Door County, Wisconsin, is a picturesque vacation destination known for its charming small towns, scenic landscapes, lighthouses, and abundance of outdoor activities. Situated on a peninsula jutting out into Lake Michigan, Door County offers two distinct sides, divided by two main highways: Highway 42 and Highway 57. Each side has its unique attractions and experiences to offer visitors. Let’s explore both sides to help you plan your perfect Door County getaway.

Highway 42 Side: The Quaint Coastal Route
1. Sturgeon Bay:

As the largest city in Door County and the gateway to the peninsula, Sturgeon Bay sits at the southern end of Highway 42 side.
It serves as a hub for commerce, tourism, and maritime activity. This bustling city boasts a rich maritime history, which you can delve into at the Door County Maritime Museum.
Don’t miss a stroll along the picturesque waterfront and the charming shops and galleries downtown.
- Carlsville: A small unincorporated community along Highway 42, known for its cherry orchards and roadside markets offering fresh produce, baked goods, and other local delights. Carlsville is home to Door Peninsula Winery – notable for being the first winery in Door County and for its extensive range of fruit and grape wines, as well as its on-site distillery. It’s also known for its dog-friendly outdoor Wine and Cocktail Garden. Door County Coffee and Tea- a family-owned business that roasts coffee in small batches. They are known for their diverse flavored coffee options, with Highlander Grogg being a popular choice. and Door County Distillery produces vodka, gin, and fruit-infused spirits, as well as whiskey and brandy.
- Egg Harbor: A picturesque village known for its scenic harbor, charming shops, galleries, and waterfront dining options. Egg Harbor hosts various events and festivals throughout the year, including the popular Pumpkin Patch Festival, held in October each year, and Egg Harbor AleFest.
- Fish Creek: Another scenic village nestled along Highway 42, Fish Creek boasts a vibrant arts scene, outdoor recreational opportunities, and stunning views of Green Bay. Visitors can explore its shops, galleries, and restaurants, or enjoy outdoor activities in nearby Peninsula State Park.
- Ephraim: A historic village with a strong Scandinavian heritage, Ephraim is famous for its white-painted buildings and charming waterfront. Visitors can explore its museums, art galleries, and historical sites, or relax on the sandy shores of Ephraim Beach.
- Sister Bay: A lively community with a bustling waterfront, Sister Bay offers a range of dining, shopping, and outdoor recreational activities. Visitors can enjoy waterfront dining, explore the marina, or take part in events like Fall Fest and the Sister Bay Concert Series. Don’t miss the chance to capture a photo with the iconic Sister Bay goats.
- Ellison Bay: A tranquil village known for its natural beauty and artistic community, Ellison Bay offers scenic views of Lake Michigan and easy access to outdoor activities like hiking, biking, and kayaking.
- Gills Rock: Located at the northern tip of the Door County peninsula, Gills Rock is a small fishing village known for its picturesque harbor and ferry service to Washington Island and Rock Island. Visitors can enjoy food, scenic boat tours, and exploring the surrounding natural beauty.
Highway 57 Side: The Rustic Eastern Route
1. Bailey’s Harbor: Begin your journey along the Highway 57 side in Bailey’s Harbor, a quaint town known for its maritime heritage and outdoor recreational opportunities. Explore the Cana Island Lighthouse, hike The Ridges Sanctuary, or Toft Point. Stop off for a picnic lunch at Baileys Harbor Ridges Park Beach., embark on a kayak tour of the harbor, or simply relax on the sandy shores of Anclam Beach Park.
2. Cave Point County Park: Continuing south on Highway 57, you’ll encounter Cave Point County Park, a natural gem renowned for its breathtaking sea caves, rugged limestone cliffs, and turquoise waters. Take a scenic hike along the cliffside trails or enjoy a thrilling kayak excursion along the shoreline. Cave Point County Park borders Whitefish Dunes State Park, an 863-acre park with beautiful hiking trails, a Lake Michigan beach, and the highest sand dunes in Wisconsin.
3. Jacksonport: Further south lies Jacksonport, a laid-back village known for its sandy beaches and serene atmosphere. Spend a day lounging on the shores of Lakeside Park Beach, stroll along the scenic Whitefish Dunes State Park, or explore the local art scene at the Jacksonport Craft Cottage.
Whether you explore the Highway 42 side or the Highway 57 side of Door County, you’re sure to be captivated by its natural beauty, charming communities, and endless opportunities for adventure. Plan your trip today and discover why Door County is a beloved destination for visitors year-round.