Southeast Wisconsin’s second weekend of September brings major cultural festivals, free neighborhood celebrations, opening-weekend theater, lakefront kites, playoff baseball, farmers markets, and family-friendly fall events. Every listing below was checked against an official organizer, venue, team, festival, or tourism source on September 10, 2026. Ticket inventory, weather plans, schedules, and prices can still change, so use the direct event link to confirm details before leaving.
Festivals & community celebrations
1. Puerto Rican Festival of Wisconsin
A full festival day with Puerto Rican music, food, cultural exhibits, dance, vendors, and family activities at the Summerfest grounds.
- Date
- Saturday, September 12, 2026
- Time
- 11:00 AM–9:00 PM
- Venue
- Henry Maier Festival Park
- Address
- 200 N. Harbor Dr., Milwaukee, WI 53202
- Price
- $20 general admission; ages 6–12 $10; ages 5 and younger free; ticket fees may apply
- Audience
- All ages; guests younger than 18 must enter with a parent
- Accessibility
- Festival-ground accommodations vary; contact the organizer for specific access needs
- Parking
- Paid lakefront and downtown parking; allow extra time for festival traffic
- Tickets / registration
- Advance tickets recommended; early-bird sales ended September 9
- Capacity / sales status
- Tickets were available when checked; VIP and other inventory may be limited
- Weather
- Primarily outdoors; check the organizer for weather updates
2. Silver City Fest
This free neighborhood festival moves to Pierce Street for live music, local food, artists and makers, interactive art, and children’s activities.
- Date
- Saturday, September 12, 2026
- Time
- 12:00–5:00 PM
- Venue
- Silver City neighborhood
- Address
- 3501 W. Pierce St., Milwaukee, WI 53215
- Price
- Free admission; food and vendor purchases extra
- Audience
- All ages; family-friendly
- Accessibility
- Outdoor street-festival conditions; contact VIA CDC for accommodation questions
- Parking
- Street parking is limited and National Avenue construction may affect access
- Tickets / registration
- No general registration listed
- Capacity / sales status
- Open community event
- Weather
- Outdoor and weather-dependent
3. TosaFest 50th Anniversary
Three music stages, beer gardens, food, vendors, Saturday’s free Kids Zone, contests, and reserved food-and-art experiences fill the Village streets.
- Date
- Friday–Saturday, September 11–12, 2026
- Time
- Friday 5:00–11:00 PM; Saturday 11:00 AM–11:00 PM
- Venue
- The Village of Wauwatosa
- Address
- 7615 W. State St., Wauwatosa, WI 53213
- Price
- General festival admission free; food, drinks, and reserved experiences cost extra
- Audience
- All ages; Saturday Kids Zone runs 11:00 AM–7:00 PM
- Accessibility
- Street-festival setting; request event-specific accommodations from the Village
- Parking
- Use public lots and street parking around the Village; expect closures near State, Harwood, and Underwood
- Tickets / registration
- Most festival activities are drop-in; selected experiences require reservations
- Capacity / sales status
- The Saturday Cribbage & Cheers experience is sold out; other reserved experiences may fill
- Weather
- Outdoor and weather-dependent
4. Mexican Independence Parade & Festival
UMOS celebrates Raíces y Cultura with an 11:00 AM parade followed by live entertainment, carnival rides, food, vendors, and family activities.
- Date
- Sunday, September 13, 2026
- Time
- Parade 11:00 AM; festival 12:30–8:00 PM
- Venue
- Parade from Kinnickinnic River Parkway to UMOS; festival at UMOS
- Address
- Parade assembly: 2200 W. Kinnickinnic River Pkwy.; festival: 2701 S. Chase Ave., Milwaukee, WI 53207
- Price
- Free admission; rides, food, and purchases extra
- Audience
- All ages; family-friendly
- Accessibility
- Outdoor route and festival grounds; contact UMOS for accommodation details
- Parking
- Street parking near UMOS is limited; expect route closures and arrive early
- Tickets / registration
- No spectator registration listed
- Capacity / sales status
- Open community event
- Weather
- Outdoor and weather-dependent
Arts, history & culture
5. Trimborn Farm Harvest of Arts & Crafts
Browse work from local artisans in the historic farm setting while supporting Milwaukee County Historical Society programming.
- Date
- Saturday–Sunday, September 12–13, 2026
- Time
- 10:00 AM–4:00 PM both days
- Venue
- Historic Trimborn Farm Park
- Address
- 8881 W. Grange Ave., Greendale, WI 53129
- Price
- $8 admission; $5 for shuttle riders
- Audience
- All ages
- Accessibility
- Historic grounds may include uneven outdoor surfaces; contact the Historical Society for access questions
- Parking
- Free on-site parking or shuttle from Southridge Mall
- Tickets / registration
- Walk-up admission; no general advance registration listed
- Capacity / sales status
- Open while capacity permits
- Weather
- Indoor and outdoor components; check for weather updates
6. Fred Stonehouse Artist’s Reception
Meet Wisconsin artist Fred Stonehouse and view his sharply imagined paintings and self-portraits during a free gallery reception.
