319 Meeker St. Galena, IL 61036

815-777-3000

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10 Things To Do in Galena in 2019

10 Things to do in Galena in 2019It’s hard to believe sometimes, but after just over 3 years in business, Jail Hill Inn has seen incredible success.  We were named Business of the Year by the Galena Chamber of Commerce, we earned a near-perfect score from Select Registry, and perhaps better yet, TripAdvisor named us the #1 Bed and Breakfast in the United States, and the #2 Bed and Breakfast in the world. Those are all incredible honors, and it has earned us quite a bit of positive press in local and regional media outlets. We’re so grateful for all of our guests over the years that have made this possible, and who continue to stay with us at our Galena Bed and Breakfast. We truly wouldn’t be here without you!  But, that also means we’re seeing a lot of recent reservations, and rooms are booking up quickly both now and into the summer and fall of 2019, especially on those busy and coveted weekends.  If you want to getaway to Jail Hill Inn in 2019, you should consider booking your getaways now, and taking advantage of our availability while we still have it.  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

Explore the Galena River Trail

Galena River TrailThere are so many great things to love about the charming getaway town of Galena.  The town is home to a variety of unique shopping and attractions, delicious wineries and restaurants, and an abundance of outdoor spaces and activities to enjoy.  Better yet, most of Galena’s top attractions are located within easy walking distance from the Jail Hill Inn, making this the perfect getaway destination. In fact, one of our favorite things about Galena is the Galena River Trail, which can be accessed within minutes of leaving our Inn. From there, Galena’s beautiful countryside is yours to explore. All you need to do is book your room at the Jail Hill Inn Bed and Breakfast. Continue reading

Browse Main Street in Downtown Galena

Main Street in Downtown Galena, IllinoisThough Galena is a lively four-season destination, there’s no doubt that things are starting to pick up here in Galena, as we head into the final stretch of spring and onto summer.  The summer months are packed with plenty of fun activities and events. Whether it’s getting outside for a hike, paddling down the picturesque Galena River, shopping along Main Street, celebrating at festivals, or sampling delicious wines, Galena truly is a town that has it all.  It’s no wonder Galena has consistently been ranked as a top getaway destination. Whatever it is you want to do, you won’t find better accommodations than those at Jail Hill Inn, downtown Galena’s newest luxury Bed and Breakfast. Book your summer getaway with us today! Continue reading

Summer at Chestnut Mountain Resort

Chestnut Mountain Adventures Near Galena, IllinoisThe quaint town of Galena is one of the top getaway destinations in the Midwest.  It’s a short drive away from major cities like Chicago and Milwaukee, and it offers plenty to see and do for a variety of travelers.  Galena’s charm, which brings back guests for repeated visits over the years, stems from it’s historic feel.  It’s as if the town was frozen somewhere in the 1800’s.  With that historically charming feel though, comes a town fit for modern travelers.  Here, you’ll find fun tours, picturesque scenery, lots of outdoor recreation at places like Chestnut Mountain Resort, breweries, distilleries, and wineries, and incredible shopping along Downtown Galena’s Main Street.  Step back in time with us and experience the magic of Galena this summer.  Book your room at our recently renovated and luxurious Bed and Breakfast, currently rated as the best lodging property in all of Galena.   Continue reading

Wine and Hot Air Balloons: Two Great Events in Galena

Summer Events in Galena, IllinoisAs we head into the warmer summer months, things are starting to heat up here in Galena–both literally and figuratively.  The summer months are packed with plenty of fun activities and events.  Whether it’s getting outside for a hike, paddling down the picturesque Galena River, shopping along Main Street, celebrating at festivals, or sampling delicious wines, Galena truly is a town that has it all.  This June you can soar to new heights in a hot air balloon, or stay on the ground and sample the finest food and wine around.  Whatever it is you want to do, you won’t find better accommodations than those at Jail Hill Inn, downtown Galena’s newest luxury Bed and Breakfast. Book your summer getaway with us today! Continue reading

Spring on the Great River Road

Great River Road near GalenaIf you’ve yet to experience the incredible and unique beauty along the Great River Road, then now is the time to get here. Wanderlust Travel Magazine’s February issue has listed this spectacular destination, which passes near Galena, as one of the “Top 50 Trips” for 2017. Along the Great River Road, you can expect to see breathtaking views of the Mississippi River, majestic bluffs and landscapes, and an incredible array of birds and other inhabitants who make a living along nature’s most famous highway.  Book your room at our luxurious Galena Bed and Breakfast today, so you can come explore one of the most beautiful sections of the Great River Road near Galena this spring. 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

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

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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.