Table of Contents
Kids, this is the story of how I met your mother, and it was all thanks to WStoday.
Ok, so maybe that’s not exactly how the 2000s sitcom went, but if Ted Mosby had consulted us for date night ideas, we could’ve shaved the show down to two seasons (and saved his kids a lot of time). Regardless, whether you’ve met “the one” or are hoping to impress someone new, we’ve got 20+ local date night ideas that are legen — wait for it — dary.
For the ones who want a night out on the town
- See an indie film or documentary at a/perture cinema and stop in Camino Bakery across the street for dessert. Bonus: you can bring your vegan date here, too.
- Head to the Coalpit for live music (check dates before you go), plus a beer from Incendiary and a slice of pizza from Cugino Forno.
- Set the stage for romance by checking out a theater production from talented local actors.
- Hire a pedicab and cruise around downtown. You’ll see spots you can wander to after your tour.
- Explore Industry Hill and visit breweries and bars on 9th Street. Taste craft beers from Radar and Wise Man, then end up at The Ramkat for a live show or see who’s performing on the stage at Earl’s.
Plan double date night at The Springhouse Restaurant for Southern-inspired dishes with a twist.
Photo by Andrew Cebulka via @visitwinstonsalem
If the way to their heart is through their stomach
- Take your date to easytalk (next to East of Texas + Lesser Known Beer Co.) for a unique and intimate cocktail experience — talk to the bartender for a minute, and they’ll serve up a cocktail catered to your tastes.
- Make a meal together with a cooking class at Southern Home & Kitchen. The shop offers a variety of classes so you can make a meal for two.
- Get all dressed up for dinner at one of Winston-Salem’s fancier dining options. We love Spring House Restaurant, Kitchen and Bar, Ryan’s Restaurant, The Downtown Grille, Sage & Salt Bistro, and Mozelle’s.
- Grab a glass of wine and to share some small bites on the patio at 6th and Vine or from the window seats at Little Pep.
- End the date with a sweet note by splitting a milkshake or an ice cream sundae at one of these ice cream spots in the Twin City.
If you love the great outdoors
- Head to Bailey Park’s lower lawn to take in a movie under the stars (plus, drinks from Dram & Draught and snacks from rotating food trucks). View the schedule of showings at the park to plan this date.
- Pack a picnic and take a romantic evening paddle on Salem Lake with $4/hour kayak rentals from May through September.
- Take in the sunset at The Quarry at Grant Park. Bring a lock to memorialize your love on the overlook.
- Walk through Reynolda Gardens and admire the lush landscape. It’s open to the public dawn to dusk year-round.
- Take a mural tour and admire the creativity around Twin City streets. Print out a walking map before you go and plan your route. We suggest ending up at ARTivity on the Green on North Liberty Street and watching the sunset over the city skyline.
For the ones who like to play games (just not with your heart)
- Grab a drink and play to your heart’s content at Reboot Arcade Bar. Up the ante by making a bet with your date — whoever wins the Skee-Ball or Pac-Man tournament buys drinks.
- ROAR is the perfect place to bring your picky eating date, thanks to the food hall with plenty of options. After eating, head to the mini bowling alley or The Twisted Putter for interactive mini golf.
- Grab some barbecue at Camel City BBQ Factory and play a round of cornhole on the upper deck, or enjoy a few games in the upstairs arcade.
- Head to Dive Bar for some friendly competition on arcade games or serenade your date with karaoke on Tuesdays.
If you’re really hoping that it works out
- Climb their list of best dates with a trip to Firsthand Climbing.
- Take a dance class together at Best of Ballroom Dance Studio. Choose from classes like West Coast Swing, Foxtrot, and Tango.
- Take a class together at Sawtooth School for Visual Art. You can learn to photograph, paint, or draw your significant other.
If you want an “old fashioned”-style date
- Take a behind-the-scenes tour of how award-winning spirits are made here in Winston-Salem by taking a tour of Broad Branch Distillery or get cozy in the intimate setting of The Trophy Room — this speakeasy has personalized lockers so you can seal your love forever.
- Make the drive to nearby Mount Airy (the inspiration for The Andy Griffith Show’s setting) and stroll down Main Street hand-in-hand before stopping by Walker’s Soda Fountain.
- Chat over an actual Old Fashioned at Joyner’s. Bonus: Head to the 70s-inspired room in the back for more old fashioned flair.
- Walk down Main Street in Old Salem and admire the centuries-old buildings. Stop by Lot 63 Coffee and Taproom for a beer or pop in Muddy Creek Cafe & Listening Room next door — musicians sometimes take the stage for live shows.
