Things To Do In Galena IL 2026

There are many things to do in Galena, IL, especially as we celebrate the town’s historic Bicentennial in 2026! Marking 200 years since it was officially named, Galena is hosting a year-round celebration. As the 2nd largest tourist destination in Illinois after Chicago, it offers incredible 19th-century architecture, thrilling outdoor activities, unique shopping, dining, and endless charm.

Historic Main Street Shopping & Dining

Take a stroll down Galena’s famed curved Main Street, lined with more than 125 independently owned boutiques, art galleries, and restaurants. The 1850s red-brick buildings will transport you back in time as you shop for antiques, local crafts, and delicious fudge.

Outdoor Activities

Galena is located in the Driftless Region of Illinois, meaning it features rolling hills and beautiful, untouched scenery.

1. Rent electric bikes from Nuts Outdoors and tour the town of Galena or head out on The Galena River Trail and down to the Mississippi River. Stop and explore the wildlife areas that overlook the Mississippi River and find some great views.
2. Rent a Kayak and explore the Galena River on a hot day.
3. Take a ride out to Chestnut Mountain Resort! Rent ebikes from Nuts Outdoors, cruise down the Galena River Trail, and you can even take the ski lift up the mountain with your bikes. It’s a 4-season destination featuring an alpine slide and the Soaring Eagle Zipline in the summer.

Wineries, Breweries, & Distilleries

Relax and unwind at the end of the day with Galena’s thriving local craft beverage scene.

1. Spend an afternoon at Galena Cellars Vineyard. You can rent ebikes from Nuts Outdoors to make the scenic ride out to the vineyard, sipping award-winning wine on their gorgeous outdoor patio while enjoying local live music before riding back!
2. Stop by the Galena Brewing Company on Main Street for local craft beer on tap and great pub food.
3. Take a tour and taste premium spirits at Blaum Bros. Distilling Co., located right in town.

Unique Experiences & Historic Tours

1. Soar in a Hot Air Balloon: See the Driftless Region from above with Galena On The Fly. There is no better way to catch a golden hour sunset over the lush green river valleys.
2. Visit the Old Market House: Dive into local history at the Old Market House State Historic Site. Built in 1845, it served as the center of city commerce and now offers fascinating exhibits on Galena’s early days.
3. Tour the home of President Ulysses S. Grant. Originally the President’s home his Mansion is now open for tours.
4. Take a private tour of The Belvedere Mansion and Gardens. This is an astonishing Mansion with lots of decorations and pieces of interest.

Accommodations

1. We recommend renting one of the beautiful local AirBNB’s. Properties such as the Limestone Loft in downtown Galena or Decked Out Home in The Galena Territory make great weekend escapes from the city.
2. Stay at a Bed & Breakfast. Great for couples, Bed & Breakfasts like The Farmer’s Guest House offer unique experiences and amazing cuisine.