Dog Events in Chesterfield, IL

Friendly pups are invited to a fun-filled day of activities for everyone. There will be a costume contest, a parade, family pet photos, food vendors and more.

Step back in time at the Renaissance Festival with your well-behaved pup! Enjoy jousting, entertainment, artisan markets and tasty fare with your pooch by your side. Before arriving, submit the dog registration form and bring copies with you to the event. Please note that pets must be at least 6 months old and only one pet is allowed per handler. Enjoy special dog-themed activities during Pups & Pints weekend!

Help raise money for the shelter to expand play yards and invest in soundproofing rooms. There'll be a dog costume contest, coloring activities, trivia, raffles and more for you to partake with your pooch.

Enjoy a fun-filled evening with food and drinks, exciting raffle baskets, and a festive Halloween celebration in K9 Garden’s private indoor and outdoor VIP event space. Costumes for you and your pup are encouraged!

Bring Fido to kick off Halloween weekend with a festive evening featuring food and drinks, exciting raffle baskets, and plenty of Halloween fun. Costumes for both you and your pup are encouraged! Tickets include entry into K9 Garden and a complimentary beer from Four Hands.

Held every weekend throughout the month of October, the Hermann Oktoberfest is an annual, dog-friendly event celebrating the town’s German heritage and the autumn season. The activities are spaced out around the German town. Enjoy German food (schnitzel, bratwurst, sauerkraut or pretzels) and a glass of wine, beer, or spirits.

Celebrate Halloween with a pet-friendly event featuring trick-or-treating, a pet costume contest, and other spooky activities for pets and their people.

Celebrate Halloween with a pet-friendly event featuring trick-or-treating, a pet costume contest, and other spooky activities for pets and their people.

Celebrate Halloween with a pet-friendly event featuring trick-or-treating, a pet costume contest, and other spooky activities for pets and their people.

Celebrate Halloween with a pet-friendly event featuring trick-or-treating, a pet costume contest, and other spooky activities for pets and their people.

Celebrate Halloween with a pet-friendly event featuring trick-or-treating, a pet costume contest, and other spooky activities for pets and their people.

Celebrate Halloween with a pet-friendly event featuring trick-or-treating, a pet costume contest, and other spooky activities for pets and their people.

Celebrate Halloween with a pet-friendly event featuring trick-or-treating, a pet costume contest, and other spooky activities for pets and their people.

Celebrate Halloween with a pet-friendly event featuring trick-or-treating, a pet costume contest, and other spooky activities for pets and their people.

Every weekend in October, celebrate Oktoberfest with Fido at this casual event that features live music, wine slushies, cold beer, and food from the the Bistro, all surrounded by the brilliant colors of Fall in Missouri wine country.

Join this family-friendly event featuring a 5K run/walk and a 1-mile walk, with leashed, friendly dogs welcome! Enjoy a pet adoption event, fall festivities, and a Halloween pet costume contest with prizes. Proceeds support a great cause, so bring the whole family for a day of fitness and fun.

This weekly gathering offers free live music, great wines, wine slushies, beer and light fare on the dog-friendly, open-air, covered deck overlooking the vineyard. Guests can relax with friends, enjoy a romantic evening or pair the experience with dinner at the on-site restaurant.

Leashed dogs are welcome at this vibrant celebration of Mexican culture, featuring live performances, along with arts and crafts, authentic Mexican street food, 30+ food and retail vendors, and more. Attendees can also participate in a community altar by bringing photos or mementos to honor loved ones.

Leashed dogs are invited to pose with the whole family alongside Santa! There'll also be silent auction items, a bake sale, merchandise for sale and more.

All endurance levels are welcome to participate in this turkey trot with your four-legged companion. A clock will be available if you prefer to monitor your time.