Love historic charm, rolling hills, and peaceful getaways? Then let me introduce you to Galena. Tucked into northwest Illinois near the Mississippi River, Galena feels like a step back in time—in the best way. The 19th-century architecture, charming shops, and welcoming atmosphere make it one of my favorite places to unwind. Whether I’m wandering the historic streets, learning about Ulysses S. Grant, or just taking in the scenery, this little town always leaves me smiling.
Best Time to Visit
I’ve been to Galena in every season, and honestly, each one has its perks. April through October is probably your best bet if you want to enjoy warm weather for shopping, hiking, or sipping wine on a patio. Summer’s lively, and fall? Absolutely stunning. The rolling hills light up with colorful foliage, and the harvest festivals make the whole town feel festive. Winter is quieter but still magical—think twinkling lights, cozy inns, and hot cocoa by the fireplace.
How to Get There
- By Car: I usually drive in on U.S. Route 20—Galena is about 3 hours from Chicago and only 30 minutes from Dubuque, Iowa. It’s a scenic trip, especially as you get into the hills.
- By Air: If you’re flying, Dubuque Regional Airport (DBQ) is the closest option and super convenient. If you’re coming from farther away, Chicago O'Hare (ORD) is the nearest major airport—just expect a longer drive (about 3.5 hours).
- By Bus: Bus service is limited, and in my experience, having your own car makes it easier to explore the shops, trails, and wineries nearby.
Where to Stay
- Jail Hill Inn – I stayed here for a birthday weekend once, and it was unforgettable. This former jail-turned-luxury B&B is one of the most unique places I’ve ever stayed. The rooms are stunning, and the gourmet breakfast? Worth waking up early for.
- Irish Cottage Inn & Suites – For something cozy with a bit of character, I always recommend this spot. The pub downstairs has great comfort food, and you can even book a spa treatment after a day of exploring.
- DeSoto House Hotel – If you love history, this is your place. President Lincoln once spoke here! It’s right in the middle of downtown, which makes it easy to walk to shops, restaurants, and historic sites. The old-world charm is real—but the rooms have all the modern touches you’ll want.
Top Attractions in Galena, Illinois
Ulysses S. Grant Home - Explore a preserved historic home and admire Civil War-era artifacts.
Galena - Jo Daviess County Historical Society - Discover fascinating local history and engaging exhibits.
Chestnut Mountain Resort - Enjoy exciting skiing, scenic views, and year-round outdoor adventures.
The Elihu B. Washburne House - Visit a historic landmark and explore 19th-century political history.
Old Market House - Walk through a restored 1845 building and discover local heritage.
P.T. Murphy Magic Theater - Experience an intimate, exciting magic show filled with surprises.
Casper Bluff Land and Water Reserve - Walk along scenic trails and admire ancient Native American mounds.
Linmar Gardens - Stroll through lush gardens and enjoy peaceful, artistic surroundings.
West Street Sculpture Park - Explore unusual outdoor sculptures and admire creative artwork.
In Summary...
(and if you want to revisit my photo journey)