Old-Fashioned Family Fun: Horse-Drawn Carriage and Trolley Rides!

Wouldn’t it be fun to start a new and festive family tradition this season by enjoying a relaxing horse-drawn carriage ride or holiday trolley trip? There are some really unique events happening that feature the loveliest, old-time rides in town! Get that hot cocoa ready and cozy up with your kiddos . . . .your holiday chariot awaits, along with the sweetest memories of the winter season!

2020 Old Fashioned Carriage Rides
and Holiday Trolley Rides

Long Grove Vintage Holidays (Long Grove)*
November 21 – every subsequent weekend before Christmas
Get in the holiday spirit with a group of up to 10 (family & friends only) for a vintage carriage ride throughout historic downtown Long Grove. Sleighs will be cleaned after every ride, and riders are required to wear masks.
*sold out, but there is a waitlist available.

December Holiday Lights Tours (Naperville)
Canceled due to Covid
$20 for public tours up to 20 people. Private tours where you have the whole trolley to yourself also available. Travel around beautiful Naperville to see all the lovely homes decked out in Christmas lights. Some dates are booked already; check online to see dates that are still available.

Christmas Walk (Clarendon Hills)
December 4, 2020 | 5:30 pm – 9:00 pm 
Save the date and watch for details to come on this classic holiday tradition very soon!

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Festival of Lights (Bloomingdale)
Saturday, December 5, 2020
Reservations are required for horse-drawn carriage rides during Festival of Lights. Other activities will be going on such as holiday crafts, meets and greets, and more.

Miracle on Martin (Homewood)
December 12, 2020 | 3:00 pm – 9:00 pm 
Enjoy the most wonderful time of the year with an old fashioned horse drawn carriage ride through downtown Homewood! Roast marshmallows, sip warm, festive drinks and get into the holiday spirit with costumed carolers.

Signature Sleigh
More details coming soon

At Kidlist, we have all kinds of awesome ideas for outdoor fun this winter (check often for new updates)! And if you’re looking for holiday train rides, be sure to check out our list of 2020 Polar Express Rides!

About the Author

Jill Borkowicz
Jill is thrilled to be sharing her insight and knowledge of local fun on Kidlist! As an Oak Park native, Jill and her husband settled in La Grange Park in 2007 and couldn’t be happier with the community they call home. Raising two lovely daughters, ages 8 and 10, Jill is always on the lookout for cool things to do as a family. She is passionate about yummy food, an organized abode, creative entertaining, frugal finds, travel adventures, a healthy spirit, and overall family fun. Jill’s favorite wintertime activity with the fam? Ice skating followed by hot chocolate! Summertime family favorite? Long pool days with friends that end with a BBQ!

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