Wine Tasting at Becker Vineyard

Embark on a romantic wine-tasting adventure at Becker Vineyard, where you and your partner can sample a variety of locally produced wines in a picturesque setting. Alternative options: Abacela Winery, Spangler Vineyards.

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Dinner and a Show at the Roseburg Cinema

Enjoy a delicious meal at one of Roseburg’s charming restaurants before catching a movie at the Roseburg Cinema. It’s the perfect way to unwind and spend quality time together. Alternative options: Old Soul Pizza, Brix Grill.

Stroll Through Stewart Park

Take a leisurely stroll through Stewart Park and enjoy the serene beauty of nature. Pack a picnic and relax by the lake for a romantic afternoon. Alternative options: River Forks Park, Whistler’s Bend Park.

Couples Massage at Essential Massage

Indulge in a relaxing couples massage at Essential Massage to unwind and de-stress together. It’s the perfect way to pamper yourselves and reconnect. Alternative options: The Spa at A Moment’s Peace, Blue Giraffe Day Spa.

Paint Night at Umpqua Valley Arts Association

Get creative with your partner at a paint night hosted by the Umpqua Valley Arts Association. Express your artistic side while enjoying a fun and interactive date night. Alternative options: The Twisted Cork, My Artist Loft.

Sunset Picnic at Gaddis Park

Pack a blanket and a basket of your favorite treats for a romantic sunset picnic at Gaddis Park. Watch the sun go down together and enjoy each other’s company. Alternative options: Fir Grove Park, Deer Creek Park.

Dessert Date at Sugar Rush

Satisfy your sweet tooth with a dessert date at Sugar Rush, where you can indulge in decadent treats and tasty confections. It’s the perfect way to end your evening on a sweet note. Alternative options: Brix Grill, Casey’s Restaurant.

Bowling at Ten Down Bowling

Have a friendly competition with your partner at Ten Down Bowling, where you can enjoy a night of bowling, food, and fun. It’s a great way to let loose and bond over strikes and spares. Alternative options: Ten Down Bowling, Nickel Bowl.

Hike at Susan Creek Falls

Embark on a scenic hike at Susan Creek Falls and explore the natural beauty of Roseburg together. It’s a great way to stay active while enjoying quality time with your loved one. Alternative options: North Umpqua Trail, Fall Creek Falls Trail.

Comedy Night at Seven Feathers Casino

Laugh the night away at a comedy show at Seven Feathers Casino, where you can enjoy a night of entertainment and humor with your partner. It’s a great way to relax and enjoy each other’s company. Alternative options: Oregon Wine Garden, Greenhart’s Comedy Club.

If you’re a parent looking to plan a date night in Roseburg, OR, Wyndy is here to help you find a trusted and reliable babysitter for your little ones. Sign up today and enjoy a stress-free evening out with your partner!