319 Meeker St. Galena, IL 61036

815-777-3000

RESERVATIONS

Galena Attractions

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

Make the Most of Your Visit to Galena This Summer

What to do in Galena IL This SummerThis summer, vacations and relaxing getaways are looking quite a bit different in most places around the country.  Even so, our Galena Bed and Breakfast is proving to be a wonderful place to relax, unwind, and enjoy the very best of this small town.  But when it comes to travel this summer, do you find yourself wondering what to do in Galena IL? The town of Galena has been working hard to put various protections and protocols in place to ensure the safety of visitors who choose to come here, while at the same time making it the same fun and romantic destination you’ve come to know and love.

Our Galena Bed and Breakfast has made many changes to our daily service as well, including changing up the way we serve breakfast and our afternoon happy hour.  We’ve been busy since reopening in June and have been receiving plenty of positive feedback from the guests who’ve stayed with us, both about how smoothly their experience with us went, and how much they enjoyed their time in the area as well.  As a small town, Galena is uniquely situated to be a great travel destination for people around the Midwest this summer.

There’s only one Bed and Breakfast that’s been named the #1 Bed and Breakfast in the country, and that’s Jail Hill Inn.  We’re booking up quickly this summer, so make your reservations to enjoy the best of Galena with us this summer! 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

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

See Why You Should Plan a Galena Winery Tour This Spring

A Great Galena Winery Tour for 2020Have you taken a Galena Winery Tour yet? This spring might just be the perfect opportunity!  If you’ve never visited Galena before, it might come as a surprise to learn that the Galena area is actually home to some of the top award-winning wineries in the state of Illinois. There are a number of wineries in the area, each of which offers something unique and is worth visiting.

There is, of course, plenty to do in downtown Galena to keep you busy during a weekend getaway, but we’d be remiss not to mention all of the great things to do in the surrounding area!  One of our favorites is taking Galena Winery Tours. These tours are the perfect way not just to taste the delicious wines grown and produced here, but also to learn more about what makes these wines so appealing and see the area’s beautiful countryside. Don’t miss this opportunity.  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 Reasons Why We’re the Best Galena Bed and Breakfast

Stay at the Best Galena Bed and Breakfast this WinterIt’s bold to assert that we are the Best Bed and Breakfast in Galena, but it’s a statement we can firmly stand behind.  In fact, not only is Jail Hill Inn the best Galena Bed and Breakfast, but we’re the best Bed and Breakfast in the entire country, according to TripAdvisor. After 4 incredible years in business, we’re thrilled to have seen the successes we’ve had in 2019, and are looking forward to an incredible 2020 with our guests, friends, and family.

If you’re looking for a beautiful and fun getaway destination this winter, consider staying at the Jail Hill Inn so you can see what all the hype is about for yourself. Book your room at Galena’s Best Bed and Breakfast today! Continue reading

Scroll to top