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  3. Woodstock Named One of the Most Charming Towns in Illinois

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Woodstock Named One of the Most Charming Towns in Illinois

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First they called us Festive, now they’ve deemed us Charming.  Thank you to Trips to Discover for naming Woodstock as one of the 15 most charming towns in Illinois.

Find the whole list here.

Hit Play on Summer in Woodstock

Real Woodstock just dropped a sun-soaked soundtrack to carry you through the season! Our Woodstock Summer 2025 Mixed Tape is packed with feel-good tunes perfect for
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12 Illinois Towns With Unforgettable Main Streets

Guess who just made the list of 12 Illinois Towns With Unforgettable Main Streets? (Spoiler: It’s us.) Our historic Square is the real main character—charming,
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15 Charming Small Towns In Illinois That Will Make You Feel Like You’re In A Hallmark Movie

Woodstock, IL was featured in Family Destination Guide’s article about charming small towns! Check out the article below: Family Destinations Guide – 15 Charming Small
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