- Date
- Friday, September 11, 2026
- Time
- 5:00–7:30 PM
- Venue
- Tory Folliard Gallery
- Address
- 233 N. Milwaukee St., Milwaukee, WI 53202
- Price
- Free
- Audience
- General audience; families should use their judgment for gallery content
- Accessibility
- Contact the gallery for entrance and accommodation details
- Parking
- Metered street parking and nearby paid garages
- Tickets / registration
- No registration listed
- Capacity / sales status
- Open reception
- Weather
- Indoors
7. The World Goes ’Round
Milwaukee Rep opens this Kander-and-Ebb musical revue with Broadway favorites, sharp humor, and an intimate cabaret presentation.
- Date
- Friday–Sunday, September 11–13, 2026
- Time
- Friday 7:30 PM; Saturday 8:00 PM; Sunday 7:00 PM
- Venue
- Stackner Cabaret, Associated Bank Theater Center
- Address
- 108 E. Wells St., Milwaukee, WI 53202
- Price
- Paid tickets; seat price and $2.25-per-ticket facility fee shown at checkout
- Audience
- General theater audience; every guest needs a ticket and babes in arms are not permitted
- Accessibility
- Accessible entrances, seating, hearing assistance, audio description, ASL, and captioned performances are available on selected dates
- Parking
- Connected parking-garage access is available; downtown parking charges apply
- Tickets / registration
- Advance ticket purchase recommended; dinner reservations are separate
- Capacity / sales status
- Sunday 7:00 PM is sold out; Friday and Saturday inventory was available when checked
- Weather
- Indoors
8. The Rocky Horror Picture Show with Shadowcast
The 1975 cult musical screens with a live Sensual Daydreams shadowcast in the Oriental Theatre’s main auditorium.
- Date
- Saturday, September 12, 2026
- Time
- 11:55 PM
- Venue
- Oriental Theatre — Abele Cinema
- Address
- 2230 N. Farwell Ave., Milwaukee, WI 53202
- Price
- Paid ticket; current price and fees at checkout
- Audience
- Rated R; late-night event
- Accessibility
- Wheelchair seating, hearing loop, CaptiView, and assistive-listening devices are available; feature support can vary
- Parking
- Street parking and nearby paid lots; allow time for East Side traffic
- Tickets / registration
- Advance ticket purchase recommended
- Capacity / sales status
- Tickets were offered when checked; popular late shows can reach capacity
- Weather
- Indoors
Live music & nightlife
9. Garfield’s 502 R&B Festival
A free outdoor celebration with live bands, DJs, food, novelty vendors, and community organizations along Garfield Avenue.
- Date
- Saturday, September 12, 2026
- Time
- 11:00 AM–7:00 PM
- Venue
- Garfield Avenue festival corridor
- Address
- 502 W. Garfield Ave., Milwaukee, WI 53212
- Price
- Free admission; food and purchases extra
- Audience
- All ages; expect a large crowd
- Accessibility
- Outdoor street-festival conditions; contact the presenter for accommodation needs
- Parking
- Limited neighborhood street parking; rideshare or transit may be easier
- Tickets / registration
- No general registration listed
- Capacity / sales status
- Large open festival; arrive early for easier access
- Weather
- Outdoor and weather-dependent
10. Jazz in the Park
High-school jazz ensembles, smooth jazz, and jazz-funk groups perform on the Silver Lining Stage, with a 25th-anniversary 9/11 commemoration included.
- Date
- Friday, September 11, 2026
- Time
- 4:00–10:00 PM
- Venue
- Regner Park
- Address
- 800 N. Main St., West Bend, WI 53090
- Price
- Free; donations accepted
- Audience
- All ages
- Accessibility
- Park setting; contact the organizer or city for route and seating accommodations
- Parking
- Park and nearby street parking; arrive early for evening performances
- Tickets / registration
- No registration listed
- Capacity / sales status
- Open community event
- Weather
- Outdoor and weather-dependent
11. Maple Road Blues Band
The Southeast Wisconsin group brings blues, rock, and classic-rock energy to Brady Street before a late-night DJ set.
