Winston-Salem Vacations from $470

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Your Winston-Salem Vacation

Take away the hard part of organizing your next amazing adventure with a Winston-Salem vacation package. Whether you're lured here by its cuisine, history, art or something else, this city offers countless exciting experiences to delve into. Make your trip to Winston-Salem even more enjoyable by going sightseeing. Wake Forest University, Hanes Mall and Old Salem are some of the most popular attractions worth exploring. Check out Expedia's extensive range of travel options and book your dream vacation to Winston-Salem today.

The Latest Winston-Salem vacation packages

Price found within the past 48 hours. Click for updated prices.
The Historic Magnolia House

The Historic Magnolia House

3.5 out of 5
Price was $607, price is now $470 per person
$470
per person
Apr 17 - Apr 20
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Greensboro (GSO)
6/10 (2 reviews)
Heated Pool King Bed Jacuzzi Bath Arcade

Heated Pool King Bed Jacuzzi Bath Arcade

4 out of 5
Save 100% on your flight
Price was $2,727, price is now $2,000 per person
$2,000
per person
Apr 16 - Apr 20
found 12 hours ago
Roundtrip non-stop flight included
New York (NYC) to Greensboro (GSO)
8/10 Very Good! (1 review)
The house was very clean, comfortable, and nicely maintained, which we really appreciated during our stay. However, there were two downsides to be aware of. First, after booking, the owner asked us to pay an extra money for cleaning fee, even though it was not clearly listed in the Expedia booking details. I chose not to argue since I didn’t want to ruin our family trip, but future guests should expect additional charges. Second, privacy was an issue the owner lives in the basement, and it felt uncomfortable at times, especially with my child playing and moving around. Overall, it’s a nice property, but keep in mind the extra costs and limited privacy.

Reviewed on Sep 30, 2025

Arcade Kid Friendly Firepit Grill HotTub

Arcade Kid Friendly Firepit Grill HotTub

3.5 out of 5
Save 100% on your flight
Price was $1,558, price is now $1,168 per person
$1,168
per person
Apr 16 - Apr 20
found 12 hours ago
Roundtrip non-stop flight included
New York (NYC) to Greensboro (GSO)
No reviews
KingBed PetFriendly Washer Dryer Sleep16

KingBed PetFriendly Washer Dryer Sleep16

4 out of 5
Save 100% on your flight
Price was $3,176, price is now $2,409 per person
$2,409
per person
Apr 16 - Apr 20
found 12 hours ago
Roundtrip non-stop flight included
New York (NYC) to Greensboro (GSO)
No reviews
King Beds Hot Tub Arcade Grill & Firepit

King Beds Hot Tub Arcade Grill & Firepit

4 out of 5
Save 100% on your flight
Price was $1,045, price is now $803 per person
$803
per person
Apr 16 - Apr 20
found 12 hours ago
Roundtrip non-stop flight included
New York (NYC) to Greensboro (GSO)
8/10 Very Good! (1 review)
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Discover the most popular places to visit in Winston-Salem

Winston-Salem North Carolina Downtown Skyline Aerial at Sunset

Wake Forest University

Take a campus tour or just explore the area of Wake Forest University, during your travels in Winston-Salem. Amble around the area's lush forest or attend a sporting event.

Wake Forest University
View of Old Salem and downtown Winston-Salem, North Carolina.

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.

Old Salem
Awesome racing!

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.

Bowman Gray Stadium

What to do in Winston-Salem

Winston-Salem True Crime Tour

Winston-Salem True Crime Tour

$19
per adult
Winston-Salem True Crime Tour
Lantern Light and Spooky Stories

Carolina History & Haunts Winston-Salem Historical Ghost Tour

$26
per adult
100% of travellers recommend
Carolina History & Haunts Winston-Salem Historical Ghost Tour
See all activities in Winston-Salem

Winston-Salem Hotel Deals

Best Western Plus University Inn

Best Western Plus University Inn

3.5 out of 5
3050 University Pkwy Winston-Salem NC
Fully refundableReserve now, pay when you stay
$75 nightly
The price is $85 total per night from Feb 22 to Feb 23
$85 total
Feb 22 - Feb 23
Total with taxes and fees
7.4/10 Good! (1,008 reviews)
The room was not clean. There was someone else’s hair tucked into the sheets on the bed. When the jetted tub was turned on black gunk came out of it. The room smelt bad. The price of that room is disgusting based on the cleanliness and look.

