319 Meeker St. Galena, IL 61036

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Our 10 Favorite Things to do in Galena For Spring

10 Things to do in Galena IL This Spring

There are signs of spring in the air, and we couldn’t be any more excited than we already are!  If you’re planning a visit to Galena this spring, we bet you’re looking for the ultimate guide of things to do in Galena, right? We’re here to help! And, if you’re not yet planning to visit us, then maybe it’s high time you clear those calendars and get down here!

A night at the Jail Hill Inn in historic downtown Galena is more than worth the trip. You’ll be pampered from the moment you first arrive. Beyond our doors lies the charming town of Galena, filled with great restaurants, plenty of independently-owned shops, historic venues, scenic countryside, wine tasting, a brewery, and a distillery, and so much more. Come experience this incredible destination this spring, and book your room at our Galena Bed and Breakfast today! Continue reading

Looking For the Best Weekend Getaway Near Chicago?

The Best Weekend Getaway Near Chicago is our Galena IL Bed and BreakfastIf you’re looking for the best weekend getaway near Chicago, you’ve come to the right place!  Galena has long been considered to be a top getaway destination for those in Chicago and other major cities in the Midwest, including Milwaukee, Madison, and even Minneapolis/St. Paul.  From Chicago, Galena is considered to only be a one-tank getaway, as it takes just under 3 hours to get here.

If you haven’t yet made the trek from Chicago to Galena, you’re missing out on a truly extraordinary little town, and, as it happens, the Best Galena IL Bed and Breakfast. With plenty of awards and accolades and an incredible number of 5-star reviews standing behind our name, you’ll soon see why the Jail Hill Inn is the best weekend getaway near Chicago. Book a room, and come explore this romantic piece of Illinois with us! Continue reading

10 Things You Simply Must do in Galena This Winter

10 Things to do in Galena This WinterHave you ever visited Galena during the winter? It’s a wonderful place to visit, even when there’s snow on the ground!  There are plenty of delightful things to do this winter, and we have a great guide for you. Head out on a cross country skiing adventure, explore our vibrant and historic downtown, or sit back and savor the luxurious accommodations found at our Galena Bed and Breakfast.

Galena has long-been a popular getaway destination for those living in or around the Chicago area, and these winter months should be no different. Even if you don’t love spending time outside during the winter, the chance to stay at our romantic Inn is more than worth the time it takes to get here. Your day will start with a delicious breakfast, but that definitely isn’t the end of our award-winning hospitality.  In the afternoon, join us for a delicious wine and cheese hour, along with some delicious fresh cookies, hot from the oven. Come see it for yourself, and book a room at our Galena Bed and Breakfast today. Continue reading

5 Reasons to Try Goat Yoga in Galena This Fall!

Goat Yoga in GalenaHave you heard of goat yoga? Yes, it’s a thing, and it’s catching on in Galena!  Of all the things to do this fall in Galena–and there are plenty of things to choose from!–goat yoga might be one of our new favorites. We think this fall is the perfect time to get out and meet these adorable animals and participate in this exciting new adventure in Galena.

All the traditional fun is still here, too, including shopping along Main Street, wine tasting, dining out at our delicious restaurants, enjoying a performance at P.T. Murphy’s Magic Theatre, and staying in and getting cozy at the Jail Hill Inn.  Consider this just one more thing to add to your lengthy itinerary the next time you visit us at Jail Hill Inn! Are you ready to give it a try? Book your room at our Galena Bed and Breakfast today! Continue reading

5 Intriguing Things to Do in Galena Il At Night

5 Things to do in Galena At NightHave you ever wondered what there is to do in Galena after you’ve enjoyed dinner and the shops along Main Street have mostly closed up for the night? There’s actually a surprising amount of things to do in Galena at night. From hitting up live music venues or catching a local magic show to exploring the dark (and haunted!) side of Galena, there’s plenty of fun things to do in Galena at night.  You can also dine in and enjoy the many amenities and extras available to you at Jail Hill Inn.  Whatever it is you want to do, our Inn is conveniently located within walking distance to all of it. Book your stay at our luxury Galena Bed and Breakfast today! Continue reading

10 Sensational Outdoor Adventures in Galena

Get Outdoors in Galena This SummerIf you’re looking for a quick getaway with a little adventure in the outdoors this summer, Jail Hill Inn is the place to be.  Whether you want to enjoy a leisurely day on the water, a quiet day in nature, or an adventurous day on the trails, Galena has something for everyone.  The rolling hills and rising bluffs offer plenty of breathtaking scenery to enjoy, setting the perfect stage for an unforgettable getaway. When it’s time to recover from a day of adventure in the great outdoors, the Jail Hill Inn offers the perfect respite.  Our luxury accommodations, a complimentary wine and cheese hour each afternoon, and exceptional service make our Inn the perfect choice for lodging in Galena.  Get outdoors this summer, and book your getaway 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

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

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