Monday evenings bring food trucks, kids activities, vendors and entertainment to Ten Club Park in Waterford. The official program excludes Labor Day, so only the remaining September Mondays are included here.
Events
Calendar of Events
Monday |
Tuesday |
Wednesday |
Thursday |
Friday |
Saturday |
Sunday |
|---|---|---|---|---|---|---|
1 event,
Free |
1 event,Visit Whitewater's Tuesday evening City Market at the historic depot for farmers, artisans, food vendors, live music and a community-focused local shopping experience.
Free |
4 events,The Fireside welcomes High Road for a special country, bluegrass and Gospel concert package in Fort Atkinson. This row represents the matinee arrival.
$41.95 Shop the Wednesday afternoon Mukwonago Farmers Market at Field Park for local produce, foods, crafts and small-business vendors.
Free The Fireside welcomes High Road for a special country, bluegrass and Gospel concert package in Fort Atkinson. This row represents the evening arrival.
$41.95 Enjoy Jeff Trudell at Maxwell Mansion in Lake Geneva. Public programming may move indoors for weather; check Maxwell's current event page before heading out. |
1 event,AppleFest at Royal Oak Farm Orchard features U-pick apples and fall farm activities. Weekend offerings include wagon rides, the Amaze 'N Apples tree maze, children's rides and orchard tours. Activity availability and fees vary, so check the orchard before traveling.
Varies |
5 events,AppleFest at Royal Oak Farm Orchard features U-pick apples and fall farm activities. Weekend offerings include wagon rides, the Amaze 'N Apples tree maze, children's rides and orchard tours. Activity availability and fees vary, so check the orchard before traveling.
Varies The East Troy Farmers Market closes its 2026 season with local produce, handcrafted goods and products from independent vendors at Honey Creek Collective.
Free Downtown East Troy's October First Friday brings live music, food trucks, fall flavors, artisan vendors, retail and dining specials, and a kids zone to the Village Square.
Free Haunted hayrides near Grand Geneva run from early family-friendly rides into scarier later-evening rides. Tickets are sold on-site; younger-child pricing is available and details can change by night.
Varies An evening history program at Black Point Estate exploring Victorian-era spiritualism and the cultural fascination with communicating beyond the grave. |
10 events,A large seasonal craft and vendor show at the Walworth County Fairgrounds with indoor and outdoor booths plus food vendors.
$5 A fall weekend at Pearce's Farm Stand with seasonal farm activities, pumpkins, corn-maze fun and special October programming. Individual activities and purchases may carry separate fees.
Varies Lake Geneva's fall fantasy festival celebrates the area's tabletop-gaming legacy with downtown activities, fantasy programming and family-friendly experiences. Festival access and ticketed activities vary.
Varies Oktoberfest at Duesterbeck's Brewing Company brings German-style fall celebration and live music, including the Mike Schneider Band and Alpine Blast. Check the organizer for any updated food, beer or activity details. Ride the East Troy Electric Railroad during fall Harvest Fest season between East Troy and The Elegant Farmer. Train schedules and ticket classes vary, so use the official schedule when planning your departure.
Varies AppleFest at Royal Oak Farm Orchard features U-pick apples and fall farm activities. Weekend offerings include wagon rides, the Amaze 'N Apples tree maze, children's rides and orchard tours. Activity availability and fees vary, so check the orchard before traveling.
Varies An old-fashioned fall farm weekend with apple picking and seasonal activities at The Elegant Farmer. Admission and parking are free; purchases and selected activities are extra.
Free A Wisconsin Historical Society walking tour that looks at the colorful scandals, stories and characters connected to historic Lake Geneva. Ride the East Troy Railroad's vintage dining train for a German-themed Oktoberfest dinner experience. Advance tickets are required; October dinner trains check in before the 5 p.m. departure.
$140 Haunted hayrides near Grand Geneva run from early family-friendly rides into scarier later-evening rides. Tickets are sold on-site; younger-child pricing is available and details can change by night.
Varies |
5 events,A fall weekend at Pearce's Farm Stand with seasonal farm activities, pumpkins, corn-maze fun and special October programming. Individual activities and purchases may carry separate fees.
