Dog Events in Highwood, IL

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.

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.

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.

Come with your dogs and kids to trunk or treat at the businesses in Manor Shops and enjoy the decorated cars along the way! House of Paws and Plants will have a Halloween photo set up and treats for pups and kids.

On select Sundays this holiday season, bring Fido and watch him strike adorable poses with Santa. The event will be held in the Lower Level Grand Court. Photos will be taken and available for purchase at this event. Reservations are recommended but not required.

This dog-friendly holiday makers market features handmade gifts, personalized keepsakes and unique finds for people and pets, including furry, scaly and feathered friends. Guests can enjoy pet- and people-friendly treats, meet Santa Paws for a festive photo and meet adoptable dogs from For Good Rescue and cats from Gutter Cat Adoption.

Get ready to capture paw-some memories with Fido on select Monday nights this holiday season! All pets must be safely secured in a carrier or on a leash, and please enter through the Southwest entrance closest to Maggiano's. Animals will journey straight to Santa's set on the lower level of H&M Court.

Experience the magic of Christmas with Fido! Visitors receive a free 4x6" photo with Santa. Other photo packages available for purchase. Advance reservations are highly recommended and can go quickly. Hours vary by store.

Bring Fido to an authentic German-Style holiday market featuring vendors selling traditional German, local and international food and beverages as well as hand-crafted artisan merchandise. Leashed dogs are welcome to the outdoor areas of the market, but aren't permitted in the indoor areas or tents. Admission times vary; check their website for current hours of operation.

Leashed pups are welcome to join you in browsing these mesmerizing exhibitions, featuring immersive, large-scale installations that bring the wonder of flight to life. This interactive experience showcases inflatable artworks, light projections, and floating sculptures designed by international artists. Please note that as per Balloon Museum policies: dogs must be leashed at all times and aren't permitted in the ball pit.; medium-large sized dogs must be muzzled; the interactive space may be overwhelming for your pet, as it includes strobe lights, sounds, vibrations, and balloons popping as part of the experience. Make sure your pet will feel comfortable in this environment before bringing him along.

This dog-friendly 5K run/walk features a scenic, paved and generally flat course while supporting Animal House Shelter. Registration includes a T-shirt, finisher medal, dog medal, chip-timed race bib, live results and finish-line treats for humans and dogs.