Winston-Salem Holidays

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Photo by Cynthia Phillips

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Winston-Salem Holiday

Our pick of the best Winston-Salem Hotel Deals

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
The price is NZ$150 per night from 20 Aug to 21 Aug
NZ$150
20 Aug - 21 Aug
includes taxes & fees
8/10 Very Good! (1,002 reviews)
Great value. Clean rooms.
"Easy to get to conference center. Clean rooms. Great value."

Reviewed on 7 Aug. 2025

Hawthorne Inn and Conference Center
DoubleTree by Hilton Winston Salem - University

DoubleTree by Hilton Winston Salem - University

4 out of 5
5790 University Pkwy, Winston-Salem, NC
Fully refundableReserve now, pay when you stay
The price is NZ$188 per night from 24 Aug to 25 Aug
NZ$188
24 Aug - 25 Aug
includes taxes & fees
8.2/10 Very Good! (1,001 reviews)
"The water feature was not in operation. The staff was kind the bed was comfortable. The room was clean and so were most of the common areas but the pool needed a little upkeep. There were cigerett"

Reviewed on 6 Aug. 2025

DoubleTree by Hilton Winston Salem - University
Comfort Suites Hanes Mall

Comfort Suites Hanes Mall

2.5 out of 5
200 Capitol Lodging Ct, Winston-Salem, NC
Fully refundableReserve now, pay when you stay
The price is NZ$180 per night from 10 Aug to 11 Aug
NZ$180
10 Aug - 11 Aug
includes taxes & fees
8.6/10 Excellent! (1,008 reviews)
"The property was very well maintained. Inside was very clean the lobby and the dining area"

Reviewed on 6 Aug. 2025

Comfort Suites Hanes Mall
See all 1,332 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.

Discover the most popular places to visit in Winston-Salem

Bowman Gray Stadium

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

Wake Forest University Baptist Medical Center

If Wake Forest University Baptist Medical Center is what brings you to town, hopefully you'll have a chance to explore more of Winston-Salem.

Wake Forest University Baptist Medical Center

Airbound Trampoline Park

You can take time to visit Airbound Trampoline Park during your travels to Winston-Salem. Amble around the area's lush forest or attend a sporting event.

Airbound Trampoline Park

What to do in Winston-Salem

Lantern Light and Spooky Stories

Carolina History & Haunts Winston-Salem Historical Ghost Tour

NZ$43
per adult
100% of travellers recommend
Carolina History & Haunts Winston-Salem Historical Ghost Tour
See all activities in Winston-Salem

Frequently asked questions

How much does a Winston-Salem holiday package cost?
Offering great value package deals on Expedia, you'll be surprised at how little a holiday 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?
If you're looking to book a cheap Winston-Salem holiday package, consider planning a trip in December, January and February. You'll typically find lower prices on hotels and airfares during these months — ideal for a budget-friendly getaway.
How many days is enough for Winston-Salem?
When planning your Winston-Salem holiday, a few days will be enough to tour the best spots. Make sure to visit Theatre Alliance — it's one of the main sights in this destination. If you're looking for more activities, think about basing yourself here and venturing off on some trips from Winston-Salem.
Is it worth booking a holiday package to Winston-Salem?
Well known for its walking trails, cycling and fishing, a Winston-Salem holiday has something for everyone. Be sure to check out major sights like Lawrence Joel Veterans Memorial Coliseum and Old Salem, and consider renting some wheels for day trips to explore 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," "Traveller 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 holiday as a package?
You can enjoy significant savings on your next Winston-Salem getaway by booking a tailored holiday 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 holiday 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. Pick your travel dates: The things you plan to do in Winston-Salem and your preferred season can help you decide when to go.
  2. Figure out your budget: Make sure you have enough money to pay for everything from transportation and food to flights and activities. Your hotel will likely be the largest expense during your trip to Winston-Salem.
  3. Decide how long to go away for: Now that you're up to speed on Winston-Salem, you can figure out the perfect length of your break. Create a draft itinerary and give yourself enough time for all the things you want to do.
  4. Bundle your bookings: With your travel dates in place, you can combine your car rental, flights, hotels and more into a personalised Winston-Salem holiday package.

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