Reviewed on Feb 16, 2026

Best Western Plus University Inn
Hampton Inn & Suites Winston-Salem Downtown

Hampton Inn & Suites Winston-Salem Downtown

2.5 out of 5
235 North Cherry Street Winston-Salem NC
Fully refundableReserve now, pay when you stay
$81 nightly
The price is $92 total per night from Mar 8 to Mar 9
$92 total
Mar 8 - Mar 9
Total with taxes and fees
9/10 Wonderful! (679 reviews)
Clean and spacious room. Friendly staff.

Reviewed on Feb 19, 2026

Hampton Inn & Suites Winston-Salem Downtown
Hawthorne Inn and Conference Center

Hawthorne Inn and Conference Center

3 out of 5
420 High St Winston-Salem NC
Fully refundableReserve now, pay when you stay
$95 nightly
The price is $107 total per night from Feb 21 to Feb 22
$107 total
Feb 21 - Feb 22
Total with taxes and fees
8.4/10 Very Good! (1,014 reviews)
Staff is super personable and it’s clean

Reviewed on Feb 17, 2026

Hawthorne Inn and Conference Center
See all 429 properties in Winston-Salem
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.

Find the Best Winston-Salem Vacation Packages

Winston-Salem Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Piedmont Triad Intl. Airport (GSO)
Population
241,200
Max Temp Winter
50ºF
Max Temp Summer
90ºF
Top Sights
Reynolda House Museum of American Art, Airbound Trampoline Park and SciWorks

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Frequently asked questions

How much does a Winston-Salem vacation package cost?
Offering great value package deals from $470 on Expedia, you'll be surprised at how little a vacation to Winston-Salem costs! Expedia's packages make travel planning easier and your savings go further.
What are the cheapest months to go to Winston-Salem?
September, November and December are the best times to search for cheap Winston-Salem vacation packages. Choosing to travel in quieter months means you'll typically find better prices on flights and hotels.
How many days is enough for Winston-Salem?
You can easily visit all the top sights in Winston-Salem within a few days, including the must-see Southeastern Center for Contemporary Art. If you're after an extended Winston-Salem vacation, look at what sort of day tours and activities are available in the area.
Is it worth booking a vacation package to Winston-Salem?
Well known for its culture, history and nature, a Winston-Salem vacation is a hit with all kinds of visitors. Be sure to check out top sights like Lawrence Joel Veterans Memorial Coliseum and Old Salem, and consider renting a set of wheels for day trips to experience even more.
How to find the best Winston-Salem package deals?
Bagging a cheap Winston-Salem package deal is a breeze with Expedia. After you've entered your preferred dates and destination under our "Packages" tab, set your maximum budget, add some filters and see what's available. You can tailor your search by "Property class," "Number of bedrooms," "Traveler experience" and more. Order the results by "Price: low to high" to discover the most pocket-friendly Winston-Salem package deals. Want a simple trick to get the biggest savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are typically lower.
Is it cheaper to book a Winston-Salem vacation as a package?
You can enjoy significant savings on your next Winston-Salem getaway by booking a tailored vacation package. Click on the "Package" heading, then enter your travel dates and destination to browse some great airfares and hotel prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a vacation package to Winston-Salem?
Secure fantastic discounts by reserving your flights in advance with Expedia. If being spontaneous is more your style, grab one of our last-minute deals for an impromptu Winston-Salem trip.
How to plan a trip to Winston-Salem?

  1. Choose when to travel: Check your calendar and get packing. Your favorite time of year and the type of activities available will also help you decide when to escape to Winston-Salem.
  2. Work out your budget: Make sure you have enough money to pay for everything from meals and transportation to flights and activities. Your hotel will probably be the biggest expense during your trip to Winston-Salem.
  3. Use Expedia's trip planning tool to discover Winston-Salem: Research every part of your trip to Winston-Salem with this handy planner. Invite your family and friends to collaborate on a group getaway, search for stays or things to do and make bookings.
  4. Decide how long to go for: Now that you're up to speed on Winston-Salem, you can figure out the ideal length of your break. Put together a draft itinerary and allocate enough time for all the things you want to do.
  5. Combine your airfare and accommodations: After you've settled on your trip dates and duration, book the right Winston-Salem vacation package for you.
  6. Add on experiences and excursions: Take a look at our dedicated travel guide to find some fun things to do in Winston-Salem in Winston-Salem. Book tickets or make reservations in advance to save time and avoid the stress of trying to find activities once you arrive.

Does Expedia offer Book Now, Pay Later Winston-Salem vacation packages?
Your Winston-Salem getaway should be an escape from your daily routine, not a reason for money worries. So to allow you a little more flexibility, we've partnered with online lender Affirm to offer you our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and spread the total cost over 3, 6 or 12 months. Plus, there aren't any late payment fees or hidden costs to worry about.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.