Baileys Harbor

By VI | Disclosure: I use affiliate links

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When I wanted a peaceful lakeside escape filled with natural beauty and small-town charm, I found exactly that in Baileys Harbor—and I think you’ll love it too. Nestled on the quieter side of Door County, this little village gave me space to breathe and connect with nature. I watched unforgettable sunsets over Lake Michigan, hiked quiet forest trails, and sipped coffee in cozy cafés where everyone knew your name. Whether you’re traveling as a couple, with family, or just on your own to recharge, Baileys Harbor has a calm, welcoming feel you won’t forget.

Best Time to Visit

I’ve visited in several seasons, but I’d say late spring through early fall (May to October) is when Baileys Harbor truly shines. In summer, you’ll get perfect lake weather for kayaking and beachcombing—plus the local festivals are a blast. Fall, though? Absolutely magical. Door County’s foliage turns the whole peninsula into a patchwork of color, and the crowds thin out just enough for a peaceful getaway. If you’re looking for that sweet spot between activity and serenity, this is it.

How to Get There

Driving? That’s how I always go. Baileys Harbor is right off WI-57, about an hour north of Green Bay. From Milwaukee or Madison, plan for a scenic 3.5-hour drive through rolling farmland and charming towns—you’ll enjoy the ride as much as the destination.
Flying in? I’ve flown into Green Bay Austin Straubel International Airport (GRB), which is the closest option. After that, it’s a beautiful drive up the Door Peninsula, with plenty of places to stop along the way.
Public transportation? To be honest, I’d recommend renting a car. There are a few shuttle and bus services in Door County, but having your own vehicle makes it way easier to explore all the tucked-away beaches, trails, and wineries nearby.

Where to Stay

Gordon Lodge – I stayed here on a summer weekend and was blown away by the private beach, wooded trails, and peaceful vibe. If you want that classic rustic-luxe feel with lake views, this is your place.
Beachfront Inn – This one’s ideal if you want something laid-back and right on the water. I loved how dog-friendly it was, and the fire pits at night made it feel like a campfire getaway with better beds.
Maxwelton Braes Lodge – If you're looking for something historic and low-key, this lodge is tucked away just enough to feel secluded but still close to town. I stayed here once for a quiet fall weekend, and it was perfect for unwinding and sipping cider under the trees.