Dinner and a Movie

Kick off your date night with a classic combination of dinner and a movie. Ashland is home to Iron Horse Restaurant, which offers a cozy atmosphere and delicious American cuisine. After dinner, head over to Ashland Theatre for a showing of the latest blockbuster or indie film.

Alternative options: Jake’s Place, Ashland Coffee & Tea.

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Wine Tasting

Indulge in a romantic evening of wine tasting at James River Cellars Winery. Sample a variety of local wines while enjoying the picturesque vineyard views. This is the perfect setting for a relaxing and intimate date night.

Alternative options: Ashton Creek Vineyard, Elk Island Winery.

Sunset Picnic at the Park

Pack a picnic basket with your favorite snacks and head to Randolph-Macon College for a romantic sunset picnic in the park. Find a cozy spot on the grass, watch the sun go down, and enjoy each other’s company in a peaceful setting.

Alternative options: Carter Park, Slash Church Park.

Couples Massage

Treat yourselves to a luxurious couples massage at Awaken Massage & Spa. Relax and unwind together as skilled therapists melt away your stress and tension. This intimate experience will leave you both feeling rejuvenated and connected.

Alternative options: Escape Massage, De-Stress Massage & Wellness.

Stargazing at Observatory Park

Escape the city lights and spend a magical evening stargazing at Observatory Park. Bring a blanket and cozy up together under the stars as you marvel at the beauty of the night sky. This is a unique and unforgettable date night idea.

Alternative options: Ragged Island Observatory, Seven Pines Observatory.

Pottery Painting Class

Get creative together at All Fired Up! Choose a piece of pottery to paint and make a personalized keepsake to commemorate your date night. Unleash your artistic side and bond over a fun and interactive activity.

Alternative options: Richmond Craft House, The Pottery Paintin’ Place.

Live Music at The Broadberry

Dance the night away to live music at The Broadberry. This popular music venue hosts a variety of performances, from local bands to national acts. Enjoy good music, great company, and a lively atmosphere for a memorable date night.

Alternative options: The National, The Camel.

Ghost Tour of Ashland

Experience a spine-tingling date night with a ghost tour of Ashland. Explore the town’s haunted history and mysterious legends under the cover of darkness. Hold hands as you walk through the streets and uncover the secrets of Ashland’s past.

Alternative options: Haunts of Richmond, Shadows of Shockoe.

Brewery Tour and Tasting

Spend an afternoon sampling craft beers on a brewery tour in Ashland. Center of the Universe Brewing Company offers guided tours and tastings of their unique brews. Learn about the beer-making process and enjoy a laid-back date night experience.

Alternative options: Origin Beer Lab, Strangeways Brewing.

Cooking Class

Get hands-on in the kitchen with a cooking class at Mise en Place Cooking School. Learn new culinary skills, prepare a gourmet meal together, and enjoy the fruits of your labor. This interactive date night idea is perfect for foodie couples.

Alternative options: Sur La Table, Chef Ma Musique.

Before your next date night, remember that Wyndy makes it easy to find and book trusted babysitters in your area. Hire a reliable sitter so you can relax and enjoy your time together without worrying about the kids. Start planning your ultimate date night in Ashland with these exciting ideas and make memories that will last a lifetime.