319 Meeker St. Galena, IL 61036

815-777-3000

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Downtown Galena

Get Outside and Enjoy Some Hiking in Galena IL This Spring

Join us this spring and enjoy some of the best hiking in Galena ILAs spring draws closer, we’re excited about all of the opportunities that await us outside, including getting out to the parks and nature preserves for some of the best hiking in Galena IL!  We love all things spring, from the colorful bursts of color peeking out from the ground and the buds on the trees to the general buzz around town as we gear up for another busy season in bustling Galena!

Moreover, while we’re still dealing with the COVID-19 pandemic, there’s nothing better than enjoying a spring getaway in a place where you can enjoy plenty of social distancing and recreation outdoors! If you’re still looking for someplace that will afford you this relaxing and safe chance of pace, look no further than our Galena Bed and Breakfast.  Jail Hill Inn offers guests 6 luxurious guest suites in which to relax and enjoy the time away.  We’ll spoil you with a delicious breakfast, plenty of treats throughout the day, and a wonderful array of amenities in the suites to use at your pleasure.

Just a few steps beyond our doors is downtown Galena, filled with a wonderful variety of restaurants, shops, and attractions to explore.  You can also reach the Galena River Trail from here, which follows the Scenic Galena River and is an excellent place for biking and hiking in Galena IL.  It’s not the only place for hiking in Galena IL, though.  Book a room at our #1-rated Galena Bed and Breakfast this spring, and come hit the trails and enjoy a relaxing spring getaway with us! Continue reading

Birdwatching on the Great River Road Near Galena, IL

Beautiful view of the Mississippi River along the Great River Road Near Galena ILSpring really isn’t too far away, and we find ourselves looking forward to all of the opportunities that come with this warmer change in weather, including birdwatching along the Great River Road. Aside from the beautiful colors popping up from their dormant state over the winter, one of our favorite things about spring is the birds as they flit to and from our feeders around the Inn, and move their way back north after a winter in warmer southern climates.

The Great River Road, which parallels the Mississippi River, isn’t too far from our Galena Bed and Breakfast, either, making us the perfect place for avid birding enthusiasts to stay. Though birdwatching can be exceptional along the Great River Road, that’s not the only reason to explore this scenic stretch of highway. The Great River Road also offers a wonderful connection between the smaller towns of Illinois, like Galena, giving visitors an unparalleled opportunity to explore these quaint communities as they go. When it comes to Galena, in particular, there’s so much to see and do that you’ll want to give yourself a few days to really explore.

Our Galena Bed and Breakfast offers upscale, luxury accommodations just off Main Street, and within walking distance to all of the shops, restaurants, and attractions in downtown Galena. You deserve a getaway this spring.  It’s time to book a room at our Galena Bed and Breakfast before this opportunity passes you by! Continue reading

Is the Trip From Chicago to Galena Worth It?

Enjoy the Trip from Chicago to GalenaChicago is the nearest big city to Galena, and it only takes about 3 hours to get from Chicago to Galena.  Even so, you might be asking yourself if it’s worth making the trek from Chicago to Galena.  The answer to that is a resounding yes.  Of course, we think the opportunity to visit our Galena Bed and Breakfast is more than worth the effort, but visiting us is about so much more than the luxury accommodations you’ll find once you’re here; it’s also about this incredible, historic town that you’ll get to enjoy once here.

Galena is steeped in history, and it’s hard to get a sense of appreciation for it from afar. Dating back to its earliest days as a mining town, and later as the home of famed U.S President Ulysses S. Grant, there is much to see, do, and experience once here.  And, just as with any great road trip, the journey to get from Chicago to Galena is a beautiful one and is filled with plenty of small towns and picturesque vistas to enjoy along the way. What are you waiting for? Hop in the car, and head on out to Galena. Just make sure you have reservations at the incredible Jail Hill Inn before you go! Continue reading

Downtown Galena is the #1 Place for Holiday Shopping

holiday shopping in downtown galena near our Bed and Breakfast in IllinoisNovember is officially here, and that means many of us around the country are gearing up for the holiday season ahead.  If you’re coming to Galena sometime in the next couple of months, you’ll find that downtown Galena is the perfect place to unwrap a little holiday magic and get a jump start on your holiday shopping. Main Street in Galena is lined with more than 100 unique and independently owned boutiques and is the perfect place to find fantastic gifts for everyone on your list.

