Wondering about the perfect Door County Fall itinerary? Well first, it’s like Door County was tailor-made for fall. The trees practically explode into color, and the sunsets seem to linger just a little longer, reflecting off the water in a way that makes you feel like you’ve stepped into a painting. Every time I go, I find something new to fall in love with—whether it’s discovering a hidden hiking trail or cozying up by the firepit with a mug of something warm.
I’m so excited to share my love for Door County with you and help you plan the perfect weekend away. This isn’t your cookie-cutter itinerary—this is your weekend, your way. Whether you want to spend your days exploring local orchards, sailing along the coastline, or simply doing a whole lot of nothing (highly recommended!), I’ve got a menu of ideas for you to pick from. Think of me as your personal Door County tour guide, here to make sure you slow down and reconnect with what really matters. Let’s make this fall one to remember!
Build The Perfect Door County Fall Itinerary
Pick and choose from these hand-curated options to create your ideal fall weekend in Door County. Whether you’re in the mood for adventure, relaxation, or a mix of both, you’ll find something here to inspire your getaway.
Delicious Fall Dining Experiences in Door County
Exclusive Farm-to-Table Dinner at The Fashionable
Enjoy an unforgettable culinary experience at The Fashionable, known for its locally sourced, seasonal menu. Get there when they open to put your name in because they don’t take reservations to savor gourmet dishes made with Door County produce, meats, and fish. Wasting time until your reservation time? Head next-door to Pearl Wine cottage or across the street to Anderson’s dock for one of the most instagrammable spots in Door County.
Fish Boil at White Gull Inn
Experience Door County’s iconic fish boil, where fresh-caught whitefish is cooked over an open fire. White Gull Inn in Fish Creek offers this traditional meal, giving guests a taste of local culture with a side of history.
Fall Harvest Dinner at Roots Inn & Kitchen
Enjoy a seasonal, farm-to-table experience at Roots Inn & Kitchen. Their fall harvest menu features locally sourced ingredients like squash, root vegetables, and fresh herbs in comforting, hearty dishes.
Pumpkin-Spiced Coffee & Pastries at Door County Coffee & Tea
Experience a cozy autumn morning with a visit to Door County Coffee & Tea. Their seasonal fall blends, like pumpkin spice or caramel apple, pair perfectly with homemade pastries like apple turnovers or pumpkin scones.
Autumn Dinner at Donny’s Glidden Lodge
Located on the shore of Lake Michigan, Donny’s Glidden Lodge offers a cozy fall dining quintessential Wisconsin supper club experience with hearty entrees like roasted pork with apple chutney, prime rib, and local whitefish. Their lakefront views add to the atmosphere.
Pumpkin and Butternut Squash Ravioli at Pasta Vino
For a warm, savory autumn meal, guests can enjoy the seasonal pumpkin or butternut squash ravioli at Pasta Vino. It’s served with a sage-butter sauce that perfectly complements the fall flavors.
Door County Fall Itinerary Activities and Experiences
Helicopter Tour Over Fall Foliage
For an unforgettable aerial view of Door County’s vibrant autumn landscapes, book a private helicopter tour. This unique way to experience the peninsula’s fall colors offers breathtaking views of the coastline, orchards, and bluffs.
Segway Tour Through Ephraim and Peninsula State Park
For a fun and scenic way to explore, guests can take a Segway tour through the picturesque village of Ephraim and into Peninsula State Park, with a guide to point out historical landmarks and stunning fall foliage.
Hayrides and Pumpkin Picking at Lautenbach’s Orchard Country Winery & Market
Lautenbach’s Orchard offers fun family hayrides through the orchard and pumpkin patches, perfect for getting into the fall spirit. Kids can pick pumpkins, enjoy warm cider, and try out the family-friendly games and activities at the orchard.
Door County Trolley Ghost Tour
For a spooky fall adventure, book a Door County Trolley Ghost Tour. This fun and slightly eerie experience takes them through haunted historical locations and shares the legends and ghost stories of the area.
