Get Romantic in Winston-Salem: A 4-Day Adventure

Winston-Salem: Where southern charm and romance collide.

22 April 2023

A romantic trip to Winston-Salem, United States takes couples on a journey through picturesque landscapes and charming neighborhoods. Explore the art galleries, vintage shops, and cafes along the cobblestone streets, as well as the historic sites that showcase the city's rich cultural heritage. Dine on delectable Southern cuisine and sample locally produced wines, all while basking in the city's serene ambiance.

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Travel plan

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Day 1

Arrive in Artsy Winston-Salem

  • Check into the historic Graylyn Estate, a picturesque and romantic hotel
  • Visit Reynolda House Museum of American Art, featuring works by Georgia O'Keefe, Winslow Homer and more
  • Stroll through the arts district, stopping at coffee shops, galleries, and quaint boutiques
  • Enjoy dinner at The Katharine Brasserie, indulge in Croque Monsieur and decadent Chocolate Torte
  • Savor a handcrafted cocktail at The Bar at First Street Draught House, a trendy and energetic downtown hot spot
Day 2

History and Gardens

  • Start the day with brunch at Mozelle's, a cozy Southern bistro
  • Explore Old Salem, a living history museum that recreates life in the 18th century
  • Take in the beauty of Wake Forest's Reynolda Gardens, featuring impressive flora and fauna
  • Indulge in a couple's massage at The Spa at Highland Oaks, offering holistic relaxation and rejuvenation
  • Head to dinner at The Porch, a farm-to-table gastropub featuring innovative cocktails and creative dishes
Day 3

Wine and Dine

  • Begin with breakfast at Mary's Gourmet Diner, a funky and flavorful diner with vegan options
  • Take a scenic drive to nearby Yadkin Valley Wine Region, visit Shelton Vineyards and sip on bold wines
  • Explore the charming streets of historic downtown, with unique boutique shops and art galleries
  • Savor a romantic dinner at Bernardin's, French-inspired dishes with a Southern twist
  • End the night with an intimate cocktail at the speakeasy-style Noble's Grille, known for its house-made bitters and craft cocktails
Day 4

Hands-On Fun

  • Start the day with a heart breakfast at Breakfastime, a classic diner with a laid-back atmosphere
  • Learn something new at the quirky and interactive Museum of Anthropology, featuring exhibits on world cultures
  • Create something special at Wet Whistle Co., a DIY pottery painting studio
  • Have lunch at Sweet Potatoes, Southern-inspired comfort food featuring sweet potato biscuits and fried chicken
  • Take a hike at Pilot Mountain State Park, offering incredible views and scenic trails
  • End of the itinerary Enjoy the rest of your trip in Winston-Salem, taking time to relax and embrace the charming Southern city.

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

3 Days of Art, History, and Fun in Winston-Salem

As a tourist in Winston-Salem, United States, you can explore the city's rich history by visiting Old Salem Museums & Gardens, a living museum that brings to life the Moravian way of life. You can also appreciate the artistic side of the city by visiting Reynolda House Museum of American Art that houses an impressive collection of American art. To unwind and relax, you can take a stroll in the beautiful gardens at Tanglewood Park.

Winston-Salem Wanderlust: 5 Days on a Budget

Winston-Salem is a charming destination in North Carolina that offers a variety of affordable activities for budget-conscious travelers. From exploring historic sites like Old Salem and Reynolda House Museum of American Art to hiking in the nearby Blue Ridge Mountains, there's no shortage of things to do. For budget-friendly accommodations, consider booking a stay at a local hostel or budget hotel, and don't forget to indulge in some classic Southern cuisine at local restaurants like Sweet Potatoes and Mozelle's.

5-Day Romantic Getaway in Winston-Salem

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.

A Whimsical Winston-Salem Adventure: Family Fun on a Budget

Winston-Salem, located in the heart of North Carolina, offers a perfect blend of history, arts, and outdoor fun for a family-friendly trip. Explore the historic Old Salem village and immerse yourselves in the interactive museums, authentic cobblestone streets, and educational workshops. Discover the vibrant art scene at the Reynolda House Museum of American Art or indulge in outdoor activities at Salem Lake Park, where you can enjoy fishing, hiking, and picnicking amidst breathtaking scenery.