319 Meeker St. Galena, IL 61036

815-777-3000

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Galena Il

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

Keep Your Resolutions at our Galena Bed and Breakfast!

Keep Your New Year's Resolutions at our #1-rated Galena Bed and BreakfastSometimes, it’s hard to get away and maintain your New Years Resolutions – especially at a place like our Galena Bed and Breakfast, where food is a central part of your stay!  It’s possible, though!

You’ll be served a breakfast every morning of your stay, but we’re happy to take requests and cater to your needs however possible. And, yes, we’ll also serve you a yummy tray of wine & snacks in the afternoon, which includes delicious charcuterie from our friends at Galena River Wine & Cheese. But that can be saved and eaten at your leisure throughout your stay – and maybe even turned into part of a light dinner!

Aside from the food, though, Galena is a great place to get away for some restorative “you” time. When it comes to getting some exercise, there’s plenty of that here, too!  We’d love to share Galena with you this winter AND help you stick to your New Year’s Resolutions, all while ensuring you’re being taken care of. There’s nothing quite like a getaway to Jail Hill Inn.  Book your getaway at our Galena Bed and Breakfast today! 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

Discover the #1 Weekend Getaway in the Midwest

Our Galena Bed and Breakfast is the #1 Weekend Getaway in the MidwestAre you looking for somewhere romantic to curl up and get cozy this winter? Let us introduce you to our Galena Bed and Breakfast, considered by many to be the best weekend getaway in the Midwest. Our Bed and Breakfast is located in the charming, historic town of Galena, and only a few hours from major cities such as Chicago, Milwaukee, and Des Moines.

You might be asking what it is that makes Galena, and our Bed and Breakfast, in particular, such a delightful weekend getaway in the Midwest.  In part, it’s the many fun things to do in Galena, even in the chilly months of winter. Whether it’s getting outside for a little bit of adventure, strolling down Main Street and browsing Galena’s independent boutiques, enjoying a delicious glass of wine, beer, or spirits over laugh-filled conversations, or just enjoying the historic ambiance of this quaint town, you will be pleasantly surprised by all that Galena has to offer.

But your weekend getaway in the Midwest is about more than just the town of Galena. It’s also about the opportunity to stay in such a luxuriously elegant and historic building, and to let us take care of the details for a weekend while you do nothing but relax and enjoy the moment. When it comes to where to stay in Galena, there’s only one choice that brings you the romantic ambiance and touch of luxury that you’re looking for; Jail Hill Inn.

Our Galena Bed and Breakfast has been rated the #1 and #3 Bed and Breakfast in the country in 2019 and 2020, respectively. There are still some openings this winter, too, but you’ll need to act fast before those disappear.  Book your room at our Galena Bed and Breakfast today, and enjoy one incredible weekend getaway in the Midwest! Continue reading

10 Things to do at Apple River Canyon State Park This Fall

Things to do at Apple River Canyon State Park Near GalenaThere really are a lot of things to do in Galena this fall!  It’s hard to choose a favorite, but enjoying the splendor of fall in the great outdoors is an absolute must. One of our favorite places to get outside in these crisp fall months is the Apple River Canyon State Park.  It’s actually beautiful any time of the year, but the juxtaposition of fall colors against the park’s landscape in the fall really is breathtaking. Apple River Canyon State Park encompasses an area of just under 300 acres here in this scenic portion of Illinois, and it is the perfect place for nature loves to get outside and away from the crowds of downtown Galena.

With so many great things to do in Galena throughout the year, it’s a wonderful place to return to time and time again.  And, when you do, there’s one Bed and Breakfast that stands out amongst the rest; Jail Hill Inn.  Jail Hill Inn, which was rated the #1 Bed and Breakfast in the country in 2019 and #3 in 2020, truly is the best Bed and Breakfast in Galena. Our Inn offers unparalleled service with luxury touches throughout, and we’re within walking distance to downtown Galena’s shops, restaurants, and attractions.  Staying here will certainly lend an air of unforgettable elegance to your Galena getaway.  Book your room at our Galena Bed and Breakfast today! Continue reading

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

Scenic Drives Around Galena, IL

Fall Scenic Drives Near our Galena Bed and BreakfastFall is a breathtakingly beautiful time of year to be in Galena.  One of our favorite ways to enjoy fall in Galena, IL is to take scenic drives, of which there are plenty near our Bed and Breakfast. The winding country roads are absolutely perfect for these scenic drives, too!  Fall’s seasonal display of color paints the hills around Galena, bringing this area to life in new and exciting ways.

