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The original item was published from 11/18/2020 11:53:17 AM to 1/1/2021 12:00:08 AM.

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Posted on: November 10, 2020

[ARCHIVED] Highwood for the Holidays - Highwood Chamber of Commerce

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The Highwood Chamber of Commerce invites you to Highwood for the Holidays. Presented by Bank of Highwood-Fort Sheridan and silver sponsor The ABL Group, the observance features creative, COVID-friendly ways for area families to support local businesses, celebrate the spirit of the season safely, and maybe even start some new traditions.


Spend Local. Win Local. November 28 (Small Business Saturday)

The biggest Highwood for the Holidays activity takes place on Small Business Saturday, November 28. Highwood is using the occasion to celebrate its distinction as a top shopping and dining destination. Visitors who spend the day spending money in Highwood stores, businesses, and restaurants can turn their receipts into Holiday Raffle tickets for a chance to win a $50.00 gift card for any Highwood Chamber business. Receipts should be emailed to by Monday, November 30. One raffle ticket will be issued for every $100 spent in Highwood on November 28, with a maximum of five tickets issued for receipts totaling $400.00 or more. The winning ticket will be drawn December 5 at noon on Facebook Live. To delight the youngest members of the family visiting Highwood on Small Business Saturday, Santa will parade through downtown at 4 p.m. escorted by the Highwood Fire Department.


Business Window Wonderland Competition November 25–December 24

A unique holiday window decorating contest that directly benefits local shops, bars, restaurants, and businesses will light up Highwood for the Holidays starting November 25. Participating businesses will compete with each other to put up glittering, wonder-filled window displays and seasonal décor that everyone can enjoy while strolling along the sidewalk or from the comfort of their cars. Residents and visitors can vote as many times as they like for their favorites at Each vote will cost $1.00, with all the vote proceeds gifted to the business selected. In addition, anyone posting a photo of their favorite window to social media with the hashtag #HighwoodHolidays and tagging the Chamber will be entered in a weekly drawing for a $5.00 gift card for a Highwood Chamber business. 


Festive Family Photo Contest! November 10–30

This year, it’s also possible to snap the winning shot for the annual holiday card and win this year’s Festive Family Photo Contest at the same time. Sponsored by The Smilelist and Loft 329, the contest is all about showcasing Highwood’s holiday spirit with four ways to win! Contestants should post their photos on the Highwood Chamber Facebook page or other social media platform with the hashtag #HWDHOLPIC and tag the Highwood Chamber. Check the Highwood Chamber Facebook page for categories and prizes. 


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