Search Deals onWinston - Salem Vacation Packages
Winston - Salem Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Julian Price House
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.
Holiday Inn Express & Suites Greensboro-(I-40 Wendover) by IHG
Price was $1,354, price is now $1,078 per person
$1,078
per person
Oct 30 - Nov 2
found 14 hours ago
Roundtrip flight included
Dallas (DFW) to Greensboro (GSO)
Book a stay at this business-friendly hotel in Greensboro. Enjoy free breakfast, free WiFi, 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.
The room was clean, beds comfy. Staff very nice. Liked the pool. Good selection for breakfast but the hot foods were not very fresh.
Reviewed on Aug 30, 2026
Landing Furnished Apartments Winston-Salem
Price was $1,238, price is now $1,005 per person
$1,005
per person
Oct 15 - Oct 19
found 20 hours ago
Roundtrip non-stop flight included
Boston (BOS) 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.
Pandora's Manor Bed & Breakfast
Price was $2,068, price is now $1,694 per person
$1,694
per person
Oct 7 - Oct 12
found 1 day ago
Roundtrip non-stop flight included
San Juan (SJU) to Greensboro (GSO)
Stay at this B&B in High Point. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Market Square and Centennial Station Arts Center are located nearby.
Absolutely wonderful. Don't tell anyone.
Reviewed on Aug 27, 2026
O.Henry Hotel
Price was $1,383, price is now $1,164 per person
$1,164
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 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 is a nice hotel with a friendly staff. The restaurant was having some maintenance done, so I didn’t get to enjoy the room service breakfast that I normally would have. It’s one of the reasons why I chose this hotel. It would have been nice to have known in advance
Reviewed on Aug 30, 2026
Holiday Inn Express & Suites Winston Salem Sw Clemmons by IHG
Price was $972, price is now $849 per person
$849
per person
Oct 15 - Oct 19
found 20 hours ago
Roundtrip non-stop flight included
Boston (BOS) 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
Proximity Hotel
Price was $974, price is now $852 per person
$852
per person
Oct 1 - Oct 4
found 9 hours 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.
Hotel Indigo Winston-Salem Downtown by IHG
Price was $1,113, price is now $980 per person
$980
per person
Oct 30 - Nov 2
found 14 hours ago
Roundtrip flight included
Dallas (DFW) to Greensboro (GSO)
Stay at this hotel in Winston-Salem. Enjoy free WiFi, valet parking (surcharge), and a 24-hour front desk. Our guests praise the helpful staff in our reviews. Popular attractions Hanes Mall and Frank L. Horton Museum Center are located nearby.
Good stay but nothing that’s makes it memorable.
Reviewed on Aug 24, 2026
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.
Sat, Oct 31 - Tue, Nov 3
AUS
Austin-Bergstrom Intl.
GSO
Piedmont Triad Intl.
$262 Roundtrip, found 20 hours ago
$262
Roundtrip
found 20 hours ago
Sat, Sep 5 - Tue, Sep 8
MCO
Orlando Intl.
GSO
Piedmont Triad Intl.
$322 Roundtrip, found 5 days ago
$322
Roundtrip
found 5 days ago
Sun, Sep 6 - Sun, Sep 6
EWR
Newark Liberty Intl. Airport
GSO
Piedmont Triad Intl.
$348 Roundtrip, found 4 days ago
$348
Roundtrip
found 4 days ago
Tue, Oct 13 - Tue, Oct 20
DFW
Dallas-Fort Worth Intl.
GSO
Piedmont Triad Intl.
$376 Roundtrip, found 6 days ago
$376
Roundtrip
found 6 days ago
Discover Other Travel Deals
- Popular Vacation Attractions
- Popular Destinations
- Nearby Destinations
- Areas of Winston - Salem
- Hotwire Picks
- Wake Forest University Vacations
- Hanes Mall Vacations
- Winston Salem State University Vacations
- Wake Forest University Baptist Medical Center Vacations
- Benton Convention Center Vacations
- Old Salem Vacations
- Lawrence Joel Veterans Memorial Coliseum Vacations
- Bowman Gray Stadium Vacations
- Novant Health Forsyth Medical Center Vacations
- Truist Stadium Vacations
- University of North Carolina School of the Arts Vacations
- Truist Sports Park Vacations
- Las Vegas Vacations
- Cancun Vacations
- Miami Vacations
- Corona Vacations
- Cabo San Lucas Vacations
- Disneyland Park Vacations
- New York Vacations
- Honolulu Vacations
- Los Angeles Vacations
- Maui Vacations
- Orlando Vacations
- New Orleans Vacations
- Canada Vacations
- Tulum Vacations
- Bali Vacations
- Maldives Vacations
- Clearwater Beach Vacations
- Denver Vacations
- South Beach Vacations
- Key West Vacations
