Winston-Salem Vacation Packages 2026 from $579

Winston-Salem flight + hotel vacation packages

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

O.Henry Hotel

$579

per person

Sep 5 - Sep 7

found 1 day ago

Roundtrip non-stop flight included

Tampa (TPA) 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.

Holiday Inn Express & Suites Winston Salem Sw Clemmons by IHG

$739

per person

Sep 17 - Sep 21

found 1 day ago

Roundtrip non-stop flight included

Los Angeles (LAX) to Greensboro (GSO)

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

Proximity Hotel

$945

per person

Sep 17 - Sep 21

found 1 day ago

Roundtrip non-stop flight included

Los Angeles (LAX) 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.

The Historic Magnolia House

$880

per person

Sep 17 - Sep 21

found 1 day ago

Roundtrip non-stop flight included

Los Angeles (LAX) to Greensboro (GSO)

This bed & breakfast features free self parking and free WiFi in public areas. Enjoy the free local cuisine breakfast each morning.

Super 8 by Wyndham High Point/Greensboro

$593

per person

Sep 17 - Sep 21

found 1 day ago

Roundtrip non-stop flight included

Los Angeles (LAX) to Greensboro (GSO)

This hotel features free WiFi in public areas, laundry facilities, and free self parking. Enjoy the free continental breakfast each morning. A 24-hour business center, a grocery/convenience store, and luggage storage are also on offer.

Stay near popular Winston-Salem attractions

An aerial view of a city with red-roofed buildings, green parks, and a distant city skyline.

Old Salem

8.6/10 (723 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.

See properties

Frequently asked questions

How much are vacation packages to Winston-Salem?

You can score an amazing flight + hotel bundle for a mere $579. 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!