Winston-Salem Vacation Packages 2026/2026 from $320

Winston-Salem flight + hotel vacation packages

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

Julian Price House

Fisher Park

$320

per person

Jan 9 - Jan 11

found 1 day ago

Roundtrip flight included

New York (NYC) to Greensboro (GSO)

This guesthouse features free WiFi in public areas, laundry facilities, and free self parking. Enjoy the free continental breakfast each morning. A terrace, a garden, and a snack bar/deli are also on offer.

O.Henry Hotel

Save 100% on your flight

$439

per person

Feb 26 - Mar 1

found 1 day ago

Roundtrip non-stop flight included

New York (JFK) to Greensboro (GSO)

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

Proximity Hotel

$378

per person

Jan 9 - Jan 11

found 1 day ago

Roundtrip flight included

New York (NYC) to Greensboro (GSO)

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

Hotel Denim

$600

per person

Jan 4 - Jan 10

found 1 day ago

Roundtrip non-stop flight included

New York (JFK) to Greensboro (GSO)

This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Guests will appreciate free perks like free self parking and WiFi in public areas. A terrace and a snack bar/deli are also provided.

Hampton Inn Greensboro-Airport

$339

per person

Feb 26 - Mar 1

found 1 day ago

Roundtrip non-stop flight included

New York (JFK) to Greensboro (GSO)

This hotel features an outdoor pool and a 24-hour gym. Free perks include continental breakfast, free self parking, and a roundtrip airport shuttle. You'll appreciate the free area shuttle, free parking, and 24-hour business center.

Top Winston-Salem hotels deals

Hawthorne Inn and Conference Center

420 High St Winston-Salem NC

Free Cancellation

Reserve now, pay when you stay

$62 nightly

$70 total

Dec 22 - Dec 23

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

Courtyard by Marriott Winston-Salem University

3111 University Pkwy Winston-Salem NC

$84 nightly

$95 total

Dec 14 - Dec 15

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

Best Western Plus University Inn

3050 University Pkwy Winston-Salem NC

Free Cancellation

Reserve now, pay when you stay

$76 nightly

$85 total

Dec 3 - Dec 4

Total with taxes and fees

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

Pool

Breakfast included

Hampton Inn & Suites Winston-Salem Downtown

235 North Cherry Street Winston-Salem NC

Free Cancellation

Reserve now, pay when you stay

$77 nightly

$87 total

Dec 14 - Dec 15

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

Comfort Suites Hanes Mall

200 Capitol Lodging Ct Winston-Salem NC

Free Cancellation

Reserve now, pay when you stay

$95 nightly

$107 total

Dec 7 - Dec 8

Total with taxes and fees

This hotel features a 24-hour gym and a seasonal outdoor pool. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.

Pool

Breakfast included

Red Roof Inn Winston-Salem

100 Capitol Lodging Court Winston-Salem NC

Free Cancellation

Reserve now, pay when you stay

$73 nightly

$82 total

Dec 3 - Dec 4

Total with taxes and fees

This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. A safe deposit box is provided and the front desk is staffed around-the-clock.

Parking included

Free WiFi

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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

4.5/5(264 reviews)

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

4/5(5 reviews)

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

5/5(43 reviews)

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 $320. 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!