This weekend is absolutely stacked with fall fun — the kind of lineup that makes you wish you could clone yourself. From pumpkin‑packed festivals and Oktoberfest traditions to color runs, trunk‑or‑treats, haunted history, and cozy markets, every corner of Walworth County (and our nearby neighbors) is buzzing with something to do. Whether you’re chasing cider donuts, hunting ghosts at the library, cheering at a cornhole tournament, or wandering through craft vendors with a warm drink in hand, there’s no shortage of ways to soak in October. And if you’re looking for low‑cost fun, Toyland is back at Fleet Farm, plus our free Halloween Guide is ready to download. Date‑night folks, there’s even a murder mystery on deck. It’s one of those weekends where the only wrong choice is staying home.

Add to Weekend Calendar

Pumpkin Fest - Fall fun including food trucks, Happy Camper Coffee, live music, cider donuts, wine tasting, tree maze, yard games, country store, and pick-your-own apples and pumpkins.
• Sat 10:00am-5:00pm
• Sun 11:00am-5:00pm
• Apple Barn, Elkhorn

Richmond's Family Fall Fest - Pumpkin Pass weekend with mini donuts, crafts, goodies, and exclusive discounts at participating shops.
• Sat 10:00am-3:00pm
• Sun 10:00am-3:00pm
• Anderson's Candy Shop, Richmond, IL

21st Elkhorn Oktoberfest - Downtown festival with craft vendors, German and local cuisine, beer and wine tasting, live music, 5K run/walk, and classic car show.
• Sat 9:00am-5:00pm
• Downtown Elkhorn

Legend and Lore - As the sun sets in October, Old World Wisconsin comes to life for Halloween Legends & Lore. Join us once again to see haunted history come to life, participate in a Victorian séance, explore the Emporium of Oddities, and more. Get your tickets today, before the ghosts get yours. Book your tickets: https://wihist.org/4qQ6JxB
• Fri & Sat 5:00-9:30pm
• Old World Wisconsin, Eagle

We're Going on a Ghost Hunt - Find all 13 ghosts hidden around the library and earn a glow stick.
• All day Saturday
• Burlington Library

Color Run (or Walk) Around the Big Lake - Multiple groups running or walking around Geneva Lake with options for pace and distance.
• Sat 7:00-10:00am
• Edgewater Park, Williams Bay

SMILES Fall Festival - Pancakes with Ponies, costume contests, games, hay rides, raffles, horse bingo, and vendor market supporting equine-assisted programs.
• Sat 9:00am-1:00pm
• SMILES, Special Methods in Learning Equine Skills, Delavan

Fall Fest on the Prairie - Kids’ activities, hayrides, food, vendors, prairie tours, and fall fun at New Farm. RSVP here

• Sat Oct 17: 3pm–7pm
• N8832 Pickeral Lake Rd, East Troy

2026 Oktoberfest Cornhole Tournament - Cornhole tournament with cash prizes for 1st and 2nd place, double elimination, and raffle tickets.
• Sat 10:45am-1:45pm
• Veterans' Park, Elkhorn

Chichime-CAR - So, bring your lawn chairs, BYOB, come and support the community by showing out! This event is free to enter for ALL ages.
Make sure to bring cash to show some love to our vendors!!!.
• Sat 1:00pm-5:00pm
• Downtown Whitewater

Fall Festival Trunk-or-Treat - Free community event with pumpkin decorating, hay rides, games, food, and music.
• Sat 12:00-2:00pm
• Williams Bay School District, Williams Bay

Jack O' Lantern Jaunt and Halloween Haunt - Annual Halloween family event with displays and activities.
• Sat 6:00-9:30pm
• Field Park, Mukwonago

Geneva Outdoor Market - Weekly farm and art market with live music, coffeehouse, beer garden, vendors, and indoor/outdoor seating.
• Sun 10:00am-2:00pm
• Lake Geneva House of Music

Trunk or Treat at Geneva Lake Manor - Community trunk-or-treat event.
• Sun 1:00-4:00pm
• Geneva Lake Manor, Lake Geneva

Free food, and giveaways, PLUS TOYLAND IS BACK!!!

And DOWNLOAD the free Local Loop Halloween Guide

Lakeland Park is one of those rare places that instantly becomes part of your weekly rhythm once you discover it. Tucked inside Lakeland Community Church, this 5,000 sq. ft. indoor playscape is designed for kids to move, play, and burn off energy — and for parents to breathe a little easier.

What makes Lakeland Park special is how intentionally it’s built for families. The space includes a 2.5‑story play structure, sensory and interactive play zones, and even a basketball area, giving kids of all ages something to explore. It’s big enough for wild play, but still feels safe, clean, and well‑supervised.

One of the best parts? It’s completely free during public hours. You simply check in, slip on socks, and let your kids loose while friendly Park Rangers greet you, answer questions, and keep the environment running smoothly.

Lakeland Park isn’t just a play space — it’s a community hub. Parents chat, kids make instant friends, and the whole atmosphere feels warm and relaxed. It’s the kind of place where you can show up solo or with a group and feel right at home.

They also offer Sensory Friendly Nights once a month, creating a quieter, more comfortable environment for families who prefer a gentler pace.

Parties That Kids (and Parents) Love - If you’re looking for a birthday spot, Lakeland Park nails it. They offer both semi‑private and fully private party options, complete with a dedicated room for food and gifts. Prices are refreshingly reasonable:

It’s hard to beat that value for a space this large and engaging.

Lakeland Park is one of the easiest “yes” spots for families — free, fun, clean, and thoughtfully run. Whether you’re looking for a morning outing, an after‑school energy burn, or a birthday venue that won’t break the bank, this place delivers every time.

Fraud on the Fairway Murder Mystery - When a shocking discovery rocks the club during what was supposed to be a relaxing evening among members, it becomes clear that someone at Lauderdale Landings has been hiding more than just a bad golf score. Add to Calendar
• Sat Oct 17: 7:00-10:00pm
• Lauderdale Lakes Country Club

We don’t want you to miss a thing! While we use dozens of resources to keep you in you the loop, one of our best is the community. If you have an event, playgroup, program, activity, hot spot that we simply need to tell the world about, send us all the details at the email below.

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