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Posts from November 2025

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November
19

Winter is easing in, and with it comes a new lineup of reasons to brave the cold. Here are a few standout events worth bundling up for this weekend.

Join the run at the Glencoe Turkey Chase.

Enjoy a crisp morning outdoors before the Thanksgiving rush begins! This lighthearted fun run sends families along the Green Bay Trail for an easygoing start to the holiday season. The route begins at Ravine Bluffs Park and follows a short northbound stretch. Designed with kids in mind, the run encourages little ones to set the pace while adults tag along. It's free to participate, and advance registration is recommended.

Date: Nov. 21
Time: 4 p.m.

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November
19

Winter is easing in, and with it comes a new lineup of reasons to brave the cold. Here are a few standout events worth bundling up for this weekend.

Ring in the season at the Tree Lighting Ceremony.

Chicago's annual Tree Lighting Ceremony returns to Millennium Park, marking the start of the holiday season with the illumination of the city's official Christmas tree. The event features multiple viewing areas, festive food options, and a main stage along Washington Street where guests can take in live entertainment before the lighting of the tree.

Date: Nov. 21
Time: 5–7 p.m.
Cost: Free

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November
13

Chicago is a city that understands how to get into the holiday spirit. Every year, the city comes together with a wide variety of events to celebrate in a fun and festive way.

Experience the Holidays in Chicagoland

From dazzling displays of holiday lights to festive Christmas markets, we hope you'll join our real estate agents at these upcoming winter events and festivities in Chicagoland this season!

Winter WonderFest - Chicago, IL

Address: 600 E Grand Ave, Chicago, IL 60611

Returning this year to Navy Pier on the Chicago waterfront,

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November
12

From orchard visits to neighborhood fests, fall is full of reasons to get outside and soak it all in. We've rounded up a few local happenings to add to your list this weekend.

Have a glow-filled evening at Reindeer Run.

Brookfield Zoo kicks off the holiday season with its annual Reindeer Run, a two-mile evening fun run through the zoo's illuminated pathways. Participants get an early look at Holiday Magic, with lights, displays, and seasonal décor setting the tone for a festive night outdoors. Each runner receives a commemorative winter hat, and while registration is required for anyone running or walking on their own, children riding in strollers can participate for free.

Date: Nov. 15

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November
12

From orchard visits to neighborhood fests, fall is full of reasons to get outside and soak it all in. We've rounded up a few local happenings to add to your list this weekend.

Head to The Grove Holiday Market.

The Grove's Holiday Market brings a festive mix of artisan shopping and seasonal atmosphere to its historic grounds. More than 20 makers and vendors will present handmade gifts—from jewelry and ornaments to home décor, gourmet treats, and stocking-ready finds. Visitors can explore the light-draped outdoor paths, stop for a visit with Santa in the heated pavilion, and enjoy kid-friendly activities and seasonal food and beverages available for purchase. Beyond the market, the 150-acre site remains open to explore, with trails through oak-hickory savanna and a stop at the Interpretive Center for wildlife encounters.

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