5-Day Romantic Getaway in Winston-Salem

Fall in love all over again in Winston-Salem, the city of arts, culture, and charm.

22 April 2023

Located in North Carolina, Winston-Salem offers a charming destination for couples looking for a romantic getaway. Discover the city's rich history through a visit to the restored Old Salem Museum & Gardens. Savor the area's vibrant cuisine and world-class wines at local restaurants and wineries.

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Travel plan

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Day 1

Arriving in Winston-Salem

  • Check into the luxurious Graylyn Estate, a stunning chateau-style hotel with 55 acres of lush gardens
  • Take a stroll through the thriving arts district of Downtown Winston-Salem
  • Learn about the founding of the city at the Old Salem Museums & Gardens
  • Enjoy a delicious dinner at the locally-sourced farm-to-table restaurant, Spring House Restaurant, Kitchen & Bar
Day 2

Savoring Winston-Salem's Culture and History

  • Start the day with breakfast at the grits-loving Mary's Gourmet Diner
  • Visit Reynolda House Museum of American Art, featuring works by Grant Wood, Edward Hopper, and Georgia O'Keeffe
  • Take a tour of the historic and beautiful Graylyn Estate, former home of Bowman Gray, the president of the R.J. Reynolds Tobacco Company
  • Dine at Mozelle's Fresh Southern Bistro, serving up classic southern dishes with a unique twist
Day 3

Exploring the Outdoors

  • Start the day with a leisurely walk through Tanglewood Park, home to a beautiful arboretum, golf courses, and horse trails
  • Take a relaxing paddleboat ride on the tranquil waters of Salem Lake
  • Hike to the top of Pilot Mountain State Park for breathtaking views of the surrounding countryside
  • Wrap up the day with dinner at the stylish and hip Quanto Basta Italian Eatery & Wine Bar
Day 4

Wandering Winston-Salem's Neighborhoods

  • Start your morning on Reynolda Village where you can find handmade crafts, exquisite antiques, and unique gifts
  • Visit the historic Bethabara Park, the original 1753 Moravian settlement
  • Take a scenic drive through the Buena Vista neighborhood and discover its stately homes and tree-lined streets
  • Experience the unique taste of Ethiopian cuisine at Foothills Brewing Downtown Brewpub
Day 5

Wining and Dinning

  • Start the day with a coffee from the quirky and cheerful Krankies Coffee
  • Take a tour of the excellent Childress Vineyards Winery and indulge in some of their famous tastings
  • Satisfy your cravings with delicious cuisine at the farm-to-fork restaurant, Canteen Market and Bistro
  • End the day with a visit to the award-winning breweries in the downtown area including Foothills Brewing and Small Batch Beer Co.

Length of stay

1 day 2 days 3 days 4 days 5 days

Type of trip

Standard trip Budget Family Friendly Romantic Stag do

How to get there

Plane

The easiest way to get to Winston-Salem by air is to fly into Piedmont Triad International Airport (GSO) located approximately 30 minutes outside of the city. Major airlines such as American, Delta, and United fly into GSO from various destinations across the United States.

Car

Driving is also a popular way to get to Winston-Salem. If you're coming from the north or south, simply take Interstate 77 to Interstate 40 West. If you're coming from the east or west, take Interstate 40 to Winston-Salem. Parking can be found in various locations throughout the city, including parking garages and street parking.

Train

While there is no direct train service to Winston-Salem, you can take Amtrak to the nearby city of Greensboro, located approximately 30 minutes away. From Greensboro, you can then take a Greyhound bus or rent a car to complete your journey to Winston-Salem.

Boat

There is no direct water transportation to Winston-Salem as it is not located on a major body of water. However, if you have a boat, you can potentially access the city via the Yadkin River or nearby lakes such as High Rock Lake or Belews Lake, which are all within driving distance of Winston-Salem.

Bus

Greyhound offers bus service to Winston-Salem from various locations across the United States, including nearby cities such as Greensboro and Charlotte. The Greyhound bus station is located in downtown Winston-Salem, making it a convenient option for those staying in the city center.

Destination

Winston-Salem

Winston-Salem, the city that sounds like the lovechild of a British prime minister and a tobacco plant. But don't let the name fool you, there's more to this place than just smoke and politics.

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Number of days

1 2 3 4 5

Type of trip

Standard trip Budget Family Friendly Romantic Stag do

More travel plans

Winston-Salem in 48 hours: Budget-friendly fun!

Winston-Salem is a charming city in North Carolina that offers many attractions for budget travellers. Visitors can explore the old town, visit the Museum of Anthropology, and enjoy free music events at the Downtown Arts District. There are also many affordable dining options, such as food trucks, BBQ joints and diners.

Discover Winston-Salem's Best in 4 Days

A trip to Winston-Salem, United States on a limited budget can still be enjoyable. Visitors can explore historic sites such as the Old Salem Museums & Gardens and Reynolda House Museum of American Art, which offer discounted admission rates. They can also hike or bike along the beautiful trails of Salem Lake Park and find budget-friendly dining options in the downtown area.

5-Day Family Fun in Winston-Salem: Budget-Friendly Bliss

Winston-Salem, located in North Carolina, offers a delightful family-friendly trip with a perfect blend of culture and outdoor activities. Take a trip to the Reynolda House Museum of American Art, where kids can explore the beautiful gardens and learn about American art. Don't miss a visit to the SciWorks Science Center, offering interactive exhibits and hands-on learning experiences that will keep the whole family engaged and entertained.

5 Days of Adventure in Winston-Salem, USA

As a tourist in Winston-Salem, one can explore the rich cultural and historical heritage of this vibrant city by visiting various museums and art galleries. Experience the exciting nightlife of Downtown and indulge in local cuisines at restaurants showcasing the fusion of southern flavors. Lastly, relax in the serene parks and gardens of the city, and take a stroll along the beautiful walking trails.