Winston-Salem Vacations from $525

Winston-Salem, known for its city and urban attractions, offers vacation packages tailored to various travel styles:

• Budget-friendly: For travelers seeking value, hotels like Sleep Inn Hanes Mall, rated 7.6 out of 10 by travelers, offer amenities such as free breakfast and pet-friendly rooms, with guests often highlighting the good value.
• Pet-friendly: Many hotels welcome pets, including Spark by Hilton Winston-Salem University, rated 8.3 out of 10 by travelers, which provides free breakfast and helpful staff.
• Breakfast-included: Hotels often feature complimentary breakfast to start your day, such as Summit Street Inns, a 3.5-star property rated 9.4 out of 10 by travelers, praised for its fabulous breakfast.
• Family-friendly: Packages can include stays at hotels with family-oriented amenities. DoubleTree by Hilton Winston Salem - University, a 4-star hotel rated 7.8 out of 10 by travelers, offers family rooms and an outdoor pool, with staff often noted as accommodating.
• Couples/Romantic: For a romantic getaway, consider a package with a stay at a property like the 4.5-star Kimpton Cardinal Hotel by IHG, rated 8.3 out of 10 by travelers, featuring a bar/lounge and restaurant, with guests frequently praising its fantastic rooms.
• Luxury: Winston-Salem also has a selection of luxury hotels for those seeking a more upscale experience.

When you bundle, you can save up to 30%*. To save money on a Winston-Salem package, consider traveling during the quieter months or be flexible with your dates to find more options. Bundling your flights and hotel together often unlocks savings compared to booking separately. *Members only. Savings vary.

A Winston-Salem vacation package typically costs around $800 per adult for a weekend trip. Lower-priced bookings start from around $500 per adult, while packages with more amenities or longer stays can reach up to $1,500 per adult.


*Package prices shown are the average total cost per adult across Expedia bookings over the past year and may change depending on availability, dates, and demand.

The cheapest Winston-Salem vacation package deals can be as low as around $470 per adult for weekend trips. Separately, May typically has the lowest average monthly price, around $720 per adult, for a 2-day trip, while February follows closely at around $750, also for a 2-day trip.


Bundling flights and hotel together also typically saves money on a weekend trip — most Winston-Salem vacation package deals include some savings versus booking separately, typically around $15 per adult. Longer, week-long trips can save even more, often around $50 per adult. Browse cheap vacation packages in Winston-Salem on Expedia for current deals.


*Package prices shown are the average total cost per adult across Expedia bookings over the past year and may change depending on availability, dates, and demand.

The best time to go for a Winston-Salem vacation package is typically from September to October, which are the peak months for visitor demand. April is also a busy month for the city.


From February to March, and in May tend to be more affordable months for a Winston-Salem vacation for travelers seeking potentially lower prices, though these periods may see fewer visitors.

A Winston-Salem vacation package lets you combine round-trip flights, hotel stays, and rental cars. Many hotels in Winston-Salem offer amenities like free breakfast and free WiFi, which can add value to your trip. Some properties also provide airport shuttle services, making arrivals and departures easier.


Exactly what's included will vary by hotel and package, so it's worth reviewing the details before you confirm your booking.

For families planning a Winston-Salem vacation package, consider a stay at the DoubleTree by Hilton Winston Salem - University. This 4-star hotel, rated 7.8 out of 10 by travelers, offers family rooms and an outdoor pool, with guests often praising the accommodating staff.


Couples seeking a more upscale experience might enjoy a package featuring the 4.5-star Kimpton Cardinal Hotel by IHG. Rated 8.3 out of 10 by travelers, it provides a bar/lounge and restaurant, and travelers frequently highlight its fantastic rooms.


If you're looking for the best value, a package with a stay at Sleep Inn Hanes Mall could be ideal. Rated 7.6 out of 10 by travelers, this hotel includes free breakfast and is pet-friendly, with guests often noting its good value.


*Package availability and prices may change depending on dates and demand.

Winston-Salem is primarily a cultural and urban destination, offering a rich history and a vibrant arts scene. The city is known for its Moravian heritage, with sites like Old Salem providing a glimpse into 18th-century life.


Travelers on a Winston-Salem vacation can explore numerous museums and historic districts, such as the Reynolda House Museum of American Art and Reynolda Gardens. These attractions highlight the city's deep roots and artistic character, making it an ideal choice for those interested in history and culture.

Winston-Salem is a good choice for family vacation packages, with some of the bookings being family trips. Many hotels cater to families with amenities like family rooms and pools.


For example, DoubleTree by Hilton Winston Salem - University offers family rooms and an outdoor pool, and travelers appreciate its convenient location and great facilities. Hampton Inn & Suites Winston-Salem/University Area, NC also provides family rooms and an indoor pool, with guests often praising the kind staff and spacious rooms.


