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Escape Chicago's urban bustle for Saugatuck (the Great Lakes' answer to Cape Cod's Provincetown), hike in the Garden of the Gods, or pick up a few antiques from charming Galena – all are easily doable as Day Trips.

Day Trips from Chicago


This charming hill country town is packed with restaurants, shops, wine bars, and artisan stores. The nearby Chestnut Mountain Ski Resort is proof that Illinois isn't all pancake-flat prairie.

160 miles west of Chicago, IL,
Tags: family | golf | outdoors | day trip

Long Grove

This perfectly preserved 19th-century village may look a little ersatz in places, but over 80 shops, restaurants and galleries await and chocolate goodies at the Long Grove Confectionery still make visitors swoon.

35 miles northwest of Chicago, IL,
Tags: family | historic | day trip | antiques


Pabst-Blue Ribbon, Laverne & Shirley, and a proud German-American heritage have kept this blue-collar city in the spotlight. Summerfest, the Milwaukee Art Museum, and irrepressibly charming neighborhoods are worth the short drive.

90 miles north of Chicago, WI,
Tags: family | culture | day trip

Saugatuck and Douglas

Families, couples and, increasingly, the gay community seek respite at these two hip harbor towns nestled on Michigan’s scenic western shores.

150 miles northeast of Chicago, MI,
Tags: beach | gay and lesbian | historic | day trip

Shawnee National Forest

The 200-million-year-old Garden of the Gods is the star attraction at this sprawling national park where picnicking, hiking, camping and fishing make for the perfect pastoral detour.

375 miles south of Chicago, IL,
Tags: hiking | day trip | fishing | national park

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