Galena's Main Street
Main Street, Galena, IL 61036
Historic Main Streets
Galena's Main Street boasts half a mile of more than 125 independently owned shops and restaurants, one door after another.
From candy and ice cream shops to spas, wine tasting and amazing dining options, this experience is downright surreal because it all happens along a 1800s street with original buildings and no bland or routine ‘brand’ shops. These shops are as diverse as the architecture and sights that can be seen while enjoying this easy walking environment. Visitors to the Helluva Half Mile in Galena, get the amazing experience but still have energy left at the end of the day to enjoy the unique restaurants and nightlife that is found mingled amongst the shops.
What's happening nearby...

Galena 5k Stair Challenge
Sep 13 @ 9AM
The Galena 5K Stair Challenge, hosted by The Galena Area EMS District, Galena Police Department, and Galena Fire Department, is an annual event honoring heroes of…
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Galena Historical Society's 31st Annual Cemetery Walk
Greenwood Cemetery • Sep 13 – Sep 14 @ 1PM
Performers of the Cemetery Walk will be exploring the rugged lives of early settlers, sharing stories of prosperity and the challenges of intersecting cultures, politics, war and…
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Galena Cellars Annual Fall Harvest Festival
Galena Cellars Vineyard & Winery • Sep 27 @ 11AM
Join Galena Cellars as they celebrate the 2025 Harvest! The 15th Annual Fall Harvest & Art Festival will take place at the Galena Cellars Vineyard.
Read more about Galena Cellars Annual Fall Harvest FestivalYou might also be interested...

Simply Elegant Boutique
Galena
Simply Elegant Boutique & Home is located in beautiful Galena, IL and offers a wide selection of women's clothing, accessories and home furnishings.
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Galena River Wine & Cheese
Galena
Located at the south end of Main Street just inside the flood gates, Galena River Wine and Cheese is housed in one of Galena’s oldest commercial…
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Poopsie's Gifts & Toys
Galena
Poopsie's has something for everyone and what you will find is always Beyond the Ordinary!
Read more about Poopsie's Gifts & Toys