Varies Lake Geneva's fall fantasy festival celebrates the area's tabletop-gaming legacy with downtown activities, fantasy programming and family-friendly experiences. Festival access and ticketed activities vary.
Varies Ride the East Troy Electric Railroad during fall Harvest Fest season between East Troy and The Elegant Farmer. Train schedules and ticket classes vary, so use the official schedule when planning your departure.
Varies AppleFest at Royal Oak Farm Orchard features U-pick apples and fall farm activities. Weekend offerings include wagon rides, the Amaze 'N Apples tree maze, children's rides and orchard tours. Activity availability and fees vary, so check the orchard before traveling.
Varies An old-fashioned fall farm weekend with apple picking and seasonal activities at The Elegant Farmer. Admission and parking are free; purchases and selected activities are extra.
Free |
1 event,AppleFest at Royal Oak Farm Orchard features U-pick apples and fall farm activities. Weekend offerings include wagon rides, the Amaze 'N Apples tree maze, children's rides and orchard tours. Activity availability and fees vary, so check the orchard before traveling.
Varies |
1 event,AppleFest at Royal Oak Farm Orchard features U-pick apples and fall farm activities. Weekend offerings include wagon rides, the Amaze 'N Apples tree maze, children's rides and orchard tours. Activity availability and fees vary, so check the orchard before traveling.
Varies |
1 event,AppleFest at Royal Oak Farm Orchard features U-pick apples and fall farm activities. Weekend offerings include wagon rides, the Amaze 'N Apples tree maze, children's rides and orchard tours. Activity availability and fees vary, so check the orchard before traveling.
Varies |
1 event,AppleFest at Royal Oak Farm Orchard features U-pick apples and fall farm activities. Weekend offerings include wagon rides, the Amaze 'N Apples tree maze, children's rides and orchard tours. Activity availability and fees vary, so check the orchard before traveling.
Varies |
6 events,A multi-day music and camping festival at Jennings Holler with multiple stages and a weekend festival atmosphere. Review current ticket and camping options before purchasing.
Varies AppleFest at Royal Oak Farm Orchard features U-pick apples and fall farm activities. Weekend offerings include wagon rides, the Amaze 'N Apples tree maze, children's rides and orchard tours. Activity availability and fees vary, so check the orchard before traveling.
Varies Old World Wisconsin brings supernatural folklore and Halloween stories to its historic grounds for an evening seasonal experience. Check ticket availability before traveling.
Varies Explore Whitewater's supernatural folklore and local history through the Spirit Tour. Walking-tour check-in is at the Cravath Lakefront Building; bus-tour details may use a different check-in location, so ticket holders should verify instructions. Haunted hayrides near Grand Geneva run from early family-friendly rides into scarier later-evening rides. Tickets are sold on-site; younger-child pricing is available and details can change by night.
Varies An evening history program at Black Point Estate exploring Victorian-era spiritualism and the cultural fascination with communicating beyond the grave. |
11 events,Pumpkin Fest weekend at Pearce's Farm Stand combines pumpkin-season fun with the farm's fall attractions. Check the official listing for activity availability before heading out.
Varies Ride the East Troy Electric Railroad during fall Harvest Fest season between East Troy and The Elegant Farmer. Train schedules and ticket classes vary, so use the official schedule when planning your departure.
Varies AppleFest at Royal Oak Farm Orchard features U-pick apples and fall farm activities. Weekend offerings include wagon rides, the Amaze 'N Apples tree maze, children's rides and orchard tours. Activity availability and fees vary, so check the orchard before traveling.
Varies An old-fashioned fall farm weekend with apple picking and seasonal activities at The Elegant Farmer. Admission and parking are free; purchases and selected activities are extra.
Free Downtown Lake Geneva celebrates Oktoberfest with German-inspired food and drink, entertainment and fall activities centered around Flat Iron Park and the downtown business district. A Wisconsin Historical Society walking tour that looks at the colorful scandals, stories and characters connected to historic Lake Geneva. A downtown East Troy tasting walk with beer, wine, food stops, shopping and fall entertainment. This is a 21+ event; advance tasting tickets and designated-driver tickets are sold separately.
