Fine Dining at The Brass Rail

For a romantic and intimate evening, take your partner to The Brass Rail for a fine dining experience. Enjoy delicious and beautifully plated dishes in a cozy and elegant setting. The restaurant offers a diverse menu with a variety of options to suit every palate. The attentive service and upscale atmosphere make it the perfect place for a special date night.

Alternative options: Try out Franklin’s Pub & Grill or The Foristell Fried Chicken Co. for a more casual dining experience with delicious food options.

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Wine Tasting at Cave Vineyard

Indulge in a wine tasting experience at Cave Vineyard, where you can sample a selection of local wines in a beautiful and picturesque setting. Take a leisurely stroll through the vineyard and enjoy the serene ambiance while sipping on delicious wines. It’s the perfect way to unwind and connect with your partner over a shared love of wine.

Alternative options: Check out Wild Sun Winery or St. Francois Winery for additional wine tasting options in the area.

Stargazing at Jefferson County Observatory

Escape the city lights and spend a romantic evening stargazing at the Jefferson County Observatory. Pack a blanket and some snacks, and spend quality time together under the starry sky. It’s a unique and memorable date night idea that allows you to appreciate the beauty of the night sky in a peaceful setting.

Alternative options: Consider visiting Powder Valley Conservation Nature Center or Northwest Park for stargazing opportunities in a different setting.

Couples Massage at Serenity Valley Winery

Treat yourselves to a relaxing couples massage at Serenity Valley Winery’s spa. Unwind and de-stress together as you enjoy a soothing massage in a tranquil and peaceful environment. It’s a great way to bond with your partner and rejuvenate both your minds and bodies.

Alternative options: Look into Tranquility Wellness Center or Infinity Healing Center for additional spa and massage services in the area.

Comedy Show at The Funny Bone

Laugh the night away with your partner at The Funny Bone comedy club. Enjoy a night of hilarious stand-up comedy performances by talented comedians while you sip on drinks and snack on appetizers. It’s a fun and lighthearted way to spend a date night together.

Alternative options: Explore Helium Comedy Club or ComedyCity for more comedy show options in the area.

Painting Class at Pitter’s Cafe & Lounge

Get creative with your partner at a painting class at Pitter’s Cafe & Lounge. Enjoy a fun and interactive painting session led by a talented instructor, where you can create your own masterpiece to take home. It’s a great way to bond with your partner and unleash your artistic side together.

Alternative options: Consider checking out Wine & Design or Pinot’s Palette for additional painting class options in the area.

Live Music at Surdyke Yamaha

Experience live music at Surdyke Yamaha, where you can enjoy performances by local musicians in a laid-back and inviting atmosphere. Grab a drink and enjoy the music as you relax and unwind with your partner. It’s a great way to enjoy the local music scene while spending quality time together.

Alternative options: Check out the music lineup at Knuckleheads Saloon or The Riot Room for more live music options in the area.

Movie Night at The Screenland Armour

Catch a movie at The Screenland Armour, a historic theater that offers a unique and nostalgic movie-watching experience. Enjoy a classic film or a new release on the big screen while you snuggle up with your partner. It’s a cozy and romantic way to spend a date night together.

Alternative options: Consider visiting AMC Dine-In Studio 28 or Regal Gravois Bluffs for more movie theater options in the area.

Sunset Picnic at Sandy Creek Covered Bridge

Pack a picnic basket and head to Sandy Creek Covered Bridge for a romantic sunset picnic with your partner. Enjoy stunning views of the bridge and the surrounding landscape as you dine al fresco in a peaceful and scenic setting. It’s a simple yet romantic way to enjoy the beauty of nature together.

Alternative options: Explore Valle Mines Community Park or St. Joe State Park for additional picnic spots with beautiful views in the area.

Dessert Date at Bubby and Sissy’s Bakery

Indulge your sweet tooth with a dessert date at Bubby and Sissy’s Bakery. Treat yourselves to an array of delicious sweet treats, from cupcakes to cookies to pies. It’s the perfect way to end your date night on a sweet note and satisfy your cravings for something sugary.

Alternative options: Check out Honey Pit Smokehouse or Lee’s Famous Recipe Chicken for alternative dessert options in the area.

If you’re a parent in need of a much-deserved date night, Wyndy is here to help. Hire a trusted and reliable babysitter through Wyndy so you can enjoy a worry-free evening out with your partner. Don’t let the lack of a sitter hold you back from having a fun and memorable date night in Hillsboro, MO. Book a Wyndy sitter today and make the most of your time together.