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Date Night Ideas in Hillsdale, MI

Wine Tasting at St. Julian Winery

Embark on a romantic journey of wine tasting at St. Julian Winery. Sample a variety of locally made wines in a charming and elegant setting. Enjoy the cozy atmosphere as you sip on delicious wines and indulge in cheese and cracker pairings. The knowledgeable staff will guide you through the tasting experience, making it a fun and educational evening.
Alternative options: Lone Oak Vineyard Estate, Burgdorf’s Winery, Flying Otter Vineyard & Winery

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Dinner and a Movie at Checker’s Grill

Savor a delicious meal at Checker’s Grill, known for its mouthwatering burgers and friendly service. After dinner, catch a movie at the Checker’s Drive-In Theatre, located right next door. Watch a new release under the stars from the comfort of your car, creating a unique and nostalgic movie-going experience.
Alternative options: Johnny T’s Bistro, Bills Steak House, Hunt Club

Couples Yoga at The Studio Downtown

Unwind and relax with your partner during a couples yoga session at The Studio Downtown. Connect on a deeper level as you practice yoga poses together, focusing on strength, balance, and mindfulness. This intimate and rejuvenating experience will leave you feeling refreshed and connected.
Alternative options: Hillsdale Yoga Center, Align Yoga, Blue Owl Yoga

Bowling at Hillside Lanes

Put a playful spin on your date night with a friendly game of bowling at Hillside Lanes. Lace up your bowling shoes and challenge each other to strikes and spares. Enjoy some classic comfort food from the snack bar and let the good times roll.
Alternative options: Stock Lanes, Airport Lanes, AMF Bowlero Lanes

Live Music at Rough Draft Bar & Books

Immerse yourselves in the vibrant music scene of Hillsdale at Rough Draft Bar & Books. Enjoy live performances by local musicians while sipping on craft cocktails and browsing through the bookstore. Experience the perfect blend of music, literature, and community in a cozy and intimate setting.
Alternative options: The Palace, The Pub, Dark Horse Brewing Co.

Date Night Ideas in Hillsdale, MI

Comedy Show at Sauk Theatre

Laugh the night away at a comedy show at Sauk Theatre. Enjoy a lineup of talented comedians, improv groups, and performers who will keep you entertained and in stitches all evening. Sit back, relax, and let the laughter flow as you enjoy a night of comedy with your partner.
Alternative options: State Theatre, Listening Room, Planet Ant Theatre

Stargazing at Baw Beese Lake

Escape the city lights and head to Baw Beese Lake for a romantic evening of stargazing. Spread out a blanket, cuddle up with your partner, and gaze up at the twinkling night sky. Watch shooting stars, identify constellations, and enjoy the peace and serenity of the great outdoors.
Alternative options: Lewis Emery Park, Clear Lake Park, Diane Marie Park

Mini Golf at Playful Acres

Challenge each other to a round of mini-golf at Playful Acres. Putt your way through whimsical courses and colorful obstacles, all while enjoying the beautiful scenery and fresh air. Compete for bragging rights and create lasting memories on this playful and enjoyable date night.
Alternative options: Golf Jackson, Captain Nemo’s, FunFuzion

Painting Class at Art a la Cart

Get creative and express your artistic side at a painting class at Art a la Cart. Join a guided painting session led by a talented artist who will help you create your own masterpiece. Sip on wine, socialize with other couples, and enjoy a fun and relaxing evening of painting.
Alternative options: Palette & Pub, Artful Dodger, The Art Factory

Dessert Date at The Sidekick Cafe

Indulge your sweet tooth with a dessert date at The Sidekick Cafe. Treat yourselves to decadent desserts, gourmet coffee, and tasty treats in a cozy and inviting atmosphere. Share a slice of cake, enjoy a scoop of ice cream, and savor every bite as you end your date night on a delicious note.
Alternative options: Jeanie’s Roadhouse, Hillsdale Coffee Co., Sweet Team Coffee Shop

Whether you’re looking for a romantic evening under the stars, a laid-back night of live music, or a fun and competitive bowling match, Hillsdale offers a variety of date night options for parents in need of a break. So, book a sitter through Wyndy, pack up your kids, and enjoy a well-deserved night out with your partner. Make the most of your date night in Hillsdale and create memories that will last a lifetime.

Frequently Asked Questions

Yes, all Wyndy sitters go through a rigorous vetting process, including background checks and in-person interviews, to ensure the safety and well-being of your children.

The hourly rates for Wyndy sitters vary depending on the sitter's experience and qualifications. You can view each sitter's profile and hourly rate on the Wyndy app.

We recommend booking a Wyndy sitter at least 24 hours in advance to ensure availability. However, some sitters may be available for last-minute bookings as well.

Yes, you can favorite a Wyndy sitter and request them for future bookings if they are available. You can also leave reviews and ratings for sitters to help other parents make informed decisions.

If you need to cancel a Wyndy booking, you can do so through the app up to 24 hours before the scheduled start time. If you cancel within 24 hours, you may be subject to a cancellation fee.