Varies Old World Wisconsin brings supernatural folklore and Halloween stories to its historic grounds for an evening seasonal experience. Check ticket availability before traveling.
Varies Explore Whitewater's supernatural folklore and local history through the Spirit Tour. Walking-tour check-in is at the Cravath Lakefront Building; bus-tour details may use a different check-in location, so ticket holders should verify instructions. Haunted hayrides near Grand Geneva run from early family-friendly rides into scarier later-evening rides. Tickets are sold on-site; younger-child pricing is available and details can change by night.
Varies |
8 events,Pumpkin Fest weekend at Pearce's Farm Stand combines pumpkin-season fun with the farm's fall attractions. Check the official listing for activity availability before heading out.
Varies Ride the East Troy Electric Railroad during fall Harvest Fest season between East Troy and The Elegant Farmer. Train schedules and ticket classes vary, so use the official schedule when planning your departure.
Varies An old-fashioned fall farm weekend with apple picking and seasonal activities at The Elegant Farmer. Admission and parking are free; purchases and selected activities are extra.
Free AppleFest at Royal Oak Farm Orchard features U-pick apples and fall farm activities. Weekend offerings include wagon rides, the Amaze 'N Apples tree maze, children's rides and orchard tours. Activity availability and fees vary, so check the orchard before traveling.
Varies Downtown Lake Geneva celebrates Oktoberfest with German-inspired food and drink, entertainment and fall activities centered around Flat Iron Park and the downtown business district. Haunted hayrides near Grand Geneva run from early family-friendly rides into scarier later-evening rides. Tickets are sold on-site; younger-child pricing is available and details can change by night.
Varies A guided 1.5-mile night hike on the Stute Springs Nature Trail. Meet at the trailhead area across from Emma Carlin Trails on Highway Z; a Wisconsin State Park vehicle admission sticker is required. |
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2 events,A Southern Unit nature-journaling outing at Bald Bluff Trail. The program is scheduled rain or shine; bring suitable footwear and outdoor gear. A sunset Geneva Lake cruise followed by an atmospheric visit to Black Point Estate with readings inspired by Edgar Allan Poe. Advance reservations are recommended. |
3 events,Old World Wisconsin brings supernatural folklore and Halloween stories to its historic grounds for an evening seasonal experience. Check ticket availability before traveling.
Varies A sunset Geneva Lake cruise followed by an atmospheric visit to Black Point Estate with readings inspired by Edgar Allan Poe. Advance reservations are recommended. Haunted hayrides near Grand Geneva run from early family-friendly rides into scarier later-evening rides. Tickets are sold on-site; younger-child pricing is available and details can change by night.
Varies |
7 events,Ride the East Troy Electric Railroad during fall Harvest Fest season between East Troy and The Elegant Farmer. Train schedules and ticket classes vary, so use the official schedule when planning your departure.
Varies A full day of Halloween-season programming at Jennings Holler with an All Hallows market, music, art, community activities and evening festivities. An old-fashioned fall farm weekend with apple picking and seasonal activities at The Elegant Farmer. Admission and parking are free; purchases and selected activities are extra.
Free A Wisconsin Historical Society walking tour that looks at the colorful scandals, stories and characters connected to historic Lake Geneva. Old World Wisconsin brings supernatural folklore and Halloween stories to its historic grounds for an evening seasonal experience. Check ticket availability before traveling.
Varies A sunset Geneva Lake cruise followed by an atmospheric visit to Black Point Estate with readings inspired by Edgar Allan Poe. Advance reservations are recommended. Haunted hayrides near Grand Geneva run from early family-friendly rides into scarier later-evening rides. Tickets are sold on-site; younger-child pricing is available and details can change by night.
Varies |
3 events,Ride the East Troy Electric Railroad during fall Harvest Fest season between East Troy and The Elegant Farmer. Train schedules and ticket classes vary, so use the official schedule when planning your departure.
