319 Meeker St. Galena, IL 61036

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Galena Getaways

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

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

A New Year, a New Getaway to our Galena Bed and Breakfast

Stay at the Best Galena Bed and BreakfastA New Year is upon us, and while we’re all busy making New Year’s resolutions, we have one more you should add to your list:  getting away to our sensational Galena Bed and Breakfast!  That’s right!  In this new year full of hopes, dreams, and promises, we think you should carve out some extra time this year to take care of yourself.  Even better, come stay with us, and let us take care of you! After all, pampering our guests is what we do best.

It won’t take you long to get here, and you’ll be forever glad you did. Book your room at our luxury 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

Traveling from Chicago to Galena? Here are 11 Things to Do on the Way!

Road Trip from Chicago to Galena This FallWe love a good road trip. Are you ready to make the road trip from Chicago to Galena? We have the perfect guide for you!

Summers in Galena are filled with plenty of fun and adventure, and this summer has been no exception. There’s still plenty of time to get here and enjoy the best of Galena with us this summer, whether it’s biking down the Galena River Trail, kayaking on the river itself, shopping along Galena’s Main Street, or relaxing and enjoying the warm weather on our private patio.  But really, now is the perfect time to plan your fall getaway to the beautiful, rural town of Galena. Galena is only a one-tank road trip from Chicago, and there’s plenty to see and do as you make your way from Chicago to Galena.  Getting here is half the fun. Get started on your adventure, and book a room at our luxury Bed and Breakfast in Galena 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

Plan Now to Visit our Galena Bed and Breakfast in 2019!

Book Early and Book Often for popular weekends and events at our Galena Bed and BreakfastIt’s hard to believe that not only is 2019 here, but that January is nearing an end. 2018 was a wonderful year of business for us at Jail Hill Inn, and was capped off earlier this month when TripAdvisor’s Traveler Choice Awards were announced.  Jail Hill Inn has been recognized as the winner in the Inns/B&B category of the 2019 TripAdvisor Travelers’ Choice®awards for Hotels, ranking #1 out of 25 in the United States, and #2 in the World! Travelers’ Choice award winners generally reflect remarkable service, value, and quality. In the 3 short years since opening our doors, we have been so honored by a number of designations. Our guests, family, and friends are the most critical part of this exciting award, as we would not be here without you. Thank you for your continued loyalty to Jail Hill Inn!  As we look forward to another successful year making connections with our guests in 2019, we urge you to plan your getaways to Galena well in advance. Book early, and book often! Continue reading

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