Winston-Salem Holidays

Photo by Cynthia Phillips

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Top hotels in Winston-Salem

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$105 per night from 27 Jul to 28 Jul
S$105
27 Jul - 28 Jul
includes taxes & fees
7.2/10 Good! (1,000 reviews)
"clean, the staff was super and the morning breakfast was real good"

Reviewed on 14 Jul, 2025

Best Western Plus University Inn
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! (1,014 reviews)
"I would recommend this property for safe say"

Reviewed on 21 Jul, 2025

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Hawthorne Inn and Conference Center
The Historic Brookstown Inn, Trademark Collection by Wyndham

The Historic Brookstown Inn, Trademark Collection by Wyndham

3.5 out of 5
200 Brookstown Ave, Winston-Salem, NC
Fully refundableReserve now, pay when you stay
The price is S$169 per night from 3 Aug to 4 Aug
S$169
3 Aug - 4 Aug
includes taxes & fees
9.4/10 Exceptional! (1,004 reviews)
"great old building. loved it. was affordable and a wonderfl resturant across the st"

Reviewed on 19 Jul, 2025

The Historic Brookstown Inn, Trademark Collection by Wyndham
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.

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.