If you’ve ever found yourself in an unexpected place that later became etched in your memory, you know that memorable locations often arise in the least expected settings.
The geography of the United States contains a multitude of towns and cities. While many believe the best small towns are primarily found along the East and West Coasts, that narrative has been officially disputed.
According to World Atlas, the historical village of Galena has recently been recognized as one of the best bucket-list small towns in the U.S., and it’s easy to understand why.

Galena is considered a living museum
Surprisingly, Galena has over 87% of its buildings listed on the National Register of Historic Places.
If you take a self-guided tour of Galena’s 19th-century landmarks and historic sites, including the Corwith Building, which was originally a bustling dry goods store, and the DeSoto House Hotel, which has operated since 1855 and was once visited by Abraham Lincoln.
Among the highlights of the tour is the Ulysses S. Grant Home, given to the general by the citizens of Galena in 1865, which was preserved with original furnishings and personal belongings.

Things to do in Galena, Illinois
- Tour the Old Market House, Washburne House, and Grant Park, which offer a glimpse into the town’s history.
- Visit Chestnut Mountain Resort, where you can enjoy alpine slides and chairlifts above the Mississippi River.
- Take the Galena Trolley Tour, a one-hour, non-stop tour of the city
- During the fall, make a short drive to Thunder Bay Falls, one of the region’s most stunning sights.
- Explore Red’s Iron Yard & Wholesale Barn, where you can find hidden gems and vintage pieces.
Places to dine in Galena, Illinois
- Stop by The Grape Escape, a cozy watering hole featuring live music, signature martinis, and casual bites.
- Enjoy a relaxing experience at Galena Sellers, a relaxing and scenic vineyard, and sip fermented red or white wine.
- Visit Amelia’s Under the Lamplight Dinner Theater for a fine dining experience paired with live performances.