Dog Events in Waupun, WI

Sep 18–19

Hartford Mill Oktoberfest

Leashed dogs are welcome at this annual event that features live music, great food, German beer, games and more! There will be a Friday evening concert in Centennial Park and then activities the whole day on Main Street on Saturday.

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Sep 19

Paws in the Park

Highland Park, IL

Paws in the Park

This celebration invites dogs and their humans to enjoy a fun-filled day of treats, activities and tail wags. Guests can explore local vendors, indulge in doggie treats, enter a costume contest, win paw-some raffle prizes, join dog training classes, and take part in an exciting sniff & find trail. Please visit their website to register.

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Sep 19

Ascension 5K & 10K Run/Walk (Community First Fox Cities Marathon Weekend)

Neenah, WI

Ascension 5K & 10K Run/Walk (Community First Fox Cities Marathon Weekend)

A community 5K and 10K run/walk held as part of the Community First Fox Cities Marathon weekend that welcomes participants to bring well-behaved, leashed dogs. The event finishes at Riverside Park and includes family-friendly activities and post-race refreshments.

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Sep 19

Paws on the Pier

Waukegan, IL

Paws on the Pier

Enjoy a lakeside afternoon of music and community where guests can meet adoptable dogs, browse pet-focused local vendors, enjoy live music and games, and enter a basket raffle. There will be drink specials and food trucks. This family- and dog-friendly gathering brings animal lovers together for live entertainment and fundraising!

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Sep 19–20

Thresheree & Harvest Festival at Richfield Historical Park

Richfield, WI

Thresheree & Harvest Festival at Richfield Historical Park

Leashed dogs are welcome at this family-friendly celebration of rural heritage that brings visitors back to the days of early farming. Guests can experience live demonstrations such as steam powered threshing, log sawing, horse plowing, and antique tractors while exploring exhibits throughout the park. The event also features live music, food, kids activities, wagon rides, a tractor parade, and a silent auction.

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Sep 26

Bark in the Park Racine

Racine, WI

Bark in the Park Racine

This annual fundraising event was designed to connect the community with other nonprofits and vendors. There will be music, beer, food, vendors, activities and much more!

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Sep 26

Neighborhood Pet Store Day

Village of Germantown, WI

Neighborhood Pet Store Day

Bring Fido shopping for lots of one-day sales! Adoptable pets and local vendors will also be on site.

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Sep 27

Pawtoberfest at West Allis Farmers Market

West Allis, WI

Pawtoberfest at West Allis Farmers Market

Bring your lederhosen and dogs for an afternoon of fun hosted by the After Hours Rotary Club of West Allis with the City of West Allis. Enjoy beer from local breweries, food trucks, shop at pet-related vendors, get to know local non-profits, and partake in pet-friendly activities!

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Sep 27

Live Like Roo Foundation Roo Fest

Winthrop Harbor, IL

Live Like Roo Foundation Roo Fest

Bring Fido to this annual event that raises awareness and funds for Live Like Roo, a foundation that assists pets with a cancer diagnosis by providing financial and emotional support. You and your pup can shop 30+ pet-focused vendors, enjoy food and beer from the brewery, enter raffles, cool off in the pool, listen to live music, walk the 1-mile boardwalk, meet with rescues, and much more!

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Oct 3

Pawfest

Huntley, IL

Pawfest

Bring your leashed pup for low-cost vaccines, raffles, live entertainment and food. There'll also be outdoor games and a chance to add another furry best friend to your family at their adoption booth.

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Oct 3

Yappy Howl-O-Ween

Antioch, IL

Yappy Howl-O-Ween

Bring your leashed pup in his best costume to enjoy yappy hour with other dogs and pet parents at this annual event. Activities include an adoption meet & greet, costume contest, canine demonstrations, games and prizes, as well as food and music.

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Oct 3

Blessing of the Pets at Mt Carmel Lutheran Church

Milwaukee, WI

Blessing of the Pets at Mt Carmel Lutheran Church

Bring your pet to the Carport and Narthax areas for a special outdoor Pet Blessing!

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Oct 4

Blessing of the Pets & Donation Drive at Gethsemane Lutheran Church

Brookfield, WI

Blessing of the Pets & Donation Drive at Gethsemane Lutheran Church

Bring your pup for a special outdoor Pet Blessing! Dogs are welcome to join in this meaningful celebration.

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Oct 4

Pumpkin Pies for Pups

South Milwaukee, WI

Pumpkin Pies for Pups

Enjoy a dog-friendly morning featuring adoptable animals, local rescue volunteers, pet activities, and fundraising for Second Chance Animal Rescue. Guests can meet rescue representatives, learn about adoption and volunteer opportunities, and support the organization through special bakery purchases that benefit the rescue. Additional activities include dog treadmill sessions and mini photo booth sessions with professionally edited digital images available for a donation.

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Oct 10

Doggy Day at the Lakefront

Milwaukee, WI

Doggy Day at the Lakefront

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.

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Oct 10

Doggy Day at the Lakefront

Milwaukee, WI

Doggy Day at the Lakefront

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.

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Oct 10

Kenosha Beach House Annual Howl-oween Pet Costume Parade

Kenosha, WI

Kenosha Beach House Annual Howl-oween Pet Costume Parade

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.

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Oct 17

Paws for a Cause Canicross & Trail Run/Walk for Charity

Denmark, WI

Paws for a Cause Canicross & Trail Run/Walk for Charity

Participants can enjoy a fun-filled day on the trails with their furry friend for a great cause, with distances of 2.8, 5.6 or 8.4 miles. The event includes a costume contest, a red-carpet photo station, vendors, food and more! Check-in starts at 9:00 AM.

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May 31–Oct 18

Lindenhurst Community Market

Lindenhurst, IL

Lindenhurst Community Market

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.

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Oct 24

The Great Pup-kin Run at Haunted Hustle

Middleton, WI

The Great Pup-kin Run at Haunted Hustle

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!

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