Making yourself at home at our luxurious Galena Bed and Breakfast is the perfect recipe for a memorable and exciting vacation.  We take the meaning of hospitality to a new level, and, most importantly, are dedicated to keeping travelers safe during these unprecedented times. If you’ve never experienced fall in Galena before, this year provides you with the perfect opportunity.

Not only is it a beautiful place to relax and unwind, but it’s a safe and comfortable place to get away for that much-needed change of scenery.  Book your room at our Galena Bed and Breakfast today! Continue reading

10 Delicious Tastings to Try in Downtown Galena

Tastings in Downtown Galena, ILDowntown Galena, IL holds so many wonderful shops, businesses, and restaurants, and is certainly much more than meets the eye. At first glance, downtown Galena might appear to be a sleepy downtown cloaked in historic buildings. And, while that’s true, which quaint town is absolutely packed with character and ineffable charms sitting just behind the historic facades.  We love walking up and down Main Street, exploring the many boutiques along the way. But what if we told you there was an even better way to enjoy downtown Galena?

Downtown Galena, IL is home to an incredible number of food purveyors, and is absolutely packed with flavor!  Tasting your way down Main Street has become one of our favorite activities, and certainly one of our favorite things to recommend to guests who stay at our Galena Bed and Breakfast. This summer, Main Street has turned into a pedestrian-only zone to help allow for air circulation and social distancing, and to ensure the safety of all who visit us in Galena.  Join us for some unique tastings along Main Street, and book your room at our #1 rated Galena Bed and Breakfast today! Continue reading

10 Socially Distanced Things to do in Galena This Summer

10 Socially Distanced Things to do in GalenaWe know many of you are longing to get out of your house and put this global pandemic behind you, but you’re also probably unsure of just what your future travels are going to look like.  We don’t have all of the answers, but we do have some ideas for things to do in Galena this summer that help us maintain social distancing as it’s needed.  Tourism is one of the most important parts of Galena’s economy, and we’re anxious to open our doors and welcome guests back to Jail Hill Inn.  It’s the same for all of the restaurants, shops, and small businesses that make up the fabric of everyday life here in Galena.

More than anything else, we’ve missed being your special place; a place where you can get away and relax.  We think short getaways are important to our collective mental health and wellbeing.  That’s why we’re working hard on our end to ensure you have a clean and safe place to visit, and why we’re coming up with ideas for socially distant things to do in Galena that our guests can count on!

After these many weeks of social isolation, don’t you think it would be nice to plan in some “you” time and to have something to look forward to this summer and fall?  There’s no doubt that our Galena Bed and Breakfast, still rated the #1 Bed and Breakfast in the country (and #2 in the world) is the best place for some R&R. As we look forward to the months ahead, give yourself something to look forward to.  Book a room at our Galena Bed and Breakfast today. Continue reading

These 10 Galena Restaurants Will Need Your Support in 2020

10 Best Galena Restaurants to Support in 2020Travel probably isn’t at the forefront of your mind right now, with a global pandemic and all that is has brought with it impacting everyday life.  However, we know that small businesses like ours and other local Galena Restaurants are going to need your support as we reopen. In fact, they will need your support like never before, and we think it’s important we talk about them and do whatever we can to support them.

Though the pandemic is far from over, and its impact will be felt for quite some time to come, we are starting to see glimmers of hope here in Galena.  We’re hoping to be open again to our guests soon, and when that happens, we hope you’ll join us in turning out to support all of the small businesses that make Galena wonderful.

As shuttered businesses begin to reopen and the travel restrictions begin to ease, we urge you to support all of our local businesses, including this list of the best Galena restaurants, as often as you can. We truly can’t wait to see you this summer and fall.  Book your room at the country’s #1 Bed and Breakfast, the Jail Hill Inn, today! Continue 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!