Horse-Drawn Carriage and Trolley Rides for Old-Fashioned Holiday Fun

If the hustle of modern-day Christmas is bringing out your inner Grinch, why not slow down with an old fashioned horse-drawn carriage ride or holiday trolley trip? Many festivals in the area are offering rides around town. There are also special ones where you can view decorated homes in your area! Grab your cocoa and bundle up with your loved ones to soak in this holiday season.

2018 Old Fashioned Carriage Rides and Holiday Trolley Rides in the Western and Southwest Suburbs

Holiday Horse-Drawn Carriage and Trolley Rides in the Western Suburbs

Holiday Carriage Rides and Visits with Santa (Wheaton)
December 8, 15, and 22 | 12:00 pm – 3:00 pm 
Explore downtown Wheaton by horse drawn carriage and stop by for a visit with Santa!

Holiday Express at Blackberry Farm (Aurora)
December 8, 9, 15 and 16, 2018 | 2:00 pm – 7:00 pm and December 7 and 14, 2018 | 5:00 pm – 8:00 pm 
Holiday lights, music, crafts, and games are all waiting for you while you welcome Santa to Aurora! A holiday hay ride or a festive train are both available to explore the grounds at Blackberry Farm. $7 per person, tickets on sale now. 

Holly Jolly Trolley (Hinsdale) 
December 7, 2018 | 5:00 pm – 9:00 pm 
Trolley tours of the best decorated houses in Hinsdale. $25 per person includes the tour, a beverage, and treats. Purchase tickets online. 

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Christmas Walk (Clarendon Hills) 
December 7, 2018 | 6:00 pm – 9:00 pm 
After the lighting of the Christmas tree, take a stroll around the grounds to enjoy free food and drink from local businesses, then grab some free warm chestnuts and relax on a horse drawn carriage ride around town. Strolling Victorian carolers, ice sculpture artists, and Santa will make the evening bright!

Snow Much Fun (Westmont) 
December 15, 2018 | 4:00 pm – 7:00 pm 
Take a break from this festival to ride around the neighborhood in a mule-drawn carriage while you sip some cocoa! Free.

December Holiday Lights Tours (Naperville) 
Private and public tours are available to book ranging from $18-$20 for public tours and $330-$350 for full trolley rentals/private tours. Travel around Naperville to see beautiful homes decked out in Christmas lights. Many dates are booked, see dates still available.

Holiday Horse-Drawn Carriage and Trolley Rides in the Southwest Suburbs

Holiday Hayride (Palos Heights)
December 14, 2018 | 6:30 pm – 8:00 pm and 7:30 pm – 9:00 pm 
Ride around Palos Heights on a festive hay wagon while singing Christmas carols! Warm up with some food and holiday fun back at the nature center afterwards. $10 per person, registration is required.

Miracle on Martin (Homewood) 
December 15, 2018 | 2:00 pm – 6:00 pm 
Come and listen to costumed carolers, sip some festive drinks, and roast marshmallows around the fire before boarding an old fashioned horse drawn carriage around Downtown Homewood.

Kids Theater Guide: Fall '19 – Winter '20

For more holiday happenings, see where to see Santa in the Southwest suburbs and Santa sightings in the Western suburbs! Or, find out where all the outdoor fun is going on this winter.

Check out our huge Holiday Fun Guide for everything you need to know to plan a memorable December for your family!

About the Author

Claudia Coyne
Having grown up in Palos Park, Claudia has a great love for the southwest suburbs and the hidden gems of the area. Claudia currently lives in Tinley Park with her husband and four children (two girls, ages 6 and 4 and two boys, ages 3 and 1). Cabin fever with four children can get rough, so they’re always looking for new and exciting adventures outside of the house! During the warmer months, you’ll find her and the family at the pool, out on nature walks, grilling in the yard, or at the zoo. And pick a park, any park… Claudia’s kids possess a magical super power of being able to detect the nearest park within a 5 mile radius, so there’s always a stop off on the way home to discover new playgrounds! When the cold comes, they like to craft, hibernate at the library or indoor play places, and play in the snow. In her tiny sliver of free time, Claudia enjoys sewing, photography, and baking.

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