319 Meeker St. Galena, IL 61036

815-777-3000

RESERVATIONS

Galena

Winter Activities to Enjoy in Galena

Winter Activities to Enjoy in Galena, IllinoisWhether you’re looking for a little outdoor recreation, or the perfect excuse to curl up and get cozy with the one you love, there are plenty of reasons to visit Galena this winter.  During the snowy winter months, Galena transforms into a picturesque wonderland, complete with snow-covered hills and valleys and charming old-world architecture.  Winter activities are plentiful in Galena, ranging from skiing, snowboarding, and sleigh rides, to candlelit hikes and romantic dinners.  With far less crowds than the rest of the year, winter is arguably one of the best times to plan a getaway to our luxurious Bed and Breakfast in downtown Galena.  Book your stay with us today! Continue reading

Experience the Holiday Season in Galena

Holiday season in Galena, IllinoisAt the Jail Hill Inn, we are busy getting ready to celebrate our first holiday season open to the public.  Next week, families will gather around their traditional holiday tables, and so begins a month-long celebration of joy and giving.  We are excited for all of the possibilities this brings us, as we get ready to celebrate with our guests. With a wide variety of shopping and holiday festivities to enjoy, there’s no better place to unwrap new holiday memories than on the charming town of Galena, Illinois.  Whether you choose to join us for some holiday shopping, dazzling light displays, time away from the chaotic stress of the holidays, or other fun holiday-themed activities, you’ll find nothing but joy and merriment in Galena throughout the upcoming holiday season. To get started on your getaway, book a room at our exquisite Bed and Breakfast today.  Continue reading

10 Ways to Enjoy a Romantic Getaway in Galena

Romantic Getaway Galena, IllinoisThese crisp, fall months practically beg for us to curl up indoors, hidden away from the harsh elements outside.  It’s the perfect time to curl up with someone special and focus on romance.  In the Midwest, there’s one romantic getaway destination that outshines the rest.  Galena, a charming small town not too far away from the Midwest’s big city centers, imbues a sense of romance around every street corner and in every restaurant and shop.  Spend your days browsing the towns historic buildings or boutique shops in downtown Galena, sipping wine at regional wineries, and taking in the magnificent scenery.  No matter how you choose to spend your time, there’s no better place to spend a romantic getaway in Galena than at our luxurious Bed and Breakfast. Continue reading

Plan the Best Romantic Getaway This Summer

Romantic Getaway Galena, IllinoisWhen people in the Midwest look for a romantic getaway destination, Galena is often the go-to place. Couples all across the Midwest are discovering Galena’s small town, romantic charm.  There is no doubt that love is in the air in Galena, a town practically built for the romantic in all of us. Galena is easily accessible, too, considered a “one-tank” getaway destination from several major cities, including Chicago & Milwaukee.  Book your room at our newly renovated, luxury Bed and Breakfast, and experience the romance of Galena this summer.

Continue reading

5 Summer Activities to Enjoy in Galena

Summer Activities GalenaAnother warm and adventurous summer is knocking on our door, marking the time of year when everyone seems ready to get outside. For years, the charming town Galena has been winning awards for being one of the best small towns in America. To us, this comes as no surprise.  Galena is a region marked by its gorgeous rolling and rugged terrain, known for unbeatable opportunities for outdoor adventure. Here, you’ll find a rich sense of history, plenty of land and water trails to explore and an incredible variety of other fun summer activities to choose from.  Located just a few short hours from many major metropolitan areas, there truly is no better place to be this summer than Galena.  Book your room at our historic Bed and Breakfast, and experience the charming spirit of this small town firsthand.

Continue reading

Discover History in Galena

Galena History Galena is the perfect getaway destination for a variety of people in the midwest.  It’s just one tank of gas away from many of the midwest’s large urban areas, yet it feels distinctly different.  More than that, Galena is a fascinating destination with a distinctive history and an interesting variety of things to see and do.  Located in historic Jo Daviess County, Galena is the perfect place for history lovers to spend a few days.  There’s no better time to explore Galena than this spring during one of the biggest Civil War events, the annual US Grant Pilgrimage weekend.  Our historic Inn, formerly the county jail, has recently been renovated into a modern and luxurious Bed and Breakfast, making it the perfect place to end your days in Galena.  Book your room with us today so you can getaway to Galena this spring. Continue reading

Scroll to top

Concerned about COVID-19 and travel?