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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.
Cost: Free
Location: Takiff Center, 999 Green Bay Rd., Glencoe
More Info: glencoeparkdistrict.com

Head to Light Up Long Grove & Holiday Kick-Off.

This annual lighting celebration brings the historic district to life as the village flips the switch on its holiday displays for the first time this season. Visitors can explore the shops and streets as the lights turn on, marking the start of the festivities that continue throughout the holidays. The event blends casual strolling with small-town charm, giving families a chance to enjoy the décor, take photos, and ease into the winter season.Welcome the holidays and discover the local businesses at the center of it all.

Date: Nov. 21
Time: 5 p.m.
Cost: Free
Location: Historic Downtown Long Grove, 308 Old McHenry Rd, Long Grove
More Info: longgrove.org

Kick off the season at the Village of Round Lake Beach Tree Lighting.

This tree lighting brings the community together for an early dose of holiday cheer, complete with music, treats, and a visit from Santa and Mrs. Claus. Families can warm up with cookies and hot cocoa while waiting for the lights to go on and enjoy fun activities and plenty of photo opportunities.

Date: Nov. 21
Time: 6 p.m.
Cost: Free
Location: Round Lake Beach Cultural & Civic Center, 2007 Civic Center Way, Round Lake Beach
More Info: rlbciviccenter.com 

Experience the Highland Park Holiday Lighting.

Highland Park's revamped lighting event brings updated displays, character visits, performances, and family activities to Port Clinton Square. Santa, Hanukkah Harry, Anna, and Elsa all make appearances, offering kids plenty of chances for photos and meet-and-greets. Visitors can listen to carolers, stop by the face-painting station, grab popcorn and cocoa, and check out the holiday vignettes set up throughout the plaza.

Date: Nov. 22
Time: 4–6 p.m.
Cost: Free
Location: Port Clinton Square, 600 Central Ave., Highland Park
More Info: enjoyhighlandpark.com 

Spend the day at the Handmade Holiday Market.

This one-day indoor market gathers 80 makers for a curated shopping experience focused on handmade gifts, from jewelry and home décor to gourmet treats and art. Early arrivals receive a complimentary glass of champagne, and visitors can take part in extras like wreath-making classes, paint-and-sip sessions, massage chairs, and a gift-wrapping station while supplies last. Find unique holiday items while supporting independent creators this holiday season.

Date: Nov. 23
Time: 11 a.m.–6 p.m.
Cost: Free
Location: Lincolnshire Marriott Resort, 10 Marriott Dr., Lincolnshire
More Info: amdurproductions.com 

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