Outside of Chicago, Galena, Illinois, is the most visited place in Illinois – and for good reason. Located in the scenic hills of northwestern Illinois, Galena is a charming town packed with history and small-town charm. Perfect for a romantic getaway or anniversary celebration, this small town offers couples an unforgettable escape filled with unique places to stay, including charming Galena Bed and Breakfasts and cozy Inns. Whether you’re celebrating a special occasion or just seeking a weekend retreat, you’ll find plenty of unique and interesting things to do in Galena, IL.
Start your day off with a delicious breakfast at one of our local Bed and Breakfasts before venturing out for an afternoon of shopping in Galena’s Main Street – a lively stretch of shops, boutiques, and restaurants housed in historic 19th-century buildings. Main Street is packed with over 100 independently owned shops – you won’t find traditional chain stores or big box stores here! Spend your day wandering through these antique stores, art galleries, and specialty shops, picking up handcrafted souvenirs while enjoying the scenic backdrop of these well-preserved brick buildings.
In the afternoon, take a tour of the Ulysses S. Grant Home, one of the leading historic attractions in Galena. Here, you’ll step back in time and learn about the 18th President’s life in Illinois. From there, visit one of the other historic attractions in Galena, such as the Belvedere Mansion, or stretch your legs by hiking along the scenic Galena River Trail. The tranquil path offers breathtaking views of the steeple-dotted Galena skyline before heading out of town and through the rolling hills of the surrounding countryside.
End your day with a visit to one of the nearby wineries, like Galena Cellars Vineyard & Winery. Sip on a glass of their award-winning Norton Reserve, a bold red wine with flavors of blackberries and spice, while enjoying stunning vineyard views. When it’s time for a romantic meal out, there are plenty of Galena restaurants to choose from. From the delicious Italian-focused menu at Fried Green Tomatoes to the French and German-infused menu at Fritz and Frites, Galena boasts plenty of restaurants for every appetite.
Galena’s historic charm makes it a perfect spot for couples seeking an intimate getaway. Annual events dot the calendar, keeping every visit to Galena fresh and new. Wine lovers won’t want to miss Galena’s Nouveau Wine Weekend in November, while holiday festivities such as Galena’s Halloween Parade and Festival in October or the Night of the Living Windows and Luminaria draw visitors from across IL for a weekend of food, drink, and celebration.
Regardless of what brings you to Galena, IL, there are plenty of things to do. With its romantic charm, rich history, and variety of boutique hotels and B&Bs, Galena, IL, is the ultimate destination for a weekend getaway or a special celebration. Whether visiting to explore the local wineries, diving into the Nation’s fascinating history, or simply unwinding at a charming Bed and Breakfast, this picturesque town offers something for every couple.
The Midwest Association of Independent Inns was formed to help the discerning traveler find the best Bed and Breakfasts, Inns and Boutique Hotels. Our member properties are located throughout the Midwest with plans to welcome properties from all 13 Midwest states.
Our group of independent lodging properties looks forward to welcoming you to the Midwest.
