Dog Events in Williams Bay, WI

Pups are welcome to enjoy roaming the 16 miles of hiking trails around the Arboretum several times a year on select days! Dogs must be leashed at all times and have updated vaccinations and registrations. For the safety of both your pet and the natural environment, dogs aren't permitted off the marked trails. Please clean up after your pet; bags are available at the Visitor Center.

Give your little pup a chance to play, socialize, and build confidence at this Tiny Dog Meetup, designed exclusively for dogs under 20 pounds. Pups can enjoy supervised, size-appropriate play in a safe, low-stress environment while their humans relax in the Pup Social lounge. Every participating dog receives a free pup cup, and staff are on hand to help ensure a fun and positive experience for all.

Celebrate fall with your pup at this pet-friendly event featuring local vendors, food trucks, music, raffles, and dog-focused activities like a lure course. Well-socialized, leashed dogs are welcome to attend with their humans, with all dogs required to use a non-retractable leash no longer than 6 feet and have a completed waiver. The event benefits Winston’s Wishes, a nonprofit supporting local dogs in need.

Celebrate the Subaru Loves Pets initiative at this fun-filled event featuring a Halloween Pet Costume Parade (with goodie baskets!), a local vendor market, food trucks, live DJ entertainment, and tons of free giveaways. Pups can enjoy treats galore, and the first 100 dogs will receive FREE microchipping. Plus, check out a demo of pet facial recognition software.

Enjoy a fall-themed, dog-friendly community event at the lakefront featuring vendors, food trucks, music and activities. Guests can explore shopping, enjoy entertainment, and participate in fun experiences like a lure course and raffle giveaways with pet-related prizes.

This dog-friendly Halloween parade invites pets of all kinds to show off their best costumes for a chance to win prizes. Lineup begins at noon, with the parade starting at 12:30 p.m. Leashed pets are welcome to participate, while spectators can enjoy vendors, food, drinks and other Halloween activities throughout the day. Pets with outstanding costumes will be rewarded during the judging portion after the parade.

Leashed dogs are welcome in the outdoor areas of this annual fall event celebrating traditional 19th-century metalworking. Watch local blacksmiths demonstrate forging, welding, and heat-treating, then explore the Pioneer Village for historic activities, browse handcrafted goods, and enjoy chili, hot dogs, and hot chocolate.

This beloved fall tradition is one of northern Illinois’ largest and longest-running festivals, drawing over 85,000 visitors each year. While pets are more than welcome to attend, keep in mind that not all businesses permit dogs inside. Be sure to ask before entering with Fido. The weekend will feature over 375 vendors offering crafts, antiques and food. On Sunday, the famous Burgoo Stew is served starting at 9 AM.

This dog-friendly Halloween celebration invites pups and their people to dress in costume and enjoy interactive activities, treats, photo opportunities, prizes, local vendors and off-leash playtime. Guests can visit Fi Collar’s activations for custom tag engraving, a data-inspired game, pup cups and dog sketching, then enter a costume contest featuring Polaroid photos and voting for Best in Show. Additional activities include a trick-or-treat vendor trail, raffles and giveaways.

This dog-friendly Halloween celebration invites pets to show off their best costumes during a festive costume walk. Guests can enjoy raffles, treats and refreshments, photo opportunities and spooky fun for the whole family.

This seasonal market brings together local artisans, farmers, growers, makers and food vendors for a welcoming community experience. Held on select dates from May through October, guests can shop fresh, locally made foods and treats, browse handmade crafts and one-of-a-kind gifts, and enjoy a relaxed, community-focused atmosphere. 2026 dates include May 31st, June 14th & 28th, July 12th & 26th, August 9th & 23rd, September 6th & 20th, and October 4th & 18th.

This dog-friendly Halloween celebration invites pets to show off their best costumes during a festive costume walk. Guests can enjoy raffles, treats and refreshments, photo opportunities and spooky fun for the whole family.

This dog-friendly Halloween Yappy Hour invites pups and their people to dress in creative costumes, enjoy pet-friendly treats and stroll through Hilldale. Guests can also visit participating shops and restaurants for special activities and offers.

Dress Fido in his best costume for this fun, family-friendly Halloween event complete with a canine costume contest and prizes! Pre-registration is required. The event will be held rain or shine.

Join the festive 5k features a scenic out-and-back course through Busse Woods and is open to runners and walkers. Pre-registration includes a short-sleeve T-shirt, finisher medal, a chip-timed race bib, live race results, and finish-line treats for both humans and pups.

Hosted by Off Leash MKE, this fun event features a Pet Costume Contest with categories including Best Overall Costume, Best Pop Culture, and Best Pet & Their Person, plus activities and support from local partners like Skilos, Canni, Tuff Bones Pet Supply, Milwaukee Vet Clinic, Dog Goods for Good Dogs, Alt Dog Run, a photo booth by The Dog Edit, Doggie Doodles by Courtney, and Oracle readings by Dani. The contest is limited to 30 contestants.

The Haunted Hustle features a Half Marathon, 10K, 5K Run, Dog Jog, Walk, and Kid’s Run, plus a festival after with live music and treats. The 5K Dog Jog includes a shirt, medal, snacks and a costume contest!

This dog-friendly Halloween 5K welcomes runners and walkers with their leashed pups to run or walk through the scenic, paved and generally flat course. Registration includes a short-sleeve T-shirt, finisher medal, chip-timed race bib, live results and finish-line treats for humans and dogs. Proceeds support Fetching Tails Foundation.

This dog-friendly disco celebration features neon décor, themed music and lighting, special drinks, Yappy Hour deals and disco-inspired photo opportunities. Guests are encouraged to dress in neon, metallics or festive disco outfits while their pups enjoy a glowing foam party in the off-leash park. Tickets include access to the foam party, off-leash play and Pup Social’s amenities.

This dog-friendly Halloween 5K features a scenic paved route and supports K9s for Veterans. Registration includes a short-sleeve T-shirt, finisher medal, doggie finisher medallion, chip-timed race bib, live results and finish-line treats for both humans and dogs.