Winston-Salem Vacation Packages 2026 from $558

Winston-Salem flight + hotel vacation packages

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

The Shaffner Inn

$558

per person

Apr 15 - Apr 18

found 5 hours ago

Roundtrip non-stop flight included

Boston (BOS) to Greensboro (GSO)

A restaurant and a bar/lounge are featured at this hotel. There's no skimping on freebies - guests receive free full breakfast, free WiFi, and free self parking. A garden is also provided.

KingBed PetFriendly Washer Dryer Sleep16

Save 100% on your flight

$1,621

per person

Apr 15 - Apr 18

found 5 hours ago

Roundtrip non-stop flight included

Boston (BOS) to Greensboro (GSO)

This residence features a seasonal outdoor pool and a hot tub. There's no skimping on freebies - guests receive free breakfast, free WiFi, and free self parking. Luggage storage, laundry facilities, and barbecue grills are also on offer.

Heated Pool King Bed Jacuzzi Bath Arcade

$888

per person

Apr 15 - Apr 18

found 5 hours ago

Roundtrip non-stop flight included

Boston (BOS) to Greensboro (GSO)

This residence features an outdoor pool and a hot tub. Guests will appreciate freebies like self-serve breakfast and free self parking. A garden, luggage storage, and laundry facilities are also on offer.

Arcade Kid Friendly Firepit Grill HotTub

$840

per person

Apr 15 - Apr 18

found 5 hours ago

Roundtrip non-stop flight included

Boston (BOS) to Greensboro (GSO)

This residence doesn't skimp on freebies - guests receive free breakfast, free WiFi, and free self parking. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including food and water bowls. There's a hot tub on site, and laundry facilities and barbecue grills are also offered.

King Beds Hot Tub Arcade Grill & Firepit

$743

per person

Apr 15 - Apr 18

found 5 hours ago

Roundtrip non-stop flight included

Boston (BOS) to Greensboro (GSO)

Top Winston-Salem hotels deals

Hawthorne Inn and Conference Center

420 High St Winston-Salem NC

Free Cancellation

Reserve now, pay when you stay

$80 nightly

$90 total

Jan 20 - Jan 21

Total with taxes and fees

This hotel features a gym and a seasonal outdoor pool. Guests will appreciate free perks like free self parking and WiFi in public areas. Express check-out, laundry facilities, and concierge services are also on offer.

Pool

Pet friendly

La Quinta Inn & Suites by Wyndham Winston-Salem

2020 Griffith Rd Winston-Salem NC

Free Cancellation

Reserve now, pay when you stay

$73 nightly

$82 total

Jan 27 - Jan 28

Total with taxes and fees

This hotel features a gym and a seasonal outdoor pool. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate freebies like continental breakfast and free self parking.

Pool

Breakfast included

Hampton Inn & Suites Winston-Salem Downtown

235 North Cherry Street Winston-Salem NC

$85 nightly

$96 total

Jan 25 - Jan 26

Total with taxes and fees

This hotel features an outdoor pool and a gym. Guests will appreciate free perks like buffet breakfast and WiFi in public areas. Valet parking, a 24-hour business center, and dry cleaning are also offered.

Pool

Breakfast included

The Historic Brookstown Inn, Trademark Collection by Wyndham

200 Brookstown Ave Winston-Salem NC

Free Cancellation

Reserve now, pay when you stay

$116 nightly

$131 total

Jan 25 - Jan 26

Total with taxes and fees

This hotel doesn't skimp on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. Traveling on business? Take advantage of the express check-in, conference center, and conference space. There's a gym on site, and concierge services and free newspapers are also offered.

Breakfast included

Parking included

Courtyard by Marriott Winston-Salem University

3111 University Pkwy Winston-Salem NC

Free Cancellation

Reserve now, pay when you stay

$84 nightly

$95 total

Jan 25 - Jan 26

Total with taxes and fees

This hotel features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the 24-hour gym and perks like free self parking.

Pool

Pet friendly

Kimpton Cardinal Hotel by IHG

51 East 4th St Winston-Salem NC

Free Cancellation

$173 nightly

$195 total

Feb 8 - Feb 9

Total with taxes and fees

This hotel features a restaurant, a 24-hour gym, and a bar/lounge. There's fun for all ages with a bowling alley and a playground, and complimentary bicycles are available on site. Traveling on business? Take advantage of the business center, laundry service, and valet parking.

Pet friendly

Restaurant

Don't see what you're looking for?

See all available properties in Winston-Salem

View all properties

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Popular places to visit

Old Salem

You can spend time exploring the galleries in Old Salem during your trip to Winston-Salem. Amble around this family-friendly area's lush forest or attend a sporting event.

Bowman Gray Stadium

Catch an event at Bowman Gray Stadium during your trip to Winston-Salem. Amble around this family-friendly area's lush forest or attend a sporting event.

Reynolda Gardens

Reynolda Gardens is just one of the places to see in Winston-Salem, so why not enjoy the other things to explore during your travels? Amble around the area's lush forest or attend a sporting event.

Frequently asked questions

How much are vacation packages to Winston-Salem?

You can score an amazing flight + hotel bundle for a mere $558. With one of our Travelocity vacation packages, a getaway to Winston-Salem has never looked so enticing! Save your time and money and then get a head start on packing those bags.

Where can I get the best vacation package deals for Winston-Salem?

It's simple — head to Travelocity. With as many as 400 air carriers and 1,000,000 worldwide properties, it's a piece of cake to put together a Winston-Salem package deal that suits your needs.

Why should I purchase my Winston-Salem vacation package with Travelocity?

You'll not only enjoy big savings, but you can also access our 24/7 support, top-notch service and a Price Match Guarantee. Roam across the world, uncover lesser-known sights and create lifelong memories — we'll take care of the important details.

Can I save money on my Winston-Salem car rental if I combine it with a hotel or flight?

Booking a Winston-Salem vacation package with Travelocity is one of the best ways to save your hard-earned money. Pick a hotel, flight and car, or any combination of them, and score great discounts. You might also like to add on experiences and tours. After you've collected the keys to the rental car, head out of the neighborhood and uncover what the area has to offer. Roughly 40 mi from Winston-Salem, North Carolina Zoo justifies a road trip.

What is there to do in Winston-Salem?

As you're wandering about Winston-Salem, remember to check out Wake Forest University and Hanes Mall. You won't be bored here!