Winston-Salem Holidays

Photo by Cynthia Phillips

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to S$134 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

    Plan, book, and manage your trip all in one place

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
8/10 Very Good! (1,001 reviews)
"The property was priced right, and great location. The staff was friendly also."

Reviewed on 30 Jul, 2025

Get rates
Hawthorne Inn and Conference Center
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
The price is S$118 per night from 6 Aug to 7 Aug
S$118
6 Aug - 7 Aug
includes taxes & fees
7.2/10 Good! (1,000 reviews)
"Staff was excellent"

Reviewed on 29 Jul, 2025

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
The price is S$147 per night from 31 Aug to 1 Sept
S$147
31 Aug - 1 Sept
includes taxes & fees
9/10 Wonderful! (551 reviews)
"Property very clean. Check-in seamless and fresh cookies were great. Breakfast food was cold. There was no waffle mix but oatmeal and other cold options ok"

Reviewed on 27 Jul, 2025

Hampton Inn & Suites Winston-Salem Downtown
See all 1,330 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.

What to do in Winston-Salem

Lantern Light and Spooky Stories

Carolina History & Haunts Winston-Salem Historical Ghost Tour

S$33
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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.