319 Meeker St. Galena, IL 61036

815-777-3000

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Downtown Galena

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

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

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

10 Instagram Photos to Take of Galena This Fall

Instagram Worthy Photos to Take When you Visit our Bed and Breakfast in GalenaThough many of us may not want to admit it, we love to capure picture-perfect moments of our vacations to share on Instagram. It helps when you have an exceptionally beautiful place to photograph! If you’ve ever visited Galena in the fall, then you know just how extraordinarily beautiful this historic little town is. If this will be your first time, you’re in for a treat. The hillsides around Galena light up in their fiery shades of fall each September and October, making for a breathtaking display that must be experienced to be believed.  Galena, located within easy driving distance from Chicago, Minneapolis, Des Moines, and St. Louis, is the perfect getaway destination this fall. Between hiking through the beautiful fall colors and soaking up the small-town charm of downtown Galena, there are a number of Instagram worthy destinations to show off during your stay in picturesque Galena.  Book your room at the Jail Hill Inn, and enjoy another spectacular fall at the country’s #1-rated Bed and Breakfast. Continue reading

Browse Main Street in Downtown Galena

Main Street in Downtown Galena, IllinoisThough Galena is a lively four-season destination, there’s no doubt that things are starting to pick up here in Galena, as we head into the final stretch of spring and onto summer.  The summer months are packed with plenty of fun activities and events. Whether it’s getting outside for a hike, paddling down the picturesque Galena River, shopping along Main Street, celebrating at festivals, or sampling delicious wines, Galena truly is a town that has it all.  It’s no wonder Galena has consistently been ranked as a top getaway destination. Whatever it is you want to do, you won’t find better accommodations than those at Jail Hill Inn, downtown Galena’s newest luxury Bed and Breakfast. Book your summer getaway with us today! Continue reading

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