Category: Events and Festivals

A Book Lover's Guide to Woodstock, IL

By Cecelia Bertelsman on Apr. 17, 2026

Independent Bookstore Day – April 26 Imagine a dew-kissed Spring morning in Woodstock, Illinois on the Historic Square...the kind where the birds are chirping, a sweet latte in hand and the only thing on your agenda is a quiet stroll through towering bookshelves of local shops. This carefree start…

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Tips for Your First Groundhog Day in Woodstock, IL

By Heather Arnold on Jan. 12, 2026

Welcome to Woodstock, where February 2 isn’t just a date, it’s a full-blown experience worth repeating. If it feels like déjà vu, you’re doing it right. The 1993 cult classic Groundhog Day was filmed right here, and every year Woodstock turns that movie magic into a weekend-long celebration filled…

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Reliving Movie Magic at the Cherry Tree Inn Bed & Breakfast in Woodstock, IL

By Maddy Neubauer on Jan. 07, 2025

When it comes to charming getaways, the Cherry Tree Inn Bed & Breakfast in Woodstock, Illinois, is a destination that effortlessly blends history, hospitality, and Hollywood magic. Nestled in the heart of this picturesque Midwestern town, the inn has gained international fame as a key filming…

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Experience the Magic of Winter in Woodstock, Illinois: Holiday Lights, Festivities, and Local Charm

By Maddy Neubauer on Nov. 07, 2024

With tens-of-thousands of lights and classic charm, Woodstock makes a great winter destination! Here's how you can spend your visit: Holiday Lights & Festivals: Start your holiday experience with the Lighting of the Square on the Friday after Thanksgiving. The historic Woodstock Square is…

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Celebrate Groundhog Day in Woodstock, IL as experienced by Olio

By Real Woodstock on Mar. 08, 2023

Woodstock hosted travel writer and Goundhog fan Megan from Olio this past Groundhog Days Festival and we wanted to share her insights to our favorite holiday! Gobbler’s Knob in Punxsutawney, Pennsylvania garners a lot of the Groundhog Day fanfare. But lovers of the 1993 cult classic Groundhog Day…

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Town in 'Groundhog Day' celebrates movie's 30th anniversary

By Real Woodstock on Feb. 02, 2023

Town in 'Groundhog Day' celebrates movie's 30th anniversary The city of Woodstock, Illinois, is celebrating the 30th anniversary of the classic Bill Murray comedy “Groundhog Day” which was filmed in the small town that is proud of its place in Hollywood history. NBC’s Maggie Vespa reports for TODAY…

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‘Today’ show to stop in Woodstock on Friday for Christmas segment

By Real Woodstock on Dec. 07, 2022

‘Today’ show to stop in Woodstock on Friday for Christmas segment Public is invited, with coffee, hot chocolate, doughnuts to be served By James T. Norman | of Shaw Media - Northwest Herald December 07, 2022 at 3:00 pm CST Some of the ten thousand lights shine during the Lighting of the…

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Woodstock PrideFest is One of the Best, according to Enjoy Illinios

By Real Woodstock on Jun. 02, 2022

All over the world, Pride celebrations take place throughout June, which is known as Pride Month. Since the start of the modern LGBTQ+ liberation movement—following the Stonewall Riots in 1969— hundreds of independent Pride events have sprung up in cities worldwide, each distinctly tied in some way…

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Real Woodstock premieres the Self Guided Groundhog Days Walking Tour video

By Real Woodstock on Jan. 25, 2021

Real Woodstock, the Woodstock Area Chamber of Commerce and Industry, and the Woodstock Groundhog Day Committee announce the launch of the Woodstock Groundhog Day Self Guided Walking Tour Video, narrated by location manager Bob Hudgins. For many years, longtime members of the Woodstock Groundhog Day…

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Beyond The Backlot Groundhog Day Episode hits the web

By Real Woodstock on Jan. 14, 2021

YouTube Channel BEYOND THE BACKLOT, a show that travels to iconic filming locations, retraced the steps of Bill Murray and Harold Ramis in Woodstock, Ill. for GROUNDHOG DAY (1993). Host Curtis Templeton and a crew of five visited the movie's memorable spots -- including Woodstock Square (Gobbler's…

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