Immerse yourself in the past at the iconic Reynolda House Museum of American Art. Once the grand estate of R.J. Reynolds, founder of the tobacco empire, this stunning home and its surrounding gardens offer a glimpse into a bygone era, blending art, architecture, and history in a way that’s perfect for couples seeking a unique experience.

Don’t skip a walk through the adjacent gardens! Visitors can explore lush gardens, a year-round greenhouse, and seasonal exhibits, all while enjoying the tranquil atmosphere of this meticulously restored landmark. The newly restored and reopened Brown Family Conservatory serves as the stunning public entrance to the four acres of formal gardens. Nestled within the lush grounds between the house and village, this stunning Lord & Burnham Greenhouse showcases a variety of plants, from exotic species to native flora, in a beautifully designed space that celebrates both artistry and nature.

After touring the museum, take a leisurely stroll through Reynolda Village, a charming shopping district nestled within the Reynolda estate. Browse boutique shops, art galleries, and quaint cafes, all set against the backdrop of this historic property, creating the perfect atmosphere for a romantic outing.

Take a step back in time at Old Salem Museums & Gardens, a beautifully preserved historic district that invites visitors to experience the early Moravian settlement in living color. Wander through the historic streets, explore restored homes and shops, and enjoy an interactive experience that showcases the traditions and craftsmanship of the Moravian settlers. Pair this experience with a trip through another historic Moravian settlement at Historic Bethabara, where you can explore firsthand accounts of the lives of the original settlers.

With more than 100 restaurants, shops, and breweries, our walkable and exciting downtown is where arts and innovation meet. Come explore where art galleries, live music, and trendy cafes create a lively backdrop for the ultimate romantic getaway. The perfect mid-sized city, shake things up here in Winston-Salem where big city excitement perfectly blends with small town charm.

Enjoy a leisurely afternoon browsing our unique shopping options, then sip on locally brewed coffee or wine at one of the many cozy spots in the downtown area. As evening falls, head to one of the area’s renowned theaters or live music venues for a night of entertainment that will set the tone for an unforgettable evening.

Our Craft Draft Crawl will take you on a hop-fueled journey across downtown, stopping to take a sip and stay awhile at award-winning breweries like Foothills Brewing and Wise Man Brewing, as well as some with a unique vibe like Incendiary Brewing and Joymongers Barrel Hall.

Known for its scenic views, charming wineries, and rolling hills, this picturesque area provides a serene backdrop for couples seeking a tranquil day trip from the hustle and bustle of the city. Spend the day sipping award-winning wines, strolling through vineyards, and enjoying intimate tastings, complemented by a backdrop of the Blue Ridge Mountains.

With most wineries less than an hour drive from the excitement of Winston-Salem, you can easily blend the best of both worlds—soak in the peaceful allure of wine country before exploring the vibrant arts and culture of the city. Whether you're celebrating an anniversary or simply enjoying each other's company, the Yadkin Valley offers an unforgettable experience for romance.

To feel like you're being swept away on an afternoon Tuscan breeze, you'll want to add Raffaldini Vineyards and Childress Vineyards to your list. Head to Divine Llama Vineyards for a more unique approach to a traditional vineyard, with the option to meet and greet the on-site llamas for whom many of the wines are named. Sister vineyards JOLO Winery & Vineyards and Rayson Winery & Vineyards both offer up spectacular views, an award-winning wine list, and on-site restaurants for an even more romantic experience. 

Looking for a hands-off approach to touring the Yadkin Valley? We put together a guide to tour companies that offer couples and groups the option to explore vineyards without the need to call a rideshare at the end of the night! View the full guide here.

For a full list of nearby vineyards and wineries to add to your itinerary, click here.

When you’re ready to revel in the romance of the best kept secret in North Carolina, request your official Winston-Salem visitors guide and start planning your getaway now!