Winston-Salem Holidays

Book a Hotel + Flight or Car together to unlock savings

Photo by Cynthia Phillips

Top hotels in Winston-Salem

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 2.083.990 ₫ per night from 24 Aug to 25 Aug
2.083.990 ₫
2.354.751 ₫ total
24 Aug - 25 Aug
includes taxes & fees
8.2/10 Very Good! (1,003 reviews)
"I found it convenient to the wake Forest baptist hospital"

Reviewed on 20 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 2.699.013 ₫ per night from 1 Sept to 2 Sept
2.699.013 ₫
3.049.884 ₫ total
1 Sept - 2 Sept
includes taxes & fees
8.2/10 Very Good! (1,000 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
Courtyard by Marriott Winston-Salem University

Courtyard by Marriott Winston-Salem University

3 out of 5
3111 University Pkwy, Winston-Salem, NC
Fully refundableReserve now, pay when you stay
The price is 2.609.723 ₫ per night from 31 Aug to 1 Sept
2.609.723 ₫
2.948.986 ₫ total
31 Aug - 1 Sept
includes taxes & fees
8.4/10 Very Good! (721 reviews)
"I already wrote them a 5 star review on yelp but this was hands down the best chain hotel experience we have had. It started as soon as we checked in. Every single employee that we encountered at this hotel was genuinely kind and went out of their way to greet us or start a conversation with us. ..."

Reviewed on 14 Aug 2025

Courtyard by Marriott Winston-Salem University
See all 1,340 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.

Popular places to visit

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
Reynolda Gardens

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.

Reynolda Gardens

Benton Convention Center

Learn about the events happening in Benton Convention Center during your trip to Winston-Salem. Amble around this family-friendly area's lush forest or attend a sporting event.

Benton Convention Center

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.