Events & Happenings

always something to do in Wisconsin! 

Discover Festivals, Live Music, and Seasonal Fun Across Lake Geneva, Door County, and the Northwoods of Wisconsin

Whether you're into live music, outdoor adventures, food festivals, or local arts and culture, you'll find no shortage of ways to enjoy the seasons.

Spring and Fall are especially popular times for festivals and events, thanks to Wisconsin’s crisp air and stunning scenery. But don’t worry—summer and winter bring their own lineup of can’t-miss happenings, from lakefront concerts to winter carnivals.

Check out our Calendar of events. Some may have a small admission fee, but many are free to enjoy. Most are family friendly, too!

Once you’ve booked your Wisconsin getaway, be sure to check back often—we’ll be updating this page with new events as they’re announced. You won’t want to miss any of the fun!

Sep 18

Wet Whistle Wine Fest

Algoma, WI Starts: 5:00 PM

Celebrate the harvest season at the Wet Whistle Wine Fest in Algoma, Wisconsin, a lively weekend filled with wine, music, and local flavor. Enjoy tastings from von Stiehl Winery, grape stomping, costume contests, and live entertainment. With delicious food, artisan vendors, and a festive atmosphere, it’s the perfect way to toast to fall on the shores of Lake Michigan. Learn more ➡️...

Sep 19

Harvest Fest

Sturgeon Bay, WI

Sturgeon Bay’s Harvest Fest will take over 3rd Avenue in celebration of the fall season ahead! Features include the Old Bolts Car Club Annual Classic Car Show, craft fair, food vendors, in-store specials, and live music. Third Avenue will be closed from Jefferson Street to Pennsylvania Street....

Sep 19

Peninsula Century Fall Challenge

Sister Bay, WI Starts: 7:00 AM

You can join 700 fellow cyclists on this scenic 100-mile route, ending in a post-ride meal and music. This event also includes 25, 50, and 62-mile routes for those looking for a shorter experience. Beginning at Waterfront Park in Sister Bay, the Peninsula Century ride features plenty of rest stops with unique items from local businesses. Learn more ➡️...

Sep 19

Harvest Fest & Street Art Auction

Sturgeon Bay, WI Starts: 8:00 AM

This jam-packed day is full of activities for all ages, including a craft fair, food vendors, live music, and more, all leading up to the main event: the Old Bolts Car Club Annual Classic Car Show. Explore downtown Sturgeon Bay with a full schedule of events for the whole family. Learn more ➡️...

Sep 25

Autumn Fest Classic Auto Show

Baileys Harbor, WI Ends: 9:00 AM

Enjoy a beautiful fall day in Baileys Harbor! This autumn weekend features classic cars and motorcycles, along with arts and crafts, food vendors, and live music in the park. Learn more ➡️...

Sep 26

Hey Hey 5k Run

Baileys Harbor, WI Starts: 7:00 AM

Join a fun 5k run through the scenic backroads of Baileys Harbor, starting at the Door County Brewing Co. taproom. For just $15, participants receive a race shirt, swag, and a free beer at the finish line (or a root beer floats for younger runners). Learn more ➡️...

Oct 10

Pumpkin Patch Festival

Egg Harbor, WI Starts: 10:00 AM

Enjoy a fun-filled weekend with free admission! Highlights include live music, carnival rides, arts & crafts vendors, face painting, pumpkin and scarecrow displays, a magician, kids' games and activities, raffles, delicious food, and plenty of fun for all ages. Learn more ➡️...

Oct 16

Sister Bay Fall Fest

Sister Bay, WI

Join us for 3 days of family fun, kids games, great music, local food and our huge Arts & Crafts Fair. The Lion’s Club Fish Boil is a yearly favorite along with Saturday’s Pancake Breakfast followed by our annual Fall Fest Parade at 11am on Saturday. We’re looking forward to seeing you again this year!...

Nov 07

Pen Park Trails Fest

Fish Creek, WI

You have the choice between a 14k or a 30k during this scenic race through gorgeous Peninsula Park. Take in the fall colors during your run then enjoy a free post-race beer from Sway Brewing and Blending, as well as other goodies. Be sure to pre-register and grill out with your fellow runners post-race. Learn more ➡️...

Nov 28

One Barrel Run

Egg Harbor, WI Starts: 10:00 AM

This wintery 2.62-mile race begins at Egg Harbor Marina and finishes at One Barrel Brewing Company. This race includes prizes for top finishers and a race hat, koozie, and free beer (or hot chocolate) at the One Barrel taproom for all racers. Be sure to pre-register and enjoy a post-Thanksgiving romp through the snow. Learn more ➡️...