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Winston-Salem Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

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    Save up to CA $4,200 when you book a flight and hotel together*

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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.

Where to stay in Winston-Salem

Find the best Winston-Salem areas and neighborhoods for the activities you enjoy most.
A traditional half-timbered house with a steeply pitched roof and a stone wall in front.

Williamsburg Square

Travelers like the shopping in Williamsburg Square, and Hanes Mall is a top attraction you might want to visit.

Discover the most popular places to visit in Winston-Salem

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Old Salem

8.6/10 (723 reviews)
You can spend time exploring the galleries in Old Salem during your trip to Winston-Salem. Amble around this family-friendly area's lush forest or attend a sporting event.
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Winston-Salem Hotel Deals

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The Historic Brookstown Inn, Trademark Collection by Wyndham

The Historic Brookstown Inn, Trademark Collection by Wyndham
3.5 star property
1 km from Winston-Salem
9.6 out of 10, Exceptional, (1,001 reviews)
The price is CA $168
CA $190 total
includes taxes & fees
Nov 22 - Nov 23
The Historic Brookstown Inn, Trademark Collection by Wyndham
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.
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Frequently Asked Questions

How much does a Winston-Salem vacation package cost?

You'll find cheap prices on Expedia for your Winston-Salem getaway. However, factors like the season, length of stay and your choice of hotel will determine how much your vacation to Winston-Salem costs.

What are the cheapest months to go to Winston-Salem?

December, January and February are the best times to look for cheap Winston-Salem vacation packages. Travelling in less busy months means you can usually find lower prices on flights and hotels.

How many days is enough for Winston-Salem?

For a Winston-Salem vacation, a handful of days will be enough to see the top spots. Be sure to check out Old Salem — it's one of the major attractions in this destination. If you're looking for more activities, consider basing yourself here and going on some day tours from Winston-Salem.

Is it worth booking a vacation package to Winston-Salem?

Popular for its walking trails, cycling and fishing, a Winston-Salem vacation is a hit with all kinds of travellers. Be sure to visit leading sights like Lawrence Joel Veterans Memorial Coliseum and Old Salem, and consider renting a car for day trips to experience even more.

How to find the best Winston-Salem package deals?

Begin your search for a Winston-Salem package deal by entering your destination and travel dates under our "Packages" tab. Then apply a few filters, like "Popular locations" and "Property type," to fine-tune the results to your exact style. You can also sort by "Package discount" and discover offers that come with huge savings. If you don't find the perfect Winston-Salem package deal right away, just play around with your dates and search again. Remember that deals are only available for a limited time, so book early and get your Winston-Salem adventure underway.

Is it cheaper to book a Winston-Salem vacation as a package?

You can enjoy significant savings on your next Winston-Salem escape by booking a tailored vacation package. Check the "Package" heading, then select your travel dates and destination to view the best flight and hotel prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a rental car and you may score a better deal.

When to book a vacation package to Winston-Salem?

If you've got your Winston-Salem travel dates locked in, book as soon as you can to score some outstanding deals. With Expedia, you can often reserve some flights up to one year ahead of time. Prefer spontaneous getaways? Our last-minute deals are ideal for impromptu escapes.

How to plan a trip to Winston-Salem?

  1. Choose when to get away: Check your calendar and pack your bags. Your favourite time of year and the activities on offer will also help you decide when to escape to Winston-Salem.
  2. Set a budget: Consider expenses like transportation, flights and meals when calculating how much to put aside for your trip to Winston-Salem. Then, pick a property that matches your budget, whether that's a wallet-friendly stay or a deluxe getaway.
  3. Decide how many days away: Start by making a list of all the sights and activities you'd like to experience in Winston-Salem. Then, estimate how long you'll need at each, along with any travel time.
  4. Combine your accommodations and airfare: After you've settled on your dates and duration, book the right Winston-Salem vacation package for you.

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