• Leelanau Wine Trail: The Hunt for the Reds

    In your hunt for the reds this October, find elegant, bold, and high-quality red wine in a picturesque setting on the Leelanau Peninsula Wine Trail, during The Hunt for the Reds of October wine event. Here is where red wine was meant to be enjoyed – surrounded by the crisp and vibrant beauty of autumn in Northern Michigan, at the...

    $35
  • Sleeping Bear Marathon, Half Marathon & 5K

    Join us for a Scenic Marathon, Half Marathon, and 5K Run/Walk in the Heart of Sleeping Bear Dunes National Lakeshore! All races finish in Empire, MI. The Marathon and Half Marathon start at the Dune Climb, while the 5K begins at Empire Beach. Marathon Course: This out-and-back route takes runners past the iconic Dune Climb, Little Glen Lake, and through the...

  • Leelanau Conservancy Full Moon Paddle

    Sign Up Now Join us for a magical evening paddle, led by Executive Director Tom Nelson and Leelanau Conservancy staff, as we explore Lake Leelanau and the Cedar River Preserve under the light of the rising full moon. This serene 3-mile paddle will take us along the southwest shoreline of Lake Leelanau into the Cedar River (aka Victoria Creek) where...

    Free
  • Lake Leelanau Street Fair & Harvest Festival

    Lake Leelanau Street Fair is an annual event that provides entertainment for the Lake Leelanau Community, showcases our community to visitors in our area and provides funding for Lake Leelanau area projects, through: Children's Activities: Face Painting with The Painted Lady Juggling Acts by Clark Lewis Caricature Artist on site Live Petting Zoo with Double Oak Farm Arts & Crafts...

    Free
  • Harvest Wine Celebration at the Leelanau Sands Casino

    Leelanau Sands Casino and Lodge 2521 NW Bayshore Drive, Peshawbestown, MI, United States

    When: Saturday, October 11, 5:00 - 8:00 pm Celebrate the beauty of fall in Leelanau County with an unforgettable evening of fine wines, gourmet food, and live entertainment. Our Harvest Wine Celebration brings together the best of Northern Michigan’s wine country—right here at Leelanau Sands Casino & Lodge. Includes 7 expertly curated food & wine pairings + live music performance...

    $40
  • Leelanau Wine Trail: Toast the Season

    Before the hustle and bustle of the holidays, before the frosty weather settles in…start your winter festivities off with a celebratory toast, during the Leelanau Peninsula Wine Trail’s annual Toast the Season wine event this November. During the first two weekends of November (Friday – Sunday), attendees will enjoy a 1.5oz pour of hand-selected wine along with a delectable food...

    $40
  • Annual Hog Roast at The Mill

    The Mill 5440 W Harbor Hwy, Glen Arbor, MI, United States

    When: Nov 8, 12:00 - 8:00 pm Join us at The Mill in Glen Arbor for the second annual Hog Roast! There will be BBQ, live music, and fun! Free to attend  

    Free
  • Leelanau Wine Trail: Toast the Season

    Before the hustle and bustle of the holidays, before the frosty weather settles in…start your winter festivities off with a celebratory toast, during the Leelanau Peninsula Wine Trail’s annual Toast the Season wine event this November. During the first two weekends of November (Friday – Sunday), attendees will enjoy a 1.5oz pour of hand-selected wine along with a delectable food...

    $40
  • Light Up Leland

    Downtown Leland 206 N Main St, Leland, Michigan, United States

    Get ready to light up the season! Join us for Light Up Leland in charming downtown — an evening filled with warm community vibes, twinkling lights, festive music, local food & beverages, and a magical moment of tree-lighting by the shore. Bring your friends, bring your family, and let’s welcome the holiday season together with joy, sparkles, and unforgettable memories....

  • Leelanau Wine Trail: Sips and Soups

    From 12:00 pm to 5:00 pm Friday-Sunday, January 14-16, 2026 Back by popular demand: Sips & Soups is returning for another cozy winter weekend! Even better, we added an extra day! Now you can enjoy the festivities Friday-Sunday. Sips & Soups is a heartwarming winter tradition on the Leelanau Peninsula Wine Trail, where the cozy comforts of homemade soups meet...

    $40
  • Snow on the Vines

    Participating Wine Trail Wineries

    Snow on the Vines invites you to immerse yourself in the charm of a true winter wine-derland, where the serene beauty of snow-covered vineyards creates a picture-perfect backdrop for a day of indulgence. As you journey along the wine trail, each stop offers a carefully curated pairing of exceptional wines with cozy, flavorful small bites designed to warm you from...