Take A Day To Drive And Dine Through 3 Charming, Small Towns In Illinois

Illinois has an abundance of charming, small-towns hiding around the State. These three towns are perfect for a day trip with the family. Drive through town and take in all the quaint scenery and stunning historic architecture. Afterward, stop by one of these great restaurants to grab a great meal and maybe a few drinks!

Carol M. Highsmith, Public domain, via Wikimedia Commons

Sycamore is a stunning small town that is just 60 miles from Chicago. Its adorable historic downtown is full of amazing historic buildings and Victorian houses. Sycamore's Historic Downtown has been on the National Register of Historic Places since 1978. Explore the many local shops, restaurants, and attractions this town has to offer.

202 W State St, Sycamore, IL 60178, USA

Brian Zurita/Google Local

PJ's Courthouse Tavern is a unique tavern and grille that is located inside one of Sycamore's most historic buildings. The building was built in 1871 and was originally used as a dry goods store.

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112 S Maple St, Sycamore, IL 60178, USA

Schulenburg Realty, Inc./Google Local

Nat's On Maple is a small local restaurant that specializes in comfort foods. The quaint, friendly atmosphere can't be beat.

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User:victorgrigas, CC BY-SA 3.0 , via Wikimedia Commons

Woodstock is an adorable historic town located just 51 miles from Chicago. This charming little town is listed in the National Register of Historic Places and is full of beautiful Victorian buildings. You may recognize Woodstock from the movie Groundhog Day!

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101 N Johnson St, Woodstock, IL 60098, USA

Public House of Woodstock/Facebook

The Public House of Woodstock is a local staple. This great restaurant is located in Woodstock's historic courthouse. This stunning building played an important role in the history of Woodstock.

125 E Calhoun St, Woodstock, IL 60098, USA

BBQ King Smokehouse/Facebook

The BBQ King Smokehouse serves delicious, award-winning barbeque. The entire family will love an authentic BBQ meal from this amazing smokehouse!

henrys54/Flickr

Long Grove is tucked just 35 miles away from Chicago. This quiet community and its beautiful historic buildings date back to the 1800s. You'll love Long Grove's quaint cobblestone streets, historic farming roots, and rural atmosphere.

135 Old McHenry Rd, Long Grove, IL 60047, USA

Paul Xumsai/Google Local

The Village Tavern is the oldest restaurant in continuous operation in Illinois - it's been serving patrons since 1847! The menu features a wide variety of options, and the restaurant is known for its delicious locally-sourced burgers.

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330 Old McHenry Rd, Long Grove, IL 60047, USA

Chatter Box of Long Grove/Facebook

The Chatterbox is a great local spot for dinner and a drink. It serves a wide variety of craft beers, wines, hand-crafted cocktails, and delicious food in a stunning rustic barn.

Have you been to any of these small towns or tried any of these wonderful restaurants? Which one is your favorite? Leave a comment to join the conversation!

For more options, check out these other wonderful small towns in Illinois!