Winston-Salem Weekend Getaways + Date Ideas
Set in the heart of downtown, Kimpton Cardinal Hotel places couples steps from Winston-Salem’s best dining, arts, and entertainment—making it easy to turn every moment into a memorable date. After a day exploring nearby attractions, unwind in thoughtfully designed accommodations or take advantage of elevated amenities designed for comfort, connection, and a little indulgence. With its central, walkable location and inviting atmosphere, Cardinal is the perfect home base for a romantic getaway—offering effortless access to everything the city has to offer.
One-Day Winston-Salem Itinerary
Whether you're planning a quick escape or looking for romantic things to do in Winston-Salem, a one-day stay at Kimpton Cardinal makes it easy to experience the best of the city—from charming local markets to art-filled afternoons and cozy evening moments. With so many date ideas in Winston-Salem just steps away, you can spend less time planning and more time connecting.
Morning: Local Flavor + Strolls
Start your day with a visit to the Cobblestone Farmers Market (seasonal) for fresh coffee, pastries, and local finds—perfect for a relaxed, walk-and-browse start. Then take a short stroll through Bailey Park or explore the beautifully preserved grounds at the Reynolda House for a peaceful, storybook setting.
Midday: Art + Exploration
Spend the afternoon discovering Winston-Salem’s creative side at Old Salem Museums & Gardens or pop into nearby downtown galleries and boutiques in the Arts District.
Afternoon: Wine + Wind Down
Ease into the evening with a local wine tasting at Childress Vineyards known for its picturesque setting and award-winning wines. Just a short walk away (under five minutes) includes Small Batch Brewery, Joymongers Barrel Hall, Incendiary Brewing Company. Enjoy Kimpton’s complimentary social hour in the hotel living room—an easy, relaxed way to sip and settle in before dinner.
Evening: Dinner + Downtown
Wrap up your day with a cozy, elevated dinner at The Katharine the hotel’s signature restaurant, ideal for a romantic meal without ever leaving the property. Afterward, take an evening walk downtown or explore nearby nightlife.
Special Offer
Linger longer with our couple’s getaway offer. Relax in a luxurious room at the Kimpton Cardinal Hotel with a bottle of bubbly each night. Plus, sleep in a little later with a 1:00 pm checkout.
