100 Best Midwest Small-Town Getaways | Midwest Living

100 Best Midwest Small-Town Getaways

Midwest Living editors have been visiting the region's small towns for more than 20 years. Here are our top 100 places to escape for a little shopping, sightseeing and relaxing.

Bayfield, Wisconsin

Lake Superior adventure awaits visitors to this town of 600 on the Bayfield Peninsula. Like jewels tossed into the sapphire water, the 22 Apostle Islands lie just offshore. On summer days, Bayfield's harbor is full of kayaks and tour boats going to and from the beaches, lighthouses and campsites in the legendary archipelago.

More relaxed explorers ride ferries to Madeline Island, the only inhabited Apostle, which offers shops, a renowned beach, a museum and places to eat. The shops, inns and restaurants of Bayfield look down from hills along the lake. The surrounding peninsula is marked by pay-on-your-honor berry and apple stands and an absence of chain stores. Most summer nights bring performing arts under the old-fashioned Big Top Chautauqua tent.

Bayfield, Wisconsin

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