Weekend Getaway Guide: Traverse City & the Leelanau Peninsula

Explore Traverse City and the Leelanau Peninsula with this 3-day guide. Enjoy historic downtowns, top-rated wineries, Sleeping Bear Dunes, and unforgettable lake views.

Weekend Getaway Guide: Traverse City & the Leelanau Peninsula

Photo by Elijah Cobb on Unsplash

Welcome to Michigan’s wine country and lakeshore gem—Traverse City and the Leelanau Peninsula. With postcard-perfect scenery, award-winning wineries, and access to Sleeping Bear Dunes, this is a dream weekend getaway whether you're planning a romantic retreat, a foodie escape, or a lakeside adventure.

🗓️ Weekend Itinerary at a Glance

  • Day 1: Arrive in Traverse City, explore downtown, enjoy a sunset dinner
  • Day 2: Wine tasting on Old Mission & Leelanau Peninsulas, stop at Sleeping Bear Dunes
  • Day 3: Coffee + beach time or biking, brunch, head home

Where to Stay:

🌆 Day 1: Arrival & Downtown Traverse City

Start your weekend by checking into your lodging—whether it’s a boutique hotel downtown, a lakeside resort, or a cozy rental on Lake Leelanau.

What to Do:

  • Explore Downtown: Shop local boutiques, bookstores, and Michigan-made goods like Fustini’s Oils & Vinegars, Cherry Republic, or indie bookstore Brilliant Books
  • Beach Time: Head to Clinch Park, right in town, for a sunset stroll or quick dip in the bay. Kayak and paddleboard rentals available.
  • Dinner at a Historic Favorite: Trattoria Stella is located inside the historic Grand Traverse Commons, a 19th-century mental asylum complex turned dining and shopping destination. The building’s history is fascinating, and Stella’s upscale Italian menu is driven by seasonal, local ingredients.

🍷 Day 2: Wineries, Dunes & Scenic Drives

This is the heart of Michigan wine country—plan to sip and explore with plenty of scenic stops.

Morning:

Start your wine adventure on the Old Mission Peninsula, just a short drive north of downtown Traverse City. The drive alone is worth it—rolling vineyards on either side, with sparkling views of Grand Traverse Bay.

  • Chateau Chantal: Perched atop a ridge, this winery offers sweeping panoramic views and a wide selection of reds, whites, and dessert wines. Enjoy a tasting flight while taking in live music on their patio.
  • Mari Vineyards: Known for its Italian-style red wines, Mari is both elegant and inviting. The stone architecture and barrel-aging caves transport you to Tuscany, and their reds—aged in concrete eggs—are a must-try for enthusiasts.
  • Brys Estate Vineyard & Winery: A favorite for its Instagram-worthy views and frozé slushies in the summer. Their Secret Garden is filled with lavender, sunflowers, and herbs—a great photo op and peaceful retreat.

For lunch, head to:

  • Jolly Pumpkin: This waterfront brewpub serves unique artisan pizzas, truffle fries, and sour beers in a rustic setting.
  • Or pick up cheese and picnic supplies at The Cheese Lady downtown before heading out.

Afternoon:

Cross over to the Leelanau Peninsula Wine Trail for a new round of scenery and pours.

  • Black Star Farms: More than just a winery—it’s an estate with hiking trails, an inn, and even a creamery. The tasting room offers a curated experience with wine and food pairings. Their Pinot Gris and late harvest Riesling stand out.
  • Mawby Sparkling Wines: It’s bubbly time. Mawby specializes in sparkling wine and creates a celebratory vibe with every pour. Their Brut Rosé and L. Mawby Traditional Method offerings are festive and delicious.
  • Shady Lane Cellars: This picturesque winery offers a more tranquil tasting experience under shaded pergolas. Known for their dry whites and Blaufränkisch, it’s a relaxing stop off the main trail.

While in the area, explore:

  • Suttons Bay: This charming lakeside town is perfect for a mid-afternoon stroll. Pop into local boutiques, art galleries, or grab a scoop at Suttons Bay Creamery.
  • Leland and Fishtown: Historic Fishtown’s weathered shanties house quaint shops, a legendary smoked fish market, and riverside charm that feels like stepping back in time.

Evening:

End the day with fresh air and unmatched views at Sleeping Bear Dunes National Lakeshore.

  • Tackle the Dune Climb for a cardio burst and stunning views of Glen Lake.
  • Wander through the restored buildings of Glen Haven Historic Village.
  • Drive the Pierce Stocking Scenic Drive and pause at the Lake Michigan Overlook—arguably the most dramatic view in the state, especially at sunset.

Dinner:

  • The Riverside Inn (Leland): Known for locally-sourced seasonal dishes, creative cocktails, and a cozy riverfront setting.
  • Boathouse Restaurant (Old Mission): Elegant fine dining with a view of the bay, perfect for celebrating your last night in wine country.

☕ Day 3: Slow Start & Lake Time

Wrap up your weekend with a relaxed morning—no alarm clock required.

Ideas to close out your trip:

💡 Tips for a Perfect Trip

  • Best Time to Visit: June–October
  • Bring: Comfy shoes, layers, cooler for wine
  • Kid-Friendly?: Yes—wineries, trails, beaches

📍Other Places to Stay Nearby

✨ Why This Trip Works

With crystal-clear lakes, dramatic dunes, charming villages, and a world-class wine scene, Traverse City and the Leelanau Peninsula offer a balanced, beautiful, and unforgettable weekend getaway.

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