319 Meeker St. Galena, IL 61036

815-777-3000

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These are Galena’s Best Restaurants to Try in 2019

Top Restaurants to Try in Galena in 2019Though it’s certainly hard to believe with all of the snow and cold weather we’ve had lately, spring really isn’t too far away. That means it’s time to plan for all of those spring and even summer getaways.  With all of the wonderful press and positive news coming from Jail Hill Inn lately about being rated Trip Advisor’s #1 Bed and Breakfast in the Country, we’ve had an incredible surge in advanced bookings. Our most popular spring, summer, and even fall weekends are starting to book up, and we’re even seeing an increase in midweek bookings.  When you visit us, you’ll find there are plenty of exciting activities to enjoy, charming shops to explore, and a variety of delicious restaurants to savor. Relax in our comfortable accommodations, and discover the best of Galena this spring or summer. Book your room at our luxury Bed and Breakfast today! Continue reading

Our Galena Bed and Breakfast is the Perfect Fall Getaway

Fall Getaway at our Galena Bed and BreakfastSummers in Galena are filled with plenty of fun and adventure, but it’s time to start turning our attention to the upcoming fall months. With schools in or nearly in session across the country, many parents and caregivers are finding themselves thrust back into the hectic pace of day-to-day life.  So this fall, treat yourself or your loved ones to something special, and come spend a few blissful nights at our award-winning Bed and Breakfast in the historic, beautiful town of Galena.  Fall in Galena is simply magical, as the colors of the surrounding hillsides transform from green to the signature golden, fiery hues of autumn. When you stay at our luxury Galena Bed and Breakfast, you’re part of our family.  Come see what makes us different than our competitors.  Book your room at the Jail Hill Inn today. Continue reading

Plan the Best Romantic Getaway to Galena

romantic getaway in Galena, IllinoisDo you find yourself dreaming of a relaxing and romantic getaway, to help pass the time during these cold winter months? Valentine’s Day is just around the corner, so we can think of no better time to plan a romantic getaway than right now.  We have the perfect place in mind for you, too.  Our luxury Bed and Breakfast, just off Main Street in Galena, is the top choice for romantic lodging.  Let us do all the work for you, so you can spend your time relaxing and focusing on enjoying your time together.  Romance is our business, and no one does it better.  Book a romantic getaway with us this winter, and enjoy a restful stay at Galena’s top Bed and Breakfast.  Continue reading

A Romantic Valentines Weekend in Galena

Romantic Valentines Day in GalenaValentines Day is just around the corner, and love is in the air.  Can you feel it?  Even though Valentines Day is technically on a Tuesday this year, there’s nothing wrong with turning up the romance the weekend before or after.  We are booking up quickly, but there’s still a couple of rooms left.  It’s time to let your inner romantic shine! Whether you love the opportunity to be at your most romantic, or dread doing the same old thing year after year, why not look beyond the traditional chocolates and flowers this year?  Instead, make your Valentines Day a meaningful one, and carve out some intimate time for you and your sweetheart.  The Jail Hill Inn is now the #1 ranked Bed and Breakfast in Galena, and for good reason.  There’s no place more luxurious or romantic to stay this Valentines Day.  Book your room at the Jail Hill Inn today! Continue reading

A Magical Winter Getaway in Galena

Winter Getaway in GalenaCountless couples over the years have been witness to the magical ambiance of Galena in the Winter time.  There is truly something special about it here. Glistening white snow covers the ground, old-world architecture stands stately, couples stroll hand and hand through our picturesque winter wonderland, and cozy fires are ablaze in businesses and homes around town.  Guests from all over come for skiing, snowboarding, sleigh rides, candlelit hikes, and romantic dinners.  What’s more, Galena offers an incredible range of shops, art galleries, spas, and live entertainment to fill your days and nights.  The offseason is special, and Valentine’s Day is coming up just around the corner.  The Jail Hill Inn still has some availability for the surrounding weekends, but we will soon sell out.  Book your getaway now, and see why we say you’ll always want to return, and you’ll never want to leave. Continue reading

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

5 Delicious Galena Restaurants

Romantic Getaway, enjoy Galena RestaurantsThough it’s certainly hard to believe, Labor Day is just around the corner and another summer is coming to a close in the beautiful town of Galena.  Soon, we’ll be looking for beautiful fall foliage and bracing for another winter.  But, in Galena, any time of year is a wonderful time to getaway.  Galena, located not too far from some of the Midwest’s largest cities, is the perfect place to escape from it all.  There are plenty of exciting activities to enjoy, charming stores to shop, and delicious restaurants to savor. Relax in our comfortable accommodations, and discover the best of Galena this summer. Book your room today! 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.

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Jail Hill Inn Bed and Breakfast in Galena Wins Top TripAdvisor Award

Jail Hill Inn has been named the #1 Bed and Breakfast in the United States and #2 in the world by TripAdvisor.