Click for updated prices.
Top Flight Deals
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Fri, Dec 4 - Mon, Dec 7
MCO
Orlando Intl.
GSO
Piedmont Triad Intl.
$112 Roundtrip, found 14 hours ago
$112
Roundtrip
found 14 hours ago
Wed, Oct 28 - Tue, Nov 3
BUF
Buffalo Niagara Intl.
GSO
Piedmont Triad Intl.
$241 Roundtrip, found 1 hour ago
$241
Roundtrip
found 1 hour ago
Sat, Oct 31 - Tue, Nov 3
CVG
Cincinnati - Northern Kentucky Intl.
GSO
Piedmont Triad Intl.
$243 Roundtrip, found 2 days ago
$243
Roundtrip
found 2 days ago
Tue, Nov 3 - Tue, Nov 17
AUS
Austin-Bergstrom Intl.
GSO
Piedmont Triad Intl.
$295 Roundtrip, found 1 day ago
$295
Roundtrip
found 1 day ago
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