Winston-Salem Vacations from $603
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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.
Holiday Inn Express Hotel & Suites Greensboro - East by IHG
$620
per person
Nov 2 - Nov 5
found 1 day ago
Roundtrip flight included
New York (LGA) to Greensboro (GSO)
8.4/10 Very Good! (1,000 reviews)
The gentleman who checked us in was very kind and helpful to us. The elevator was not working and we were supposed to be in a room on the 3rd floor, but he was kind enough to put us on the 2nd floor (not so many stairs) and I was very grateful, being that I have a knee injury and bad back and stairs are not easy for me. Everyone at the hotel was just so incredibly nice. We would definitely stay here again if traveling back to Greensboro.
Reviewed on Sep 20, 2026
Country Inn & Suites by Radisson, Greensboro, NC
$623
per person
Nov 2 - Nov 5
found 6 hours ago
Roundtrip flight included
New York (LGA) to Greensboro (GSO)
7.8/10 Good! (1,002 reviews)
The room I was in, the chair legs were broke and loose, got woke up at 4:15a to guest screaming, yelling and fighting. After staff went to the room it lasted another 45 min, the parking lot and grounds could use some care
Reviewed on Sep 19, 2026
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View all tripsStay near popular Winston-Salem attractions
Old Salem
8.6/10 (723 reviews)
Step back in time at this preserved Moravian settlement where costumed interpreters bring 18th-century life to vivid reality. Savor traditional treats from the historic Winkler Bakery while strolling cobblestone streets.
Photo by Melanie E
Bowman Gray Stadium
8.4/10 (7 reviews)
Known as "The Madhouse," this quarter-mile NASCAR track delivers heart-pounding short track racing and football games. Arrive early for prime general admission seating and bring a small cooler for the full experience.
Photo by Cynthia Phillips
Reynolda Gardens
9.0/10 (139 reviews)
Explore the formal gardens and historic 1913 greenhouse at this serene botanical haven once part of the Reynolda Estate. The free admission gardens showcase vibrant seasonal blooms along tranquil walking paths.
Hanes Mall
8.4/10 (1,145 reviews)
Winston-Salem's premier shopping destination houses over 200 retailers across two spacious levels. Explore flagship stores like Belk and Dillard's, then recharge at the diverse food court during your retail adventure.
Benton Convention Center
8.2/10 (241 reviews)
The Benton Convention Center showcases Winston-Salem's arts and industrial heritage through local artwork and thoughtful design. Its flexible space connects to downtown via skywalks from the Cherry Street parking deck.
Lawrence Joel Veterans Memorial Coliseum
8.0/10 (281 reviews)
The Lawrence Joel Veterans Memorial Coliseum honors a local Medal of Honor recipient while hosting Wake Forest basketball games. Experience the electric atmosphere or catch diverse events held here.
Truist Stadium
8.4/10 (363 reviews)
This modern stadium delivers intimate Minor League Baseball action as the Winston-Salem Dash's home field. Enjoy craft beers at the Foothills Brewing Flight Deck while watching future MLB stars under evening lights.
Reynolda House Museum of American Art
This 1917 estate showcases three centuries of American art within the historic Reynolds family home. Wander through intimate gallery rooms before exploring the formal gardens and shopping in Reynolda Village.
What to do in Winston-Salem
Carolina History & Haunts Winston-Salem Historical Ghost Tour
$26
per adult
100% of travellers recommend
Winston-Salem Hotel Deals
Hawthorne Inn and Conference Center
420 High St Winston-Salem NC
Fully refundableReserve now, pay when you stay
$75 nightly
$85 total
Oct 5 - Oct 6
Total with taxes and fees
La Quinta Inn & Suites by Wyndham Winston-Salem
2020 Griffith Rd Winston-Salem NC
Fully refundableReserve now, pay when you stay
$69 nightly
$78 total
Oct 4 - Oct 5
Total with taxes and fees
Suburban Studios Winston Salem-University Parkway
7910 N Point Blvd Winston-Salem NC
$47 nightly
$53 total
Oct 21 - Oct 22
Total with taxes and fees
6.2/10 (1,007 reviews)
"I wanted to give a fair and honest review of my stay. The hotel’s location was definitely one of the positives. It was convenient, accessible, and located in an area that made getting around very easy. Unfortunately, the overall condition of the hotel was disappointing. The property appeared quite ..."
Reviewed on Sep 20, 2026
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 $603 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?
- 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.
- 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.
- 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.
- 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.
- Combine your airfare and accommodations: After you've settled on your trip dates and duration, book the right Winston-Salem vacation package for you.
- 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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- Korner's Folly
- Frank L. Horton Museum Center
- Lake Thom-A-Lex Park
- Advance Vacations
- Winston Salem State University
- Reynolda House Museum of American Art
- Tanglewood Park
- Truist Stadium
- Hanes Mall
- All-A-Flutter Butterfly Farm
- King Vacations
- Wet 'n Wild Emerald Pointe Water Park
- Airbound Trampoline Park
- K'ville Indie Flea
- Paul J Ciener Botanical Garden
- Sciworks
- Lawrence Joel Veterans Memorial Coliseum
- Kernersville Vacations
- Benton Convention Center
- Bowman Gray Stadium
- Junius Lindsay Vineyard
- Children's Theatre of Winston-Salem
- North Carolina Vacations
- Old Salem
- Visit Winston - Salem
- Reynolda Gardens
- Home Moravian Church
- Medaloni Cellars and Vinyards
- Novant Health Forsyth Medical Center
- Clemmons Vacations
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
