Romantic Dinner at Lockbox

For a sophisticated and intimate dining experience, head to Lockbox in nearby Lexington. This upscale restaurant offers a seasonal menu of creative dishes crafted with locally-sourced ingredients. The elegant ambiance and impeccable service make it the perfect spot for a special date night.

Alternative options: Cole’s 735 Main, Distilled at Gratz Park Inn

On-Demand Childcare in Your Neighborhood

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Stroll Through High Bridge Park

Take a leisurely stroll hand in hand through High Bridge Park, located just a short drive away from Wilmore. This picturesque park features walking trails, picnic areas, and stunning views of the Kentucky River. It’s the ideal setting for a romantic evening enjoying the great outdoors.

Alternative options: Raven Run Nature Sanctuary, McConnell Springs

Wine Tasting at Chrisman Mill Vineyards

Indulge in a wine tasting experience at Chrisman Mill Vineyards, a charming winery in Nicholasville. Sample a variety of handcrafted wines made from Kentucky grapes while enjoying the beautiful scenery of the vineyard. It’s a lovely way to spend an evening sipping wine with your loved one.

Alternative options: Talon Winery & Vineyards, Purple Toad Winery

Watch a Movie at Cinemark Movies 8

For a classic date night activity, catch a movie at Cinemark Movies 8 in Lexington. Sit back in the comfortable seats and enjoy the latest blockbuster film on the big screen. Don’t forget to grab some popcorn and candy for the ultimate movie-going experience.

Alternative options: The Kentucky Theatre, Regal Hamburg Pavilion

Take a Cooking Class at The Kentucky Castle

Get hands-on in the kitchen with a cooking class at The Kentucky Castle in Versailles. Learn new culinary skills alongside your partner while creating a delicious meal together. Afterward, enjoy your culinary creations in the elegant dining room of the castle.

Alternative options: Wild Thyme Cooking, Sullivan University

Attend a Performance at Asbury University Theatre

Immerse yourself in the arts with a live performance at Asbury University Theatre. From plays to musicals, this local theater showcases talented actors and brings compelling stories to life on stage. It’s a cultural date night experience you won’t soon forget.

Alternative options: Lexington Opera House, Lyric Theatre & Cultural Arts Center

Enjoy Live Music at Jockamo’s Jazz Bar

For a night filled with live music and good vibes, head to Jockamo’s Jazz Bar in Lexington. This cozy bar features talented musicians playing jazz, blues, and other genres of music. Grab a drink, find a spot to sit, and let the music serenade you and your partner.

Alternative options: Tee Dee’s Blues Club, Parlay Social

Paint and Sip at A Touch of Whimsy

Unleash your creativity with a paint and sip session at A Touch of Whimsy in Nicholasville. Follow along with a local artist as you create your own masterpiece while enjoying a glass of wine. It’s a fun and relaxing way to bond with your partner over art and wine.

Alternative options: Pinot’s Palette, Painting with a Twist

Play Mini Golf at Adventure Falls Miniature Golf

For a lighthearted and playful date night, challenge your partner to a game of mini golf at Adventure Falls Miniature Golf in Lexington. Putt your way through various obstacles and enjoy some friendly competition under the stars. It’s a fun and entertaining way to spend time together.

Alternative options: Lexington Ice Center, Malibu Jack’s

Relax with a Couple’s Massage at The Spa at Griffin Gate

Indulge in a luxurious spa experience with a couple’s massage at The Spa at Griffin Gate in Lexington. Escape the stresses of everyday life as you and your partner unwind with a soothing massage treatment. It’s the perfect way to pamper yourselves and reconnect on a deeper level.

Alternative options: The Woodhouse Day Spa, Massage Envy

Parents, Wyndy.com provides a convenient platform for you to find and hire trusted sitters for your children. With a reliable sitter in place, you can enjoy your date night in Wilmore without any worries. So go ahead, schedule that much-needed time for yourselves and make unforgettable memories together. Cheers to love and laughter!