Families can explore attractions like Old Salem, enjoy the outdoors at Reynolda Gardens, or visit Kaleideum, an interactive children's museum, making a Winston-Salem vacation enjoyable for all ages.

Book your Winston-Salem vacation package around 3 weeks before you travel. This gives you time to secure your preferred flights and hotel while rates are still competitive. Most travelers book between 1 and 6 weeks out.


October, August, and May are the most popular months for Winston-Salem packages, so booking earlier is advisable if you're traveling during these times.

A Winston-Salem vacation offers a blend of historical exploration, cultural experiences, and urban attractions:


Walking tours, including historic and ghost-themed options, are also popular ways to explore the city. Browse and book things to do in Winston-Salem on Expedia.

Most Winston-Salem vacation packages last around 2 days, with most travelers choosing weekend trips. This duration allows you to comfortably explore key attractions like Old Salem, Reynolda Gardens, and the Benton Convention Center.


Some travelers opt for week-long trips, and a select few choose two-week trips, providing more time to delve deeper into the city's cultural offerings or explore nearby natural areas.

Winston-Salem is an excellent choice for a weekend vacation package, as most travelers choose weekend trips to the city. A short trip allows you to focus on the city's rich history and cultural attractions.


During a weekend, you can easily visit key sites like Old Salem, explore the beautiful Reynolda Gardens, or attend an event at the Benton Convention Center. A Winston-Salem vacation offers plenty to experience in just a few days.

A rental car is highly recommended for a Winston-Salem vacation package, especially if you plan to explore beyond the immediate downtown area. While local bus service is available and local taxis can be found, many attractions are spread out.


For instance, Old Salem and the Benton Convention Center are about a 5-minute walk from central Winston-Salem, making them accessible on foot. However, popular spots like Hanes Mall and Hanging Rock State Park are about 6 miles away, and High Rock Lake is about 11 miles from the city center. A car offers the flexibility to visit these and other sights at your own pace, enhancing your Winston-Salem vacation.

Winston-Salem vacation package hotels offer a range of convenient locations, with many properties situated close to the city center.


For example, Hampton Inn & Suites Winston-Salem Downtown is about a 5-minute walk from central Winston-Salem, while Summit Street Inns and The Historic Brookstown Inn, Trademark Collection by Wyndham are both about a 15-minute walk away. If you prefer to be closer to shopping, Residence Inn by Marriott Winston-Salem Hanes Mall is about 5 miles from central Winston-Salem, near Hanes Mall.


Consider your preferred activities when choosing a hotel location for your Winston-Salem vacation package.

Winston-Salem vacation package hotels can place you within walking distance of dining and shopping, depending on the area you choose.


Near Hanes Mall, Fairfield Inn & Suites by Marriott Winston-Salem Hanes Mall and WoodSpring Suites Winston-Salem near Hanes Mall are both about a 5-minute walk from the shops. In the downtown area, Embassy Suites Hotel Winston-Salem and Winston-Salem Marriott are about a 5-minute walk from the Benton Convention Center, which is close to the Downtown Arts District with its galleries, shops, and restaurants.


Always check the specific location of your hotel to confirm it aligns with your plans for exploring Winston-Salem on foot.

Yes, you can cancel your vacation package via your itinerary page on Expedia or by contacting customer service. Remember that some packages are fully refundable, but the details vary based on each unique booking. A fully refundable package may depend on how far out from the travel dates you're canceling and what airline you are traveling with.

Yes, members who join our free One Key™ travel rewards program can instantly unlock additional savings and save 10% or more on over 500,000 stays worldwide with Member Prices and over 1 million car rentals.

Yes, with Expedia's Book Now, Pay Later option, powered by Affirm, you can spread the cost of your Winston-Salem vacation over 3, 6, or 12 months. With no late payment fees or hidden costs, it's easy to secure your ideal vacation package as soon as you spot it.

To find last-minute vacation packages to Winston-Salem, explore the last-minute deals section for the latest package offers, including flights, departing in the coming weeks. Being flexible with your travel dates and hotel preferences can help you secure the best prices.

Free cancellation on a Winston-Salem vacation package depends on the specific hotel and rate combination you book. Many bookings allow free cancellation up to a stated deadline (often a few days before travel) where eligible. Read the cancellation terms carefully when reviewing the package, and visit Expedia help center for further details.

Booking flights and hotels together can unlock lower overall prices. Better still, you can tailor your Winston-Salem getaway to match your exact preference. Pick your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.

Booking your vacation package on Expedia makes it easier to get more out of your trip from the start. With a wide choice of hotels, you can compare prices, reviews and amenities all in one place, then bundle your hotel with flights which could help you save even more. Flexible booking options on selected stays also make it easier to plan with confidence.