Private Sunset Picnic at Cave Point
Arrange for an exclusive, luxury picnic with Wickr Basket at Cave Point. Guests can enjoy local gourmet treats and wine while watching the sun set over Lake Michigan, surrounded by dramatic cliffs and stunning fall foliage.
Scenic Drive Along Door County’s Coastal Byways
Take a leisurely drive along Highway 42 and 57 to enjoy the stunning fall foliage. The winding roads and lake views make for an iconic autumn experience, with plenty of scenic stops for photos.
Sunset Cruise with Sail Door County
Book a private or group sunset cruise around the Door County peninsula. The glowing fall skies reflected on the lake make for a magical evening, whether enjoying a casual sightseeing tour or bringing along a picnic.
Fall Festival in Sister Bay
Sister Bay’s annual Fall Festival is a must-visit for a fun, community-centered event. There are arts and crafts booths, live music, a classic car show, and activities for the whole family. The festival vibe is lively and welcoming.
Best Fall Hikes in Door County
Autumn Stargazing at Newport State Park
Designated as an International Dark Sky Park, Newport State Park is an incredible spot for stargazing. The crisp fall air provides clear skies for guests to marvel at the stars, constellations, and even the Milky Way.
Visit to Peninsula State Park
Spend a day hiking or biking through Peninsula State Park’s vibrant autumn landscapes and also visit the historic Eagle Bluff Lighthouse or enjoy a peaceful kayak along Nicolet Bay. Eagle Trail is one of the most scenic and popular hikes in Door County. The Eagle Trail is a moderately challenging 2-mile loop that takes hikers along limestone bluffs with breathtaking views of Green Bay and the surrounding fall foliage. It’s perfect for those wanting to immerse themselves in autumn beauty while enjoying views of the water.
The Hemlock Trail at Whitefish Dunes State Park
The Hemlock Trail is a peaceful, 1.5-mile loop through forested areas filled with towering hemlock and pine trees. In the fall, the changing leaves create a magical backdrop, especially when paired with views of the dunes and Lake Michigan. The quiet serenity of this trail makes it ideal for a fall day.
Cave Point Lakeside Trail at Cave Point County Park
This easy 1-mile trail along the shore of Lake Michigan offers dramatic views of rocky cliffs and sea caves, enhanced by the colorful fall foliage. The combination of the vibrant leaves against the limestone cliffs and the blue of the water makes for stunning autumn scenery. It’s a short but visually rewarding hike.
Cozy Door County tasting rooms
Twelve Eleven Wine Bar and Provisions
For outdoor tasting around a bonfire (wool blankets included!) head to Sister Bay and enjoy Twelve Eleven’s Wine Bar selection of wines and a cute little shop as well.
Cider Tasting at Island Orchard Cider
Head over to Ellison Bay to visit Island Orchard Cider for a casual tasting of their unique, award-winning ciders. Enjoy their Normandy-style ciders made from local apples and pears, perfect for a crisp fall afternoon.
Explore Door County’s Wineries
Fall is an ideal time to visit Door County’s charming wineries. Guests can sample local wines and explore beautiful vineyards at spots like Stone’s Throw Winery or Simon Creek Vineyard, with cozy tasting rooms to enjoy.
Craft Beer Tasting at Door County Brewing Co.
For a laid-back culinary experience, suggest Door County Brewing Co. Guests can sample their fall seasonal brews, like pumpkin ale or Oktoberfest, paired with house-made soft pretzels and beer cheese dip.
No matter how you choose to spend your fall weekend, one thing’s for sure: Door County’s blend of stunning scenery, cozy cabin vibes, and unique experiences will leave you feeling recharged and inspired. Whether you’ve spent your days apple picking, stargazing, or simply relaxing by the fire, the memories you make here will stick with you long after you’ve returned home.
Ready to make this Door County Fall itinerary happen? We’ve got just three fall weekends left, and they’re going fast. Click here to book your spot or sign up for our waitlist. Don’t miss your chance to experience fall in Door County like never before!