- Date
- Friday, September 11, 2026
- Time
- Band 7:00–10:00 PM; DJ follows
- Venue
- Nashville North
- Address
- 1216 E. Brady St., Milwaukee, WI 53202
- Price
- Free music; food and drinks extra
- Audience
- Bar setting; confirm the venue’s age policy before attending
- Accessibility
- Contact Nashville North for entrance and seating accommodations
- Parking
- Metered street parking and nearby paid lots
- Tickets / registration
- No ticket listed
- Capacity / sales status
- Open while venue capacity permits
- Weather
- Indoors
12. Eric Clapton with Jimmie Vaughan
Eric Clapton’s U.S. tour stops at Fiserv Forum with blues guitarist Jimmie Vaughan as special guest.
- Date
- Sunday, September 13, 2026
- Time
- 7:30 PM
- Venue
- Fiserv Forum
- Address
- 1111 Vel R. Phillips Ave., Milwaukee, WI 53203
- Price
- Paid tickets; dynamic seat price and fees at Ticketmaster
- Audience
- All ages subject to venue ticket policy; hearing protection is sensible for children
- Accessibility
- Accessible seating and guest services are available through Fiserv Forum and Ticketmaster
- Parking
- Paid garages and lots throughout the Deer District; prebooking is recommended
- Tickets / registration
- Ticket required
- Capacity / sales status
- On sale when checked; preferred sections may be limited
- Weather
- Indoors
Markets & Wisconsin traditions
13. Wisconsin Sheep & Wool Festival
Sheep and fleece shows, stock-dog trials, fiber-arts demonstrations, classes, and more than 100 vendors fill Jefferson County Fair Park.
- Date
- Friday–Sunday, September 11–13, 2026
- Time
- Gates Friday–Saturday 7:00 AM–7:00 PM; Sunday 7:00 AM–3:00 PM; vendor hours 9:00 AM–6:00 PM Friday–Saturday and 9:00 AM–3:00 PM Sunday
- Venue
- Jefferson County Fair Park
- Address
- 503 N. Jackson Ave., Jefferson, WI 53549
- Price
- $10 daily or $20 weekend pass; ages 8 and younger free; cash only; parking free
- Audience
- All ages; classes have separate requirements and registration
- Accessibility
- Fair-park buildings and outdoor show areas vary; contact the festival for specific accommodations
- Parking
- Free on-site parking
- Tickets / registration
- Gate admission is walk-up; many fiber-arts classes require advance registration
- Capacity / sales status
- Festival admission available; individual classes may be full
- Weather
- Indoor and outdoor activities; some demonstrations are weather-sensitive
14. Fall Harvest Days
Antique tractors, engines, vintage vehicles, threshing, sawmill and shingle demonstrations, flea markets, crafts, food, and children’s activities celebrate farm history.
- Date
- Saturday–Sunday, September 12–13, 2026
- Time
- 9:00 AM–5:00 PM both days; Saturday tractor pull begins at 5:00 PM
- Venue
- Racine County Fairgrounds
- Address
- 19805 Durand Ave., Union Grove, WI 53182
- Price
- Organizer lists $5 admission for Saturday’s tractor pull; confirm general-show admission before arrival
- Audience
- All ages; children’s activities offered
- Accessibility
- Fairground paths and display areas vary; contact SEWAPCS for accommodation questions
- Parking
- On-site fairground parking; follow event signs
- Tickets / registration
- Spectators do not need advance registration; exhibitors and pull participants do
- Capacity / sales status
- Open event; no dogs permitted under fairground policy
- Weather
- Held rain or shine; many displays are outdoors
15. Waukesha Farmers’ Market
More than 70 vendors offer Wisconsin-grown produce, meats, cheeses, baked goods, prepared foods, and handmade art along the Fox River.
- Date
- Saturday, September 12, 2026
- Time
- 8:00 AM–12:00 PM
- Venue
- Downtown Waukesha riverfront market
- Address
- 125 W. St. Paul Ave., Waukesha, WI 53188
- Price
- Free admission; purchases extra
- Audience
- All ages
- Accessibility
- Paved downtown market area; contact Downtown Waukesha for specific accommodations
- Parking
- Downtown street parking and public lots
- Tickets / registration
- No registration required
- Capacity / sales status
- Open weekly market
- Weather
- Outdoor market; check organizer updates for severe weather
16. Kenosha HarborMarket
Shop local produce, meats, cheese, baked goods, prepared foods, art, and crafts, with live music and an 11:00 AM Savor the Flavor kitchen demonstration.
