Winston-Salem Vacation Packages 2025/2026 from $543

Winston-Salem flight + hotel vacation packages

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

Hawthorne Inn and Conference Center

per person

Sep 4 - Sep 8

found 10 hours ago

Roundtrip non-stop flight included

San Juan (SJU) to Greensboro (GSO)

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.

Julian Price House

Fisher Park

per person

Sep 4 - Sep 8

found 10 hours ago

Roundtrip non-stop flight included

San Juan (SJU) 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.

Proximity Hotel

per person

Sep 4 - Sep 8

found 10 hours ago

Roundtrip non-stop flight included

San Juan (SJU) 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.

Village Inn Clemmons/Winston Salem, Trademark by Wyndham

per person

Sep 4 - Sep 8

found 10 hours ago

Roundtrip non-stop flight included

San Juan (SJU) to Greensboro (GSO)

This hotel features a restaurant, a 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 perks like free self parking.

DoubleTree by Hilton Greensboro Airport

per person

Sep 4 - Sep 8

found 10 hours ago

Roundtrip non-stop flight included

San Juan (SJU) to Greensboro (GSO)

This motel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the business center, free WiFi in public areas, and free airport shuttle. Enjoy the seasonal outdoor pool and perks like free self parking.

Top Winston-Salem hotels deals

Best Western Plus University Inn

3050 University Pkwy, Winston-Salem, NC

Free Cancellation

Reserve now, pay when you stay

$72 nightly

$82 total

Jul 27 - Jul 28

Total includes 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

Hawthorne Inn and Conference Center

420 High St, Winston-Salem, NC

Free Cancellation

Reserve now, pay when you stay

$79 nightly

$89 total

Aug 3 - Aug 4

Total includes 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

DoubleTree by Hilton Winston Salem - University

5790 University Pkwy, Winston-Salem, NC

Free Cancellation

Reserve now, pay when you stay

$99 nightly

$112 total

Jul 29 - Jul 30

Total includes taxes and fees

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

Pool

Parking 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

Aug 3 - Aug 4

Total includes 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.

Kimpton Cardinal Hotel by IHG

51 East 4th St, Winston-Salem, NC

Free Cancellation

$144 nightly

$163 total

Aug 10 - Aug 11

Total includes 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

Hampton Inn & Suites Winston-Salem Downtown

235 North Cherry Street, Winston-Salem, NC

Free Cancellation

Reserve now, pay when you stay

$105 nightly

$119 total

Jul 31 - Aug 1

Total includes 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

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 $543. 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!