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Winston - Salem Vacation Packages

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Winston - Salem Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Hometown Inn Rocky Mount VA

Hometown Inn Rocky Mount VA

2.5 out of 5
Price was $526, price is now $470 per person
$470
per person
Sep 27 - Oct 1
found 1 day ago
Roundtrip non-stop flight included
Fort Lauderdale (FLL) to Greensboro (GSO)
Stay at this hotel in Rocky Mount. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions The Zone and Harvester Performance Center are located nearby.

Julian Price House

Julian Price House

3 out of 5
Price was $810, price is now $660 per person
$660
per person
Sep 4 - Sep 6
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.
We stayed 1 night while in Greensboro and our stay at the Julian Price House could not have been better. What a gorgeous property!

Reviewed on Jul 20, 2026

King Beds Hot Tub Arcade Grill & Firepit

King Beds Hot Tub Arcade Grill & Firepit

4.5 out of 5
Price was $1,498, price is now $1,250 per person
$1,250
per person
Aug 28 - Aug 31
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Greensboro (GSO)
Book a stay at this luxury 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.
Loved this little house and all the attention to detail! Would definitely return.

Reviewed on Jun 17, 2026

La Quinta Inn & Suites by Wyndham Winston-Salem

La Quinta Inn & Suites by Wyndham Winston-Salem

3 out of 5
Price was $571, price is now $481 per person
$481
per person
Oct 2 - Oct 4
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Greensboro (GSO)
Book a stay at this business-friendly hotel in Winston-Salem. 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 Adventure Landing Winston-Salem are located nearby.

Proximity Hotel

Proximity Hotel

4 out of 5
Price was $634, price is now $536 per person
$536
per person
Oct 2 - Oct 4
found 1 day ago
Roundtrip flight included
Chicago (ORD) 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.
If you are coming to Greensboro, NC, stay here! Make sure you make a reservation for the restaurant, Printworks. Get the beignets! The hotel is super nice and clean. Great staff. Whoever is in charge of maintenance and their crew, should receive a raise. Front desk staff should too. Great hotel and restaurant. Go and relax. Greensboro is a great.

Reviewed on Jul 17, 2026

The Historic Magnolia House

The Historic Magnolia House

3.5 out of 5
Price was $652, price is now $560 per person
$560
per person
Sep 4 - Sep 6
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Greensboro (GSO)
Stay at this B&B in Greensboro. Enjoy free breakfast, free parking, and 5 meeting rooms. Popular attractions First Horizon Coliseum and Wet 'n Wild Emerald Pointe Water Park are located nearby.

Rocky Mount Motel near Hwy 220

Rocky Mount Motel near Hwy 220

2.5 out of 5
Price was $585, price is now $511 per person
$511
per person
Sep 27 - Oct 1
found 1 day ago
Roundtrip non-stop flight included
Fort Lauderdale (FLL) to Greensboro (GSO)
Stay at this motel in Rocky Mount. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attraction Harvester Performance Center is located nearby.
Fantastic service, excellently decorated room. Don't let the exterior fool you, superb & clean facility!

Reviewed on Jun 19, 2026

The Inn at Elon

The Inn at Elon

3.5 out of 5
Price was $736, price is now $655 per person
$655
per person
Sep 4 - Sep 6
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Greensboro (GSO)
Book a stay at this business-friendly hotel in Elon. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Jimmy Powell Tennis Center and Alumni Gym are located nearby.
Beautiful hotel! Rooms and bathroom very spacious! Will definitely stay there again!

Reviewed on Jul 20, 2026

Winston - Salem Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Hometown Inn Rocky Mount VA

Hometown Inn Rocky Mount VA

2.5 out of 5
Price was $526, price is now $470 per person
$470
per person
Sep 27 - Oct 1
found 1 day ago
Roundtrip non-stop flight included
Fort Lauderdale (FLL) to Greensboro (GSO)
King Beds Hot Tub Arcade Grill & Firepit

King Beds Hot Tub Arcade Grill & Firepit

4.5 out of 5
Price was $1,498, price is now $1,250 per person
$1,250
per person
Aug 28 - Aug 31
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Greensboro (GSO)
Rocky Mount Motel near Hwy 220

Rocky Mount Motel near Hwy 220

2.5 out of 5
Price was $585, price is now $511 per person
$511
per person
Sep 27 - Oct 1
found 1 day ago
Roundtrip non-stop flight included
Fort Lauderdale (FLL) to Greensboro (GSO)
Baymont by Wyndham Rocky Mount

Baymont by Wyndham Rocky Mount

2.5 out of 5
Price was $575, price is now $517 per person
$517
per person
Sep 27 - Oct 1
found 1 day ago
Roundtrip non-stop flight included
Fort Lauderdale (FLL) to Greensboro (GSO)

Winston - Salem 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 $672, price is now $588 per person
$588
per person
Aug 21 - Aug 26
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Greensboro (GSO)
Julian Price House

Julian Price House

3 out of 5
Fisher Park
Save 100% on your flight
Price was $1,380, price is now $941 per person
$941
per person
Aug 21 - Aug 26
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Greensboro (GSO)
Proximity Hotel

Proximity Hotel

4 out of 5
Price was $1,285, price is now $1,127 per person
$1,127
per person
Aug 21 - Aug 26
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Greensboro (GSO)
Hotel Denim

Hotel Denim

3.5 out of 5
Price was $840, price is now $746 per person
$746
per person
Oct 9 - Oct 14
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Greensboro (GSO)

Top Flight Deals

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

Breeze Airways
Fri, Aug 7 - Mon, Aug 10
MCO
Orlando Intl.
GSO
Piedmont Triad Intl.
$161 Roundtrip, found 2 days ago
$161
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Fri, Aug 7 from Orlando Intl. to Piedmont Triad Intl., returning Mon, Aug 10, priced at $161 found 2 days ago
United
Wed, Aug 19 - Wed, Aug 26
EWR
Newark Liberty Intl. Airport
GSO
Piedmont Triad Intl.
$255 Roundtrip, found 1 day ago
$255
Roundtrip
found 1 day ago
Select United flight, departing Wed, Aug 19 from Newark Liberty Intl. Airport to Piedmont Triad Intl., returning Wed, Aug 26, priced at $255 found 1 day ago
Bargain Flight
Sat, Oct 31 - Tue, Nov 3
AUS
Austin-Bergstrom Intl.
GSO
Piedmont Triad Intl.
$259 Roundtrip, found 1 day ago
$259
Roundtrip
found 1 day ago
Select Bargain Flight flight, departing Sat, Oct 31 from Austin-Bergstrom Intl. to Piedmont Triad Intl., returning Tue, Nov 3, priced at $259 found 1 day ago
Delta
Wed, Aug 19 - Tue, Aug 25
BUF
Buffalo Niagara Intl.
GSO
Piedmont Triad Intl.
$261 Roundtrip, found 19 hours ago
$261
Roundtrip
found 19 hours ago
Select Delta flight, departing Wed, Aug 19 from Buffalo Niagara Intl. to Piedmont Triad Intl., returning Tue, Aug 25, priced at $261 found 19 hours ago