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Last updated: November 11, 2024


Celebrate the holidays in McHenry with our expert event guide. Whether you're deeply connected to McHenry or just making connections, this guide illuminates your holiday path.

Popular events include the Downtown Holiday Walk, a festive celebration that transforms Main Street into a winter wonderland filled with local shops and holiday cheer. The Festival of Trees showcases beautifully decorated trees that highlight the artistic spirit of our community. And the Living Windows & Cocoa Crawl is something you definitely don't want to miss, as it brings storefronts to life with enchanting displays while you enjoy warm cocoa. See more details on these and other fun events and activities below!

Contact information and details below.



McHenry Holiday Markets and Shopping


What to Expect:

Largest indoor arts and craft show in McHenry County.

Description:

The 49th Annual A Country Christmas Arts & Craft Show is McHenry County's largest indoor arts and craft show, featuring local artisans from around the country, including Florida, Illinois, Indiana, Iowa, Michigan, and Wisconsin. The event offers a variety of handmade items, raffles, and door prizes. It takes place at Crystal Lake South High School, located at 1200 S McHenry Ave, Crystal Lake, IL 60014.

Where: McHenry | More Info: A Country Christmas Arts & Craft Show

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What to Expect:

Sip and shop with elevated vendors and festive activities.

Description:

The 7th Annual Quarry Merry Market at The Quarry Cable Park & Grille features 40 elevated vendors, festive decor, a hot cocoa bar, fun cocktails, and lite bites. Enjoy the event on Friday, November 8, from 3p-8p, and Saturday, November 9, from 10a-3p.

Where: Crystal Lake | More Info: Holiday & Seasonal at The Quarry Cable Park & Grille

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McHenry Holiday Shows and Entertainment



McHenry Other Holiday Activities


What to Expect:

Horse-drawn sleigh rides and festive window displays.

Description:

Downtown McHenry's holiday celebration features horse-drawn sleigh rides, Santa visits, and twinkling lights. Local businesses showcase festive window displays and offer hot cocoa samples. The event includes a scavenger hunt, letters to Santa, and a Polar Express-themed pub crawl.

Where: McHenry | More Info: Downtown Holiday Walk

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What to Expect:

Unique tree decorations by local businesses and civic organizations.

Description:

Beautifully decorated trees sponsored by local businesses and civic organizations will be on display at the McHenry Recreation Center. Visitors can vote for their favorite tree by bringing canned non-perishable food or toiletries to place beneath the tree.

Where: McHenry | More Info: Festival of Trees

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What to Expect:

Holiday-themed pub crawl with free trolley service.

Description:

Join the Polar Express Pub Crawl in McHenry, where participants dress in holiday pajamas and enjoy fun drink specials at various locations. A free trolley runs between stops, and all participants are entered into a raffle for exciting prizes.

Where: McHenry | More Info: Polar Express Pub Crawl

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What to Expect:

Elegant dining and live music by Felix and Fingers Dueling Pianos.

Description:

Join Options and Advocacy for a night of dinner, drinks, and dancing to celebrate their 30th anniversary. The event will feature live music by Felix and Fingers Dueling Pianos and a thrilling auction, all benefiting their ongoing programs and initiatives.

Where: McHenry | More Info: Options and Advocacy's 30th Anniversary Masquerade Ball

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