• Jackson Jams!

    Come out to Jackson at Jackson Park for the mid-summer celebration, Jackson Jams! This two-day beer garden includes live music by The Nix on Thursday, July 30 and That 90's Band on Friday, July 31. There is a collectible beer glass available with the purchase of beer. Stroll the vendor path of local vendors.

  • Art & Chalk Fest

    Museum of Wisconsin Art 205 Veterans Ave., West Bend, Wisconsin

    Join the Museum of Wisconsin Art (MOWA) at its annual Art & Chalk Fest. This live arts weekend is a FREE, outdoor, live arts festival set amidst the museum’s four-acre campus and features artists from the Wisconsin arts community. Experience chalk artists creating large-scale works of art right before your eyes. Shop the vendor market,...

  • West Bend $1,000 Cache Ba$h

    Join the adventure at the 18th Annual West Bend $1,000 Cache Ba$h, a FREE, family-friendly mega geocaching adventure in the Geocaching Capital of the Midwest(TM)! Hosted by the West Bend Area Chamber of Commerce, this exciting two-day event welcomes both beginners and experienced geocachers for a weekend filled with outdoor fun, exploration, and GPS-guided treasure...

  • Music on Main

    Free outdoor concert series every Thursday night at Old Settlers Park downtown West Bend! September 3rd - FM Rodeo September 10th - Cornfield Keg Party Bring a chair, enjoy food and beverages. Face painting for the kiddos.

  • Rescues & Rosé

    Aspen Sky Winery, Distillery & Event Center 860 Enterprise Dr, Slinger, Wisconsin

    Raise a glass and make a difference at one of our favorite events of the year! Come out to Aspen Sky for Rescues & Rosé, a special event celebrating their delicious Aspen Sky Rosé while supporting the amazing work of the Washington County Humane Society. For this event, 20% of all Rosé sales for that...

  • Wheels on Main

    Come to Downtown West Bend and enjoy the largest annual car, truck and motorcycle show in Washington County! More than 450 vehicles will be judged and 50 awarded. Pre-event registration is open for the event which is held on the Sunday of Labor Day weekend in downtown West Bend.  Free admission for the public to come and view...

  • CAFE – Coffeeville Autumn Family Event

    Coffeeville Company Cafe - Jackson N168 W20101 Main Street, Wisconsin

    A day of creativity, community and treats as local makers and fall lovers come together outdoors at Coffeeville in Jackson.

  • Oktoberfest in Hartford

    Join The Mill at Centennial Park on Friday night and then head to downtown Hartford on Saturday for two days of celebration filled with bratwursts, pretzels, bier, live German music, and family fun for everyone. Main Street businesses are joining in with special activities and offerings. Come hungry and enjoy a weekend of food, music,...

  • Thresheree and Harvest Festival

    Come out to the beautiful Richfield Nature and Historical Park for the 27th Annual Thresheree & Harvest Festival where you can experience farming heritage with two full-days of hands-on history, community traditions and a whole lot of old-fashioned fun! There will be Historic Park activities, equipment demonstrations, car show, delicious food, maple cotton candy, shopping...

    $6
  • Holy Hill Arts & Crafts Fair

    BASILICA OF HOLY HILL 1515 Carmel Road, Hubertus

    Experience the beauty of Holy Hill at the 52nd Annual Arts & Crafts Fair! Stroll through the scenic grounds while exploring the work of more than 220 juried artists and craftsmen. Savor delicious offerings from a variety of food and beverage booths, including the Parish Pantry. The Fair also features live entertainment, refreshments, and fun...

  • Richfield Beer Garden

    Come out to the final beer garden of the season at Fireman's Park in Richfield, and enjoy live music, Belshire Brewing beer and a food truck will be available.

  • Under the Influence of Adrenaline Race – 16th Annual 5K, 10K, Half Marathon & Marathon (Boston Marathon Qualifier) & Rucking Divisions

    The Adrenaline Race returns September 20, 2026. Join elevate as they are counting down the days to another unforgettable, joy-filled, heart-pounding celebration of mental health, recovery, and community. This isn’t just a race; it’s movement with meaning. It’s showing up for each other.It’s impact in every mile. Dream big. Train bold. Show up loud. Every...