Wine Tasting at Hamley’s Steakhouse and Saloon

Indulge in a romantic evening of wine tasting at Hamley’s Steakhouse and Saloon. Located in the heart of downtown Pendleton, this historic establishment offers a wide selection of wines from the region and beyond. Enjoy a cozy atmosphere and expertly paired wine flights as you and your partner unwind and savor the flavors.

Alternative options: Hang out at Prodigal Son Brewery and Pub for a local beer tasting experience or head to House of Brews for an intimate craft cocktail night.

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Dinner and a Movie at the Prodigal Son Brewery and Pub

Combine two classic date night activities with dinner and a movie at the Prodigal Son Brewery and Pub. Start off with a delicious meal prepared with fresh, local ingredients, then make your way to the cozy cinema room for a private screening of a film of your choice. Sip on craft beers or cocktails as you enjoy a relaxed and intimate evening with your loved one.

Alternative options: Have dinner at Rainbow Cafe for a casual dining experience or try Virgil’s at Cimmiyotti’s for a more upscale meal.

Stargazing at Cutsforth Park

Escape the city lights and spend a romantic evening stargazing at Cutsforth Park. Pack a blanket, some snacks, and a telescope if you have one, and head to this peaceful park for a magical night under the stars. Watch for shooting stars, identify constellations, and enjoy the tranquility of nature with your significant other.

Alternative options: Explore the night sky at Harris Park or take a drive to McKay Creek National Wildlife Refuge for a secluded stargazing spot.

Couples Massage at Elements Salon and Spa

Pamper yourselves with a relaxing couples massage at Elements Salon and Spa. Unwind together as skilled therapists work away the tension and stress, leaving you both feeling rejuvenated and connected. The tranquil atmosphere and expert care at this spa will make your date night truly special.

Alternative options: Book a massage at Blue Mountain Massage Therapy for a personalized therapeutic experience or try Healing Waters Massage and Spa for a tranquil escape.

Hike at Pendleton River Parkway

Get active together with a scenic hike along the Pendleton River Parkway. This picturesque trail offers stunning views of the Umatilla River and surrounding landscapes, making it the perfect setting for a leisurely walk or a more challenging hike. Pack a picnic and make a day of it, exploring nature and enjoying each other’s company.

Alternative options: Explore the trails at Wildhorse Mountain Ranch for a more rugged hiking experience or visit Blue Mountain Wildlife for a unique wildlife encounter.

Paint and Sip at Pendleton Center for the Arts

Unleash your creativity at a paint and sip event at the Pendleton Center for the Arts. Enjoy a fun and interactive date night as you sip on wine or cocktails and let your artistic side shine. Guided by a professional artist, you and your partner can create a beautiful masterpiece to take home as a memento of your special evening.

Alternative options: Check out The Painted Syrah for another paint and sip experience or visit Artful – A Paint Your Own Pottery Studio for a hands-on art session.

Bowling at Rodeo Lanes

Have a playful and competitive date night with a bowling session at Rodeo Lanes. Put on your stylish bowling shoes and show off your skills on the lanes as you enjoy some friendly rivalry with your partner. Grab some snacks and drinks from the snack bar and make memories together in this lively and entertaining setting.

Alternative options: Bowl a few frames at Prairie Lanes for a different bowling alley experience or try your hand at pool at Hamley Steakhouse and Saloon.

Live Music at Great Pacific Wine & Coffee Co.

Spend an evening grooving to live music at the Great Pacific Wine & Coffee Co. This cozy venue hosts local musicians and bands, providing the perfect soundtrack for your date night. Sip on fine wines, enjoy gourmet coffee, and immerse yourselves in the vibrant music scene of Pendleton.

Alternative options: Catch a live show at Wildhorse Resort and Casino for a more energetic vibe or check out the schedule at Hot Lake Springs’ music events.

Horseback Riding at Birch Creek Ranch

Embark on a romantic outdoor adventure with a horseback riding excursion at Birch Creek Ranch. Explore the beautiful countryside on horseback with your partner, taking in the fresh air and stunning views. Whether you’re a seasoned rider or a beginner, this activity promises a memorable and unique date night experience.

Alternative options: Book a horseback riding tour at Wilderness Trails, Inc. for a different riding location or visit Blue Mountain Outfitters for a trail ride through scenic terrain.

Romantic Picnic at McKay Reservoir

Enjoy a quiet and intimate evening with a romantic picnic at McKay Reservoir. Pack a basket with your favorite foods and drinks, a cozy blanket, and perhaps some candles for a truly romantic setting. Find a peaceful spot along the reservoir’s shore, admire the sunset, and savor each other’s company in this idyllic outdoor setting.

Alternative options: Have a picnic at Heritage Station Museum for a historical backdrop or head to Roy Raley Park for a more urban picnic experience.

Parents, make the most of your date night in Pendleton by hiring a trusted and experienced babysitter through Wyndy. With peace of mind knowing that your children are in good hands, you can relax and enjoy a well-deserved break with your partner. Plan your perfect date night and create lasting memories together in this charming city.