319 Meeker St. Galena, IL 61036

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Galena Getaways

Traveling from Chicago to Galena? Here are 11 Things to Do on the Way!

Road Trip from Chicago to Galena This FallWe love a good road trip. Are you ready to make the road trip from Chicago to Galena? We have the perfect guide for you!

Summers in Galena are filled with plenty of fun and adventure, and this summer has been no exception. There’s still plenty of time to get here and enjoy the best of Galena with us this summer, whether it’s biking down the Galena River Trail, kayaking on the river itself, shopping along Galena’s Main Street, or relaxing and enjoying the warm weather on our private patio.  But really, now is the perfect time to plan your fall getaway to the beautiful, rural town of Galena. Galena is only a one-tank road trip from Chicago, and there’s plenty to see and do as you make your way from Chicago to Galena.  Getting here is half the fun. Get started on your adventure, and book a room at our luxury Bed and Breakfast in Galena today. Continue reading

8 Upcoming Events to Plan for in Galena for 2019

8 Upcoming Events to Plan for in GalenaIf you love to plan for upcoming events, we have 8 perfect ones to plan for in the historic town of Galena! Galena is situated in the beautiful Driftless region of Illinois, surrounded by lush rolling hills and breathtaking scenery. Located about 3 hours away from Chicago, Milwaukee, and Des Moines, it’s the perfect one-tank getaway destination for many in the Midwest.  This is part of what makes Galena such a popular vacation destination, but location is not everything. Galena also happens to be an incredibly charming, historic town, with a variety of delightful shops to explore, restaurants to savor, and activities to keep you busy.  The city is home to fewer than 3,500 residents, but this beautiful and charming little town attracts more than a million guests each year with a full events calendar and plenty of attractions. It really is like no where else in Illinois, and once you discover it, we have no doubt you’ll keep coming back again and again. Come experience a luxurious slice of Galena, and stay at our restored Bed and Breakfast, recently voted as the #1 Bed and Breakfast in the country, and #2 in the world. Continue reading

10 Ridiculously Fun Things To Do in Galena in 2019

10 Things to do in Galena in 2019Are you looking for a fun getaway destination? Look no further!  We love our little town of Galena and have some great ideas for all the fun things to do in galena this year, topped off, of course, with a stay at our luxury Bed and Breakfast.

It’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 get away 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

Plan Now to Visit our Galena Bed and Breakfast in 2019!

Book Early and Book Often for popular weekends and events at our Galena Bed and BreakfastIt’s hard to believe that not only is 2019 here, but that January is nearing an end. 2018 was a wonderful year of business for us at Jail Hill Inn, and was capped off earlier this month when TripAdvisor’s Traveler Choice Awards were announced.  Jail Hill Inn has been recognized as the winner in the Inns/B&B category of the 2019 TripAdvisor Travelers’ Choice®awards for Hotels, ranking #1 out of 25 in the United States, and #2 in the World! Travelers’ Choice award winners generally reflect remarkable service, value, and quality. In the 3 short years since opening our doors, we have been so honored by a number of designations. Our guests, family, and friends are the most critical part of this exciting award, as we would not be here without you. Thank you for your continued loyalty to Jail Hill Inn!  As we look forward to another successful year making connections with our guests in 2019, we urge you to plan your getaways to Galena well in advance. Book early, and book often! Continue reading

Jail Hill Inn Wins Top Distinctions in 2018!

Jail Hill Inn Business of the Year in Galena and top-rated Select Registry Inn of 2018As we enter into the final few days of 2018, we can’t help but look back at what a wonderful year 2018 has been for Jail Hill Inn. All of the hard work that goes into running the Inn behind the scenes is always worth it when we make connections with our guests, both old and new. But it’s also nice to earn recognition from the business industry, and this year Jail Hill Inn is the proud recipient of two incredible distinctions: Business of the Year from the Galena Chamber of Commerce, and the top score from Select Registry.  We’ll talk about each of these distinctions and what they mean for us at Jail Hill Inn below, but before we do that, we’d like to invite you once again to come stay at our luxury property in beautiful Galena. Treat yourself to something extraordinary in 2019. Book a room at our Galena Bed and Breakfast today! Continue reading

Holiday Gift Ideas from Jail Hill Inn

Holiday Gift Ideas From Jail Hill InnAs we head into the week of Thanksgiving, the upcoming holidays are on the hearts and minds of people around the country. It’s the time of year when we start thinking of gift ideas for those we love the most. Selecting gifts is a special process, and one that often requires a bit of thoughtful insight. This year, why not choose something personalized and meaningful? Jail Hill Inn offers a variety of specialized merchandise to remind you of special moments spent at our Inn. Or perhaps gift them with time itself, and purchase a gift certificate for an upcoming getaway to our Inn. Jail Hill Inn, located just off Main Street in Galena, is the perfect place to unwind, relax, and enjoy a quiet and delightful getaway.  Make someone’s holiday extra special this year, and show them just how much they mean to you with these great gift ideas. Purchase a Gift Certificate to our Galena Bed and Breakfast today, or call us 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

Babymoon in Galena!

Babymoon at Jail Hill Inn in Galena, IllinoisRecently, we had two different couples come to the Jail Hill Inn to celebrate a babymoon, before the impending arrival of their baby.  They told us they were taking the time to “babymoon” before the baby arrives, and enjoying one final chance, at least for a while, to spend time just the two of them. We think that’s a spectacular idea, and Galena just so happens to be an easy-to-get-to and wonderfully romantic town to spend a few days in. Book your room at Jail Hill Inn, Galena’s top-rated Bed and Breakfast, and let us help you relax before the arrival of your newest family member! Continue reading

A Bed and Breakfast, or a Vacation Rental?

Jail Hill Inn Bed and Breakfast in Galena, IllinoisStaying at vacation rentals such as AirBnB or VRBO have become an increasingly popular option for travelers.  While there are certainly circumstances where these types of vacation rentals can be ideal, the next time you want to visit Galena, try staying at our traditional Bed and Breakfast instead. Staying at a local Bed and Breakfast will give you a truly distinctive experience that is reflective of your destination. Let us show you how great a stay at a Bed and Breakfast can be. Book your next vacation at our luxury Bed and Breakfast in the charming and beautiful town of Galena, Illinois.   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

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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.