Search Deals onWinston-Salem Vacation Packages
Winston-Salem Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
OYO Inn Kernersville
Price was $476, price is now $423 per person
$423
per person
Sep 9 - Sep 13
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) 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.
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Reviewed on Aug 4, 2026
Julian Price House
Price was $1,099, price is now $849 per person
$849
per person
Sep 9 - Sep 13
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.
It was such a beautiful structure. It felt like the suite was designed for comfort and beauty. The gardens were fantastic. There could have been easier access to the electrical outlets. We would stay there again.
Interactions with the owner Michael were helpful and pleasant.
Reviewed on Aug 2, 2026
Grandover Resort & Spa, a Wyndham Grand Hotel
Price was $964, price is now $804 per person
$804
per person
Sep 9 - Sep 13
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 Wet 'n Wild Emerald Pointe Water Park are located nearby.
Proximity Hotel
Price was $1,021, price is now $864 per person
$864
per person
Sep 9 - Sep 13
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 Wet 'n Wild Emerald Pointe Water Park are located nearby.
This place was amazing from start to finish. Attentive staff. It's a beautiful place. I enjoyed my stay
Reviewed on Aug 3, 2026
Wyndham Garden Greensboro
Price was $584, price is now $512 per person
$512
per person
Sep 9 - Sep 13
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 First Horizon Coliseum and Wet 'n Wild Emerald Pointe Water Park are located nearby.
Old building it was ok clean room, did not like the breakfast.
Reviewed on Aug 6, 2026
A Charming Nature Retreat
Price was $799, price is now $702 per person
$702
per person
Sep 9 - Sep 13
found 12 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Greensboro (GSO)
Stay at this vacation home in Greensboro. Enjoy free WiFi, free parking, and a garden. Popular attractions Charlotte Hawkins Brown Museum and McLeansville Shopping Center are located nearby.
Super 8 by Wyndham High Point/Greensboro
Price was $513, price is now $457 per person
$457
per person
Sep 9 - Sep 13
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Greensboro (GSO)
Stay at this 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.
If you are looking for ok. This is it
Reviewed on Aug 6, 2026
Wingate by Wyndham High Point/Greensboro/Airport South
Price was $519, price is now $464 per person
$464
per person
Sep 9 - Sep 13
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.
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.
Tue, Aug 18 - Tue, Aug 25
BOS
Logan Intl.
GSO
Piedmont Triad Intl.
$237 Roundtrip, found 8 hours ago
$237
Roundtrip
found 8 hours ago
Sat, Sep 5 - Tue, Sep 8
FLL
Fort Lauderdale - Hollywood Intl.
GSO
Piedmont Triad Intl.
$275 Roundtrip, found 9 hours ago
$275
Roundtrip
found 9 hours ago
Sat, Aug 22 - Wed, Aug 26
EWR
Newark Liberty Intl. Airport
GSO
Piedmont Triad Intl.
$278 Roundtrip, found 1 day ago
$278
Roundtrip
found 1 day ago
Sat, Sep 12 - Sat, Sep 19
LGA
LaGuardia
GSO
Piedmont Triad Intl.
$279 Roundtrip, found 10 hours ago
$279
Roundtrip
found 10 hours ago
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