319 Meeker St. Galena, IL 61036

815-777-3000

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The Grape Escape

Wine Tasting in Galena

Go Wine Tasting in Downtown GalenaGalena is the perfect getaway destination. It’s a town built with such historic, small town charm, and has something to offer a spectrum of visitors. Galena’s picturesque and quiet streets are filled with quaint shops and boutiques, gourmet restaurants, spas, and wineries. Even better, all of this and more is easily attainable, as Galena is only a one-tank trip from many large Midwest cities.  Throughout the year, there are a variety of events that draw wine lovers to Galena, and numerous wine bars and wineries open for wine tasting, which allows visitors to keep the drinks flowing throughout the remainder of the year.  Book your room at our beautifully renovated and award-winning Galena Bed and Breakfast, and sip your way through Galena’s best wines. Continue reading

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

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

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

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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.