And, of course, while you’re here, let us take care of you at the #1 Rated Galena Bed and Breakfast, Jail Hill Inn.  From the moment you arrive at our doorstep, you’ll see and feel the difference!  We offer luxurious guest rooms and amenities that go far beyond what you’ll find at other properties and hotel chains.  Every detail of your stay, from start to finish, is thoughtfully planned out to ensure maximum enjoyment.  Plus, we’ll soon be decorated for the holidays and ready to celebrate this festive season with you!

Holiday shopping in downtown Galena is something we look forward to every year.  Come join us this season, and help up support all of these incredible business owners that make Galena the wonderful getaway destination that it is! Book your room at our Galena Bed and Breakfast today. Continue reading

What’s New at Galena Restaurants This Fall

5 of our Favorite Galena Bed and Breakfasts to Try This Winter

We’re avid supporters of local businesses, including our incredible slate of Galena IL Restaurants.  These small businesses are the backbone of our local economy and support those of us in the tourism sector by providing exceptional things to do and other amenities for our guests.  As a relatively small town, you might not expect these restaurants in Galena to pack much of a punch, but we think you’ll be pleasantly surprised!

Galena IL Restaurants are as diverse and interesting as the rest of the town.  Right now, most of the dining in downtown Galena is taking place outside on the town’s newly-created Pedestrian-friendly zone. But there are also plenty of takeout options from local restaurants as well, which you are more than welcome to bring back to our Galena Bed and Breakfast, where you enjoy your meal in the privacy of your own room or in one of our many common areas, both indoors and out.

This winter, we hope you’ll consider getting out of the city for a few days, where you can sit back, relax, and enjoy the ambiance of beautiful small-town America. Book your room at the country’s #1 Bed and Breakfast, the Jail Hill Inn, today!

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The 10 BEST Things to do in Galena This Fall

10 of the BEST Things to do in Galena This Fall Near our Bed and BreakfastThings often look different in Galena from year to year, with new attractions, events, shops, restaurants, and other things added to our list each year. This year, mostly thanks to the COVID-19 Pandemic, things are definitely different in Galena.  Even so, it’s still one of the best weekend getaways from Chicago, and there are plenty of wonderful things to do in Galena this fall.  While many of our favorite fall events have been canceled in 2020, we have some ideas to ensure you have a fun and memorable getaway.

At the heart of your stay in Galena, you’ll still find the same exceptional accommodations offered by Jail Hill Inn, Galena’s #1 rated Bed and Breakfast. The experience of staying with us hasn’t changed too much, but there are a couple of notable adjustments. Breakfast does look a little different, in that we’re offering two choices: You can still enjoy us in the socially-distanced dining room downstairs, or you can request breakfast be brought directly to your suite.  And, in the afternoon, rather than hosting an afternoon wine and cheese reception, we’re delivering hand-crafted trays with your own personalized selection of wine and a delicious assortment of charcuterie, appetizers, and cookies for you to munch on at your leisure.

One thing that hasn’t changed at Jail Hill Inn is our absolute dedication to hospitality, where every detail of your stay is carefully attended to.  This fall, come celebrate the changing of the seasons with us.  Discover new things to do in Galena this fall, and leave with unforgettable memories and plans to return again.  Book your room at our Bed and Breakfast in Galena today! Continue reading

One of the Most Romantic Getaways in Illinois

Our Galena Bed and Breakfast is one of the most romantic getaways in IllinoisRomantic getaways are special. They offer you a time to slow down, reconnect, and focus on nothing but your relationship.  If we’ve learned nothing else during this COVID-19 pandemic, we’ve learned that being surrounded by and connected to our loved ones is the single most important thing in our life, so much more so than material things.

This summer, why not take time to fan those flames and reignite your passion for each other, all while enjoying one of the most romantic getaways in Illinois?  Galena, of course, has long been considered a charming destination in Illinois and is perfect for romantic getaways.

