Looking to impress your partner and score some serious brownie points? You’ve come to the right place.
From exploring Hell (yes, literally) to cozying up with cider in Fenton, Michigan has a lot more going for it than just the Great Lakes and snow. Keep reading to discover six curated Michigan date ideas that’ll have you falling in love with Michigan, and each other, all over again.
Day Date in Frankenmuth – Cozy Up for a Bavarian Christmas Experience
Snuggling under a blanket as a horse-drawn carriage takes you through snow-covered streets, cozying up with a mulled wine by the fire, and strolling across a storybook-like covered bridge—who wouldn’t want a date like that? And while this may sound like a European Christmas village, it’s actually a Michigan gem.
Just 90 minutes from Detroit, Frankenmuth—aka “Little Bavaria”—delivers the magic of a Bavarian holiday without the plane ticket. Featuring beer gardens, hearty German fare, and the famous year-round Christmas store, it’s the perfect spot to forget about the daily grind and focus on each other.
How about whisking your partner away on a surprise day date they won’t see coming? Check out our Endless Christmas Cheer trip!
Day Date in Fenton – Sip, Stroll, and Savor in Wine Country
Less than an hour’s-drive from Detroit awaits the oh-so-charming town of Fenton. However, your adventure starts just outside of town. Begin at Haven Hill, once the opulent estate of Henry Ford’s so, and wander through ruins that tell the story of its once lavish grandeur.
Next, set your GPS to Heavenly Scent Herb Farm. Here, you’ll find an aged barn brimming with whimsical garden decorations and artisanal goodies, as well as a garden area that has heaps of cute nooks and pergolas to sneak a kiss in.
To top off your date day, stop at Spicer’s Orchards & Winery to meet friendly resident donkeys, test your luck at conquering a corn maze (seasonal), and, of course, sip a perfectly spiced apple cider.
Toast to love with a day of orchards and scenic sips on our Sweet Sensations trip.
Day Date in Ann Arbor – From Botanical Beauty to Historic Mills
If you're searching for a date that’s equal parts serene and unique, Ann Arbor is just the spot. Only 45 minutes from Detroit, this university town offers more than just book smarts—it’s got botanical beauty and a dash of history to boot. Start at Matthaei Botanical Gardens, where you and your partner can stroll through the lush Discovery Trail, basking in the calming vibes around Willow Pond.
Afterward, head over to Parker Mill County Park for a peaceful walk on the boardwalk alongside Fleming Creek, with the fascinating backdrop of the historic grist mill. Between the fragrant blooms and charming history, this day date is sure to be one for the books.
For a romantic day filled with natural beauty and history, check out our Treats & Trails trip.
Day Date in Hell – Rule the Town as Mayor for a Day
Next up, we're sending you straight to Hell—literally! This quirky little town just 25 minutes from Ann Arbor offers a day date like no other. How about becoming the Mayor of Hell for a day? For just $100, you’ll get the key to the city and a playful impeachment ceremony.
While you’re there, grab lunch at Hell Saloon or sip something devilishly good at the Hell Hole Bar. Wander through town, check out the Lock of Love bridge, and stock up on some unique finds at Screams Souvenirs. The town’s oddball charm and scenic surroundings make it a date full of laughs and memories. And, hey, you can officially say you’ve been to Hell and back—together!
Rule Hell together on our Treats & Trails trip.
Day Date in Ypsilanti – A Lakeside Stroll with a Side of History
How does a mix of lakeside strolls and historic charm sound for your next day date? Toss on some sensible shoes and make your way to Ypsilanti (Ypsi, as the locals call it). Kick things off with a leisurely 1.6-mile stroll along North Bay Park’s boardwalks and bridges, which circles Ford Lake and winds through marshland. Keep your eye out for herons!
Of course, all good walks deserve a sweet treat afterward, so continue to Ypsi’s Depot Town. This area is known for its well-preserved 19th-century buildings, and between quaint shops, cozy restaurants, and a delightful small-town atmosphere, it’s one of those places where time simply slips away.
Pair an enchanting walk with good eats on our Treats & Trails trip.
Day Date in Harbor Country – Dunes, Cider, and Craft Beer
Epic dunes, craft drinks, and a side of quirky fun? If you’re in the Chicago area and those sound like your cup of tea, then you’ll be pleased to hear that 90 minutes away awaits the very lovable Harbor Country.
Start by hitting up Warren Dunes State Park. The towering dunes are just begging for you to race each other to the top—or simply relax lakeside if that's more your speed. When the sun’s gotten the best of you, Watermark Brewing is your next stop for ice-cold craft beers and a laid-back vibe.
Not a beer fan? Peat’s Cider Social has you covered with refreshing cider flights and retro bowling. For a final romantic touch, head to Red Top Winery to sip local wines while taking in the rolling vineyards.
Spend a day climbing dunes and sipping cider on our Lakeshore Views & Brews trip.
Make Day Dates Effortless with a Surprise Michigan Adventure
Sure, you could plan these day dates yourself, but wouldn’t it be more fun to be just as surprised as your partner? That’s where Guess Where Trips comes in—we design secret trips that’ll get you off the trodden path and into the best Michigan has to offer. Check out all our delightful destinations here!
