With the plethora of outdoor attractions available, including three go-kart tracks, two mini golf courses, bumper boats, western train tubs, and red baron airplane trains, it can be challenging for children to avoid boredom. Additionally, visitors can enjoy arcade games and test their batting skills in the batting cages. The Caddie Shak Family Fun Park offers something for everyone and is open from Memorial Day through Fall. Fun Cards can be purchased online and are suitable for all-day play. Then, use them to play all of our rides and attractions!

Regarding family-friendly fun in the area, Caddie Shak is hard to beat. Kids can race around two go-kart tracks and one kiddie track, practice their swing on the mini golf course, splash in bumper boats, and more. And when they get hungry, Snack Shak always serves ice cream, drinks, and chips. One of the most awaited events at Caddieshak is the 2nd Annual Arts and Crafts Fall Fest. Guests can enjoy this annual event's music, arts and crafts, and food trucks. Visitors can also purchase local artisan goods, including candles, jewelry, wood carvings, and home decor. It's a great way to jump-start holiday shopping or pick up something unique for yourself or others.

Throughout October, enjoy pumpkin painting, putt-putt golf, and fun kids activities for the entire family at Caddieshak. Kids will love driving the three go-cart tracks to channel their inner NASCAR champion or hitting a hole-in-one on the adventure-style mini golf course. They can also have water fun in the bumper boats, shoot paintballs at the gallery, or hit home runs in the batting cage. Guests can purchase a ticket to paint their original Pumpkin King or Queen created by local Hernando County artist Autumn Proctor (all supplies included). Ticket holders will be eligible for an auction and raffle featuring dozens of prizes from area businesses.

Kids will love spending time on the farm exploring the Children's area with Animal Barrel Rides, Water Balloons, Straw Maze, and Model Cars. They can even take turns at the Pumpkin Putt Putt and a Straw Maze. They can also try their luck at a Ladies' Quilt Raffle and the Jack O Pot Raffle.

Join us for this fun and unique event where you golf the Olde Course, decorated in all things Halloween with blow-ups, witches, ghosts, spiders, and skeletons. It's kid-friendly, and costumes are always encouraged! Please note: Events and times are subject to change. Check with the club for updated information. The event may sell out. Please call to reserve your spot today! 

This year's car show season has been one that almost wasn't. The weather has been all over the map. Too rainy, too hot, and sometimes just right. But it's in full swing now, and the last few months of shows are usually some of the best. This open show attracts some of the highest-quality cars in the area. Registering your car is a $10 donation, and spectators are free. Dash plaques to the first 50 entries, Top 10 rides, CS Favorite, and Kids Pick! 50/50 tickets, DJ basket raffles, games, rides, mini golf driving range, go-karts, and food at the snack Shak. And FIREWORKS to end the night! The Chesterfield Cruising Cruise-in is held every Saturday from April 1 – October 31. Various CAR-FRIENDLY restaurants host the show each week, with plenty of parking and outdoor patio dining. Many offer complimentary soft drinks or desserts for the driver and passengers with dinner purchases.