Fine Dining at Larks Restaurant

For a romantic evening out, head to Larks Restaurant in downtown Ashland. With a focus on locally sourced ingredients and seasonal dishes, Larks offers a cozy and intimate dining experience. Enjoy a delicious meal together and savor a glass of wine from their extensive wine list.

Alternative options
– Peerless Restaurant
– Alchemy Restaurant & Bar
– Smithfields Restaurant & Bar

On-Demand Childcare in Your Neighborhood

Book a Sitter

Catch a Show at Oregon Shakespeare Festival

Experience world-class theater at the Oregon Shakespeare Festival. Whether you’re into classic Shakespearean plays or contemporary productions, there’s something for every theater lover. Enjoy a captivating performance and immerse yourself in the arts with your partner.

Alternative options
– Camelot Theatre Company
– Ashland Contemporary Theatre
– Oregon Cabaret Theatre

Wine Tasting at Weisinger Family Winery

Spend an afternoon sampling local wines at Weisinger Family Winery. Located just outside of Ashland, this family-owned winery offers a beautiful setting and a variety of wines to taste. Take a leisurely stroll through the vineyards and enjoy the scenic views together.

Alternative options
– Irvine & Roberts Vineyards
– Belle Fiore Winery
– Trium Wines

Stroll Through Lithia Park

Take a romantic walk through Lithia Park, a 93-acre oasis in the heart of Ashland. With its lush greenery, tranquil ponds, and scenic walking paths, Lithia Park is the perfect place for a leisurely stroll with your loved one. Pack a picnic and enjoy a peaceful afternoon in nature.

Alternative options
– North Mountain Park
– Emigrant Lake Recreation Area
– Ashland Creek Park

Couples Massage at Chozu Bath & Tea Gardens

Indulge in a relaxing couples massage at Chozu Bath & Tea Gardens. This tranquil retreat offers a variety of spa services, including massages, facials, and body treatments. Unwind together in the serene atmosphere and pamper yourselves with a rejuvenating spa experience.

Alternative options
– Waterstone Spa
– Pangea Spa
– The Blue Giraffe Spa

Sunset Hike at Grizzly Peak

For outdoor enthusiasts, embark on a sunset hike at Grizzly Peak. Located just a short drive from Ashland, this scenic trail offers breathtaking views of the Rogue Valley and the Cascade Mountains. Pack a picnic dinner and watch the sunset together from the summit.

Alternative options
– Pilot Rock Trail
– Wagner Butte Trail
– Hobart Bluff Trail

Paint Night at Ashland Art Center

Get creative together at a paint night at the Ashland Art Center. Channel your inner artist as you follow along with a step-by-step painting tutorial led by a local artist. Enjoy a fun and interactive evening of creativity with your partner.

Alternative options
– The Artist’s Studio
– Sanctuary One
– Ashland Paint & Sip

Try Your Luck at Seven Feathers Casino Resort

Feeling lucky? Head to Seven Feathers Casino Resort for a thrilling night of gaming and entertainment. Test your luck at the slot machines or try your hand at a game of poker. Enjoy live music and dining options for a memorable date night.

Alternative options
– Kla-Mo-Ya Casino
– The Cedars at Bear Creek
– Wildhorse Resort & Casino

Hot Air Balloon Ride with Wine Country Balloons

Experience a bird’s eye view of the beautiful Rogue Valley with a hot air balloon ride from Wine Country Balloons. Drift peacefully above the vineyards and orchards as you take in panoramic views of the stunning landscape. Share this unforgettable experience with your partner.

Alternative options
– Rogue Balloon
– Black Tie Tours
– Cloud 9 Living

Take a Cooking Class at The Culinary Center

Bond over a shared love of food by taking a cooking class at The Culinary Center in Ashland. Learn new culinary skills and techniques from professional chefs as you prepare a delicious meal together. Enjoy the fruits of your labor and create lasting memories in the kitchen.

Alternative options
– Love Revolution Cooking School
– Sugarloaf Mountain Market
– Hogwarts Cooking School

Are you ready to enjoy a well-deserved night out with your partner in Ashland, OR? Leave the kids with a trusted sitter from Wyndy and explore the variety of date night activities the city has to offer. From fine dining and theater to outdoor adventures and spa experiences, there’s something for every couple to enjoy. Book your sitter today and plan a memorable date night in Ashland.