- Date
- Saturday, September 12, 2026
- Time
- 9:00 AM–2:00 PM
- Venue
- Kenosha HarborMarket
- Address
- 2nd Ave. between 54th and 56th Sts., Kenosha, WI 53140
- Price
- Free admission; purchases extra
- Audience
- All ages; free activity area offered
- Accessibility
- Outdoor street market; contact HarborMarket for route and vendor-access questions
- Parking
- Downtown and museum-area street parking and public lots
- Tickets / registration
- No registration required
- Capacity / sales status
- Open weekly market
- Weather
- Runs rain or shine; organizer posts severe-weather changes on social media
Sports, family & outdoors
17. IKEA Frank Mots International Kite Festival
Watch giant and precision kites, four daily team performances, noon Grand Launches, free lessons, and the first-100-kids Mad Dash at Milwaukee’s lakefront.
- Date
- Saturday–Sunday, September 12–13, 2026
- Time
- Saturday 10:00 AM–6:00 PM; Sunday 10:00 AM–5:00 PM
- Venue
- Veterans Park
- Address
- 1300 N. Lincoln Memorial Dr., Milwaukee, WI 53202
- Price
- Free admission and free parking; food and kites available for purchase
- Audience
- All ages; first 100 Kids Mad Dash participants receive a free kite
- Accessibility
- Large grass park with paved lakefront routes nearby; contact Gift of Wings for specific needs
- Parking
- Free event parking is advertised; arrive early because lakefront traffic can be heavy
- Tickets / registration
- No general registration listed; Kids Mad Dash is limited to the first 100 participants
- Capacity / sales status
- Kids Mad Dash has limited capacity
- Weather
- Outdoor and wind/weather-dependent
18. Milwaukee Brewers vs. Cincinnati Reds
Choose from three home games: Friday’s Wisconsin-resident ticket offer, Saturday’s alpine-hat giveaway and fireworks, or Sunday’s family promotion and youth plush giveaway.
- Date
- Friday–Sunday, September 11–13, 2026
- Time
- Friday 6:45 PM; Saturday 6:10 PM; Sunday 1:10 PM
- Venue
- American Family Field
- Address
- 1 Brewers Way, Milwaukee, WI 53214
- Price
- Starting prices checked September 10: Friday $25, Saturday $34, Sunday $28; fees and inventory vary
- Audience
- All ages; giveaway quantities and ticket-offer terms apply
- Accessibility
- Accessible seating, parking, and guest services are available through the Brewers
- Parking
- Paid ballpark parking; advance purchase is recommended
- Tickets / registration
- Game ticket required
- Capacity / sales status
- Tickets available when checked; promotional items are limited to eligible fans while supplies last
- Weather
- Retractable-roof venue; game operations control roof status
19. Milwaukee Milkmen Division Series Playoff Game
Postseason baseball returns to Franklin Field for a Friday-night Division Series game; the opponent remains subject to the final playoff schedule.
- Date
- Friday, September 11, 2026
- Time
- Gates 5:30 PM; first pitch 6:30 PM
- Venue
- Franklin Field at Ballpark Commons
- Address
- 7035 S. Ballpark Dr., Franklin, WI 53132
- Price
- Paid ticket; current seat price at checkout; free parking
- Audience
- All ages; family-friendly ballpark
- Accessibility
- Contact Milkmen ticketing for accessible seating and assistance
- Parking
- Free on-site parking
- Tickets / registration
- Ticket required
- Capacity / sales status
- Playoff matchup and game necessity are schedule-dependent; unused-game tickets follow the team’s refund policy
- Weather
- Outdoor ballpark; weather delays or schedule changes are possible
20. Pewaukee Fall Festival & Movie in the Park
A beer garden, food truck, children’s crafts and candy hunt, live music by Keep N Open Mind, and a dusk screening of Back to the Future fill the park.
- Date
- Friday, September 11, 2026
- Time
- 5:00–9:00 PM; movie begins at dusk
- Venue
- Kiwanis Village Park
- Address
- 325 Capitol Dr., Pewaukee, WI 53072
- Price
- Free admission and movie; food and beverages extra
- Audience
- All ages; family activities included
- Accessibility
- Park setting; contact the city or organizer for route and viewing accommodations
- Parking
- Village street parking and nearby public lots; arrive early for movie seating
- Tickets / registration
- No registration listed; bring lawn seating for the movie
- Capacity / sales status
- Open community event
- Weather
- Outdoor and weather-dependent; check for movie cancellation or delay
Before you go
Ticket and capacity checks were completed on September 10, 2026. Milwaukee Rep’s Sunday performance of The World Goes ’Round was sold out, TosaFest’s Saturday Cribbage & Cheers experience was sold out, and several ticketed events, classes, giveaways, and reserved experiences had limited inventory or first-come limits. Use the direct link for the latest availability before traveling.
Outdoor plans dominate this weekend. Check organizer updates for rain, wind, heat, road closures, and parking changes—especially for the kite festival, Silver City Fest, the Mexican Independence parade, Fall Harvest Days, the markets, the ballgames, and the Pewaukee movie. Dates, times, and prices can change after publication.