Varies A family Halloween program at the Emma F. Carlin Trailhead in the Kettle Moraine Southern Unit. The event is weather-dependent, so check the DNR listing before heading out. An old-fashioned fall farm weekend with apple picking and seasonal activities at The Elegant Farmer. Admission and parking are free; purchases and selected activities are extra.
Free |
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1 event,A multi-chamber fall tasting event at Staller Estate Winery & Distillery highlighting seasonal bites and beverages. Registration details are available through the Delavan-Delavan Lake Area Chamber. |
1 event,A guided four-mile out-and-back hike from the Horseriders' Campground toward the Stone Elephant area in the Southern Unit. This outdoor program is weather-dependent. |
3 events,Old World Wisconsin brings supernatural folklore and Halloween stories to its historic grounds for an evening seasonal experience. Check ticket availability before traveling.
Varies Haunted hayrides near Grand Geneva run from early family-friendly rides into scarier later-evening rides. Tickets are sold on-site; younger-child pricing is available and details can change by night.
Varies An evening history program at Black Point Estate exploring Victorian-era spiritualism and the cultural fascination with communicating beyond the grave. |
6 events,Ride the East Troy Electric Railroad during fall Harvest Fest season between East Troy and The Elegant Farmer. Train schedules and ticket classes vary, so use the official schedule when planning your departure.
Varies Richardson Adventure Farm keeps the corn maze and fall activities open until midnight for a special late-night maze event. A paid Adventure Farm wristband is required, and last admission is before closing.
Varies An old-fashioned fall farm weekend with apple picking and seasonal activities at The Elegant Farmer. Admission and parking are free; purchases and selected activities are extra.
Free Old World Wisconsin brings supernatural folklore and Halloween stories to its historic grounds for an evening seasonal experience. Check ticket availability before traveling.
Varies Haunted hayrides near Grand Geneva run from early family-friendly rides into scarier later-evening rides. Tickets are sold on-site; younger-child pricing is available and details can change by night.
Varies A 21+ Halloween night at Maxwell Mansion with music, cocktails and a costume contest. Ticket information is expected from the venue as the event approaches. |
3 events,Ride the East Troy Electric Railroad during fall Harvest Fest season between East Troy and The Elegant Farmer. Train schedules and ticket classes vary, so use the official schedule when planning your departure.
Varies An old-fashioned fall farm weekend with apple picking and seasonal activities at The Elegant Farmer. Admission and parking are free; purchases and selected activities are extra.
Free A guided evening hike on the Ice Age Trail Eagle Segment in the Kettle Moraine Southern Unit. The program is scheduled rain or shine. |
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1 event,Haunted hayrides near Grand Geneva run from early family-friendly rides into scarier later-evening rides. Tickets are sold on-site; younger-child pricing is available and details can change by night.
Varies |
5 events,Ride the East Troy Electric Railroad during fall Harvest Fest season between East Troy and The Elegant Farmer. Train schedules and ticket classes vary, so use the official schedule when planning your departure.
Varies A Halloween-themed adult dinner aboard the East Troy Railroad. Costumes are encouraged and advance tickets are required.
$160 Official City of Elkhorn community trick-or-treat hours for Halloween 2026. Families should use normal street-safety precautions and confirm any neighborhood-specific activities separately.
Free Official Village of Waterford community trick-or-treat hours for Halloween 2026.
Free Haunted hayrides near Grand Geneva run from early family-friendly rides into scarier later-evening rides. Tickets are sold on-site; younger-child pricing is available and details can change by night.
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5 events,Sunday brunch at the Historic Baker House with music by James Phillips. Official brunch hours are 9 AM-2 PM. The Fireside Theatre presents A Christmas Story: The Musical as a dinner-theatre holiday production. Calendar time is the published showtime; dining and arrival begin earlier. Published arrival time for this performance is 10:30 AM.
$99.99 Indoor Sunday live music at the Mars Resort piano bar. A guided evening walk through Lake Geneva focused on local ghost stories and historic lore. The November 1 date is the final scheduled night of the 2026 season.
$33.57 |
