Enjoy a Romantic Dinner

One classic date night idea is to enjoy a romantic dinner at one of Winona’s fine dining establishments. Share a meal, savor some wine, and indulge in each other’s company. One popular restaurant in Winona is Signatures Restaurant, known for its upscale dining experience and delicious cuisine.

Alternative options: The Boat House Restaurant, Blue Heron Coffeehouse, Jefferson Pub & Grill

On-Demand Childcare in Your Neighborhood

Book a Sitter

Take a Stroll Along the Riverfront

Winona is located on the Mississippi River, making it the perfect backdrop for a romantic stroll. Take a leisurely walk along the riverfront, enjoy the scenic views, and spend quality time together.

Alternative options: Lake Park, Garvin Heights Overlook, Latsch Island

Catch a Show at a Local Theater

Enjoy a night of entertainment by catching a show at a local theater in Winona. Whether you prefer a play, musical, or comedy show, you’re sure to find something that suits your taste.

Alternative options: Theatre du Mississippi, Winona State University Performing Arts Center, Page Theatre

Sip Wine at a Winery

Embark on a wine-tasting adventure at a local winery in Winona. Sample a variety of wines, learn about the winemaking process, and enjoy a relaxing and intimate atmosphere.

Alternative options: Garvin Heights Vineyards, Falconer Vineyard & Winery, Elmaro Vineyard

Test Your Skills at an Escape Room

Put your problem-solving skills to the test by trying an escape room experience. Work together as a team to solve puzzles, decipher clues, and escape before time runs out.

Alternative options: Big River Escape, Locked-and-Loaded Escape Rooms, PuzzleWorks Escape Rooms

Have a Picnic at a Scenic Park

Pack a picnic basket with your favorite foods and head to a scenic park in Winona for a romantic outdoor meal. Enjoy the fresh air, beautiful surroundings, and each other’s company.

Alternative options: Sugar Loaf, McCarthy Park, Windom Park

Take a Couples Cooking Class

Learn how to create delicious dishes together by taking a couples cooking class. Bond over a shared love of food as you chop, sauté, and stir your way to a delectable meal.

Alternative options: Bluff Country Co-op, The Kitchen at the Imperial, Rolling Oak Brewing Company

Go for a Bike Ride Together

Explore Winona’s beautiful landscape by going for a bike ride together. Whether you prefer leisurely rides or more challenging trails, Winona offers a variety of biking options for couples to enjoy.

Alternative options: Great River Bluffs State Park, Winona Lake Park, Holzinger Lodge Bike Trail

Visit a Local Art Gallery

Immerse yourselves in the local art scene by visiting a local art gallery in Winona. Admire the works of talented artists, spark meaningful conversations, and appreciate the beauty of art together.

Alternative options: Winona Arts Center, Blue Heron Trading Company, Minnesota Marine Art Museum

Relax and Unwind at a Spa

Indulge in some pampering and relaxation by booking a couple’s spa day. Treat yourselves to massages, facials, and other spa treatments to rejuvenate your minds, bodies, and souls.

Alternative options: Madigan’s Apothecary, The Loft Salon & Day Spa, Sunny Blue Skies Massage Therapy

Date nights are essential for parents to reconnect, enjoy each other’s company, and strengthen their relationship. Make the most of your time together by hiring a trusted and reliable babysitter through Wyndy, allowing you to relax and enjoy your date night knowing your kids are in good hands.