Looking For the Best Weekend Getaway Near Chicago?
If 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 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.
We love a good road trip. Are you ready to make the road trip from Chicago to Galena? We have the perfect guide for you!
Are 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.
Though it’s certainly hard to believe with all of the snow and cold weather we’ve had lately, spring really isn’t too far away. That means it’s time to plan for all of those spring and even summer getaways. With all of the wonderful press and positive news coming from Jail Hill Inn lately about being rated Trip Advisor’s #1 Bed and Breakfast in the Country, we’ve had an incredible surge in advanced bookings. Our most popular spring, summer, and even fall weekends are starting to book up, and we’re even seeing an increase in midweek bookings. When you visit us, you’ll find there are plenty of exciting activities to enjoy, charming shops to explore, and a variety of delicious restaurants to savor. Relax in our comfortable accommodations, and discover the best of Galena this spring or summer. 
As we enter into the final few days of 2018, we can’t help but look back at what a wonderful year 2018 has been for Jail Hill Inn. All of the hard work that goes into running the Inn behind the scenes is always worth it when we make connections with our guests, both old and new. But it’s also nice to earn recognition from the business industry, and this year Jail Hill Inn is the proud recipient of two incredible distinctions: Business of the Year from the 
As we head into the week of Thanksgiving, the upcoming holidays are on the hearts and minds of people around the country. It’s the time of year when we start thinking of gift ideas for those we love the most. Selecting gifts is a special process, and one that often requires a bit of thoughtful insight. This year, why not choose something personalized and meaningful? Jail Hill Inn offers a variety of specialized merchandise to remind you of special moments spent at our Inn. Or perhaps gift them with time itself, and purchase a gift certificate for an upcoming getaway to our Inn. Jail Hill Inn, located just off Main Street in Galena, is the perfect place to unwind, relax, and enjoy a quiet and delightful getaway. Make someone’s holiday extra special this year, and show them just how much they mean to you with these great gift ideas. 
As we head into the brisk months of fall, we’re all looking for ways to getaway, relax, and unwind. The fall months in Galena are packed with plenty of fun activities and events. Whether it’s getting outside for a hike, shopping along Main Street, celebrating over a romantic dinner for two, or touring and tasting your way through Galena’s wine country, Galena truly is a town that has it all. This November, join us for one of Galena’s most popular weekends, the 34th Annual Nouveau Weekend. There’s no better way to celebrate the harvest of the season and the delicious wines produced in our area. You won’t find better accommodations than those at Jail Hill Inn, downtown Galena’s top-rated luxury Bed and Breakfast. 
Now that Labor Day Weekend has passed, we can officially, though reluctantly, say goodbye to summer, and welcome the fast-approaching fall season. The hillsides above Galena are already showing hints of their colorful autumnal hues, which means now is the perfect time to plan a getaway to Galena. As the air begins to cool, we’ll soon be surrounded by fall’s hallmark hues of crimson, orange, yellow, and green. You won’t have to go far to see the finest fall foliage the Midwest has to offer. We have a few great ideas to make this fall foliage season one you’ll never forget. But first, you need to 