Beyond choosing a destination, you’ll want to choose accommodations that set the perfect stage for romance.  For that, turn to our luxurious Galena Bed and Breakfast.  We are the #1 rated Bed and Breakfast in the country, and the #2 Bed and Breakfast in the world, let alone the best in Galena, precisely because of the incredible hospitality we provide our guests.  From the moment you walk through our doors, you can expect an unparalleled lodging experience. Book your room today, and discover why our Galena Bed and Breakfast is one of the most romantic getaways in Illinois. Continue reading

Exciting Changes in Downtown Galena IL This Summer!

Explore Downtown GalenaThere have been some big changes to downtown Galena IL this summer in response to the COVID-19 pandemic, but we think they’ve been pretty great changes for the most part.  We recognize that travel feels a little different to all of us right now, but we hope you feel comforted knowing our entire town is working hard to create a safe and healthy environment for all who choose to visit!  You can find what we’re doing, specifically, on our website.

Travel studies released recently have shown that getaways that are closer to home and to smaller towns are considered to be one of the best options.  That is great news for Galena, as we’re located just under 3 hours outside of Chicago, and easily drivable from other major cities like Milwaukee, Minneapolis and St. Paul, and Des Moines. When you get to downtown Galena IL, you’ll notice a few things are different!

The town of Galena has decided to turn its Main Street, which is normally bustling with both cars and people, into a pedestrian-only zone.  It’s transformed our town and is allowing our local businesses to flourish once again.  That is, of course, provided you take the time to get here and join us!  With downtown Galena closed to traffic, staying nearby and within walking distance is more important than ever. Our Galena Bed and Breakfast is the perfect place to stay, as we’re located just off Galena’s Main Street, and within easy walking distance to everything downtown Galena IL has to offer.  Book your room at our Galena Bed and Breakfast today! Continue reading

Downtown Galena IL is the Perfect Place to go Shopping

Shopping Local in Downtown Galena ILDowntown Galena and our local restaurants and independently owned shops are no different than others around the country. They’ve been hit hard during the shutdown associated with the global COVID-19 pandemic. Just as much as we miss our guests at the Jail Hill Inn, we’re sure the shops and businesses that make Galena such a thriving tourist destination miss their customers!

In the coming weeks and months, we expect that the State of Illinois will start to ease its Stay at Home order, and will gradually begin to reopen the towns and cities like Galena to business.  It might take some time, but we think Galena is well poised to make a comeback. It all starts with your ability and willingness to come here and to support local businesses by shopping your way up and down Galena’s Main Street, and dining at the wonderful restaurants found in Downtown Galena.

We can think of no better reason to come visit us at Jail Hill Inn than to support the businesses of downtown Galena. Start dreaming and planning your future getaways, and help us bring Galena back to the thriving tourist destination that it was before the pandemic struck. Book your room at the Jail Hill Inn, Galena’s #1 Bed and Breakfast, today! Continue reading

One of the Most Romantic Getaways Near Chicago is Waiting for You

The most Romantic Getaways Near Chicago

Are you looking for one of the most romantic getaways near Chicago? Look no further; our Galena Bed and Breakfast has everything you want in a romantic escape and more. We know now is not the ideal time to be traveling, with the threat of COVID-19 still hanging in the air.  We’ve been shut down for several weeks per the order from the state of Illinois, and we will remain closed until it’s safe to open.

However, when we do get to the point of reopening, know that we’ll be here ready and waiting to welcome you back to our Galena Bed and Breakfast. At just under 3 hours from Chicago to Galena, our luxury Bed and Breakfast is the perfect place to rest, relax, and just get away. And, after weeks (or months!) of being socially isolated, we think getting away somewhere safe and secure is exactly what you’re going to be needing.

Clean, safe, and comfortable luxury.  That’s what awaits at our Galena Bed and Breakfast.  Give yourself permission to dream, and start planning your future trip to Jail Hill Inn todayContinue reading

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Now Offering Dinner from Brazen!

We’ve partnered with our friends at the sensational Brazen Open Kitchen in Dubuque to bring you a new Friday night food delivery option!