Winston-Salem Vacation Packages 2025/2026 from $396

Winston-Salem flight + hotel vacation packages

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

Super 8 by Wyndham High Point/Greensboro

Deep River

$396

per person

Nov 25 - Dec 1

found 24 hours ago

Roundtrip non-stop flight included

Chicago (ORD) 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.

Julian Price House

Fisher Park

$630

per person

Nov 25 - Dec 1

found 24 hours ago

Roundtrip non-stop flight included

Chicago (ORD) 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

$556

per person

Dec 12 - Dec 15

found 1 day ago

Roundtrip non-stop flight included

Philadelphia (PHL) 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.

Hotel Denim

$580

per person

Nov 25 - Dec 1

found 24 hours ago

Roundtrip non-stop flight included

Chicago (ORD) 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.

Grandover Resort & Spa, a Wyndham Grand Hotel

Sedgefield

$754

per person

Nov 17 - Nov 21

found 14 hours ago

Roundtrip non-stop flight included

Dallas (DAL) to Greensboro (GSO)

This resort features a golf course, a full-service spa, and a restaurant. Enjoy a meal in one of the 2 coffee shops/cafes and free perks like free self parking and a roundtrip airport shuttle. Enjoy the indoor pool and unwind at the bar/lounge and poolside bar.

Top Winston-Salem hotels deals

Hawthorne Inn and Conference Center

420 High St, Winston-Salem, NC

Free Cancellation

Reserve now, pay when you stay

$71 nightly

$80 total

Oct 20 - Oct 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

Quality Inn & Suites Hanes Mall

2008 S Hawthorne Rd, Winston-Salem, NC

Free Cancellation

Reserve now, pay when you stay

$61 nightly

$69 total

Nov 2 - Nov 3

Total with taxes and fees

This hotel doesn't skimp on freebies - guests receive free breakfast, free WiFi, and free self parking. Traveling on business? Take advantage of the 3 conference rooms, along with the business center. There's a seasonal outdoor pool on site, and a 24-hour front desk and a garden are also provided.

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

$122 nightly

$137 total

Nov 4 - Nov 5

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

Comfort Suites Hanes Mall

200 Capitol Lodging Ct, Winston-Salem, NC

Free Cancellation

Reserve now, pay when you stay

$93 nightly

$105 total

Nov 2 - Nov 3

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

Best Western Plus University Inn

3050 University Pkwy, Winston-Salem, NC

Free Cancellation

Reserve now, pay when you stay

$76 nightly

$85 total

Nov 2 - Nov 3

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

Sleep Inn Hanes Mall

1985 Hampton Inn Ct, Winston-Salem, NC

Free Cancellation

Reserve now, pay when you stay

$72 nightly

$82 total

Nov 3 - Nov 4

Total with taxes and fees

This hotel doesn't skimp on freebies - guests receive free full breakfast, free WiFi, and free self parking. Business travelers can take advantage of the business center. There's a gym on site, and laundry facilities and free newspapers are also offered.

Breakfast included

Pet friendly

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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 $396. 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!