Milwaukee Fall Guide: Festivals, Road Trips, New Openings & Events w/ Claire from VISIT Milwaukee
Update: 2025-09-10
Description
Looking for some awesome things to do in and around Milwaukee this fall? We've got you covered. Richie sits down with Claire from VISIT Milwaukee to cover:
Festivals
- Wine & Harvest Fest - Cedarburg, Sep 20-21
- Oktoberfests
- MKE at Summerfest Grounds for the first time
- Germantown, Sept 27-28
- Cedarburg, Oct 4-5
- Bavarian Brew House
- Burlington, Oct 4
- Lake Geneva, Oct 11-12
- Harvest Fair at Wisconsin State Fair Park - Sept 26-28
- 150th anniversary of the Milwaukee Fire Dept
Events
- Milwaukee Uncut/CLRC
- New Berlin: Ultimate Fall Craft & Vendor Fair at New Berlin Ale House, Sept. 28
- Holy Hill Arts & Crafts Fair - Hubertus, Sep 20
- Sunday, September 21, Football Tailgate at Davidson Park
- Southside dining week September 27 - October 4
- Zocalo Food Truck Park Sept 29 - 12pm - 3pm
- Oak Creek: Fall Festival at Drexel Town Square, Oct. 25
- Bay View Bash - Sep 20
- Milwaukee Flavor Live Cooking classes at Milwaukee Public Market
- Milwaukee Theater Week
Places/gems
- Fall Brewery Guide
- Basses Farms (pumpkin fest Sept 20 - Oct 31)
- Pack and Bushel
- The Elegant Farmer
- Potawatomi’s Sportsbook since it’s officially football season?
- Vm cookbook this fall! Perfect for gifting.
New Openings
- Walker’s Point
- Mobcraft
- Banderas
- Your office
- Cassis - French Bistro (Water St.) - same owner as Birch (James-Beard nominated Kyle Knall)
- Associated Bank Theater Center
- Tosa Troll
Little Road Trips
- Football: Badgers/Packers
- Holy Hill
- Hikes
- Paradise Springs in Eagle, WI + East Troy + Deusterbecks + Eagle Park
- Hikes
- Post card cabins
- House on the Rock - Spring Green, WI
- The Little Farmer - Malone, WI
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