319 Meeker St. Galena, IL 61036

815-777-3000

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Galena

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

Babymoon in Galena!

Babymoon at Jail Hill Inn in Galena, IllinoisRecently, we had two different couples come to the Jail Hill Inn to celebrate a babymoon, before the impending arrival of their baby.  They told us they were taking the time to “babymoon” before the baby arrives, and enjoying one final chance, at least for a while, to spend time just the two of them. We think that’s a spectacular idea, and Galena just so happens to be an easy-to-get-to and wonderfully romantic town to spend a few days in. Book your room at Jail Hill Inn, Galena’s top-rated Bed and Breakfast, and let us help you relax before the arrival of your newest family member! Continue reading

A Bed and Breakfast, or a Vacation Rental?

Jail Hill Inn Bed and Breakfast in Galena, IllinoisStaying at vacation rentals such as AirBnB or VRBO have become an increasingly popular option for travelers.  While there are certainly circumstances where these types of vacation rentals can be ideal, the next time you want to visit Galena, try staying at our traditional Bed and Breakfast instead. Staying at a local Bed and Breakfast will give you a truly distinctive experience that is reflective of your destination. Let us show you how great a stay at a Bed and Breakfast can be. Book your next vacation at our luxury Bed and Breakfast in the charming and beautiful town of Galena, Illinois.   Continue reading

Plan the Best Romantic Getaway to Galena

romantic getaway in Galena, IllinoisDo you find yourself dreaming of a relaxing and romantic getaway, to help pass the time during these cold winter months? Valentine’s Day is just around the corner, so we can think of no better time to plan a romantic getaway than right now.  We have the perfect place in mind for you, too.  Our luxury Bed and Breakfast, just off Main Street in Galena, is the top choice for romantic lodging.  Let us do all the work for you, so you can spend your time relaxing and focusing on enjoying your time together.  Romance is our business, and no one does it better.  Book a romantic getaway with us this winter, and enjoy a restful stay at Galena’s top Bed and Breakfast.  Continue reading

Holiday Events and Celebrations in Galena

2017 Holiday Events in GalenaGalena’s event calendar is often packed around the holidays, and this year it’s no different.  At Jail Hill Inn, we’re gearing up for another exciting and busy holiday season, and hope you find time in your busy schedule to come visit us.  Galena is truly a magical holiday destination that you must see at least once in your lifetime.

The first of many fantastic holiday events this year starts this upcoming weekend with Galena’s 33rd Annual Nouveau Wine Weekend.  The Nouveau Wine Weekend is a celebration of the year’s harvest, and features the release of Galena Cellar’s first bottled wine of the year.   Continue reading

Come See the Fall Foliage in Galena

Fall Foliage in Galena, IllinoisNow that Labor Day Weekend has passed, we can officially, though reluctantly, say goodbye to summer, and welcome the fast-approaching fall. 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.  Take advantage of this incredible fall weather, and book your room with us today. Continue reading

Summer at Chestnut Mountain Resort

Chestnut Mountain Adventures Near Galena, IllinoisThe quaint town of Galena is one of the top getaway destinations in the Midwest.  It’s a short drive away from major cities like Chicago and Milwaukee, and it offers plenty to see and do for a variety of travelers.  Galena’s charm, which brings back guests for repeated visits over the years, stems from it’s historic feel.  It’s as if the town was frozen somewhere in the 1800’s.  With that historically charming feel though, comes a town fit for modern travelers.  Here, you’ll find fun tours, picturesque scenery, lots of outdoor recreation at places like Chestnut Mountain Resort, breweries, distilleries, and wineries, and incredible shopping along Downtown Galena’s Main Street.  Step back in time with us and experience the magic of Galena this summer.  Book your room at our recently renovated and luxurious Bed and Breakfast, currently rated as the best lodging property in all of Galena.   Continue reading

Wine and Hot Air Balloons: Two Great Events in Galena

Summer Events in Galena, IllinoisAs we head into the warmer summer months, things are starting to heat up here in Galena–both literally and figuratively.  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.  This June you can soar to new heights in a hot air balloon, or stay on the ground and sample the finest food and wine around.  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

Spring on the Great River Road

Great River Road near GalenaIf you’ve yet to experience the incredible and unique beauty along the Great River Road, then now is the time to get here. Wanderlust Travel Magazine’s February issue has listed this spectacular destination, which passes near Galena, as one of the “Top 50 Trips” for 2017. Along the Great River Road, you can expect to see breathtaking views of the Mississippi River, majestic bluffs and landscapes, and an incredible array of birds and other inhabitants who make a living along nature’s most famous highway.  Book your room at our luxurious Galena Bed and Breakfast today, so you can come explore one of the most beautiful sections of the Great River Road near Galena this spring. Continue reading

A Romantic Valentines Weekend in Galena

Romantic Valentines Day in GalenaValentines Day is just around the corner, and love is in the air.  Can you feel it?  Even though Valentines Day is technically on a Tuesday this year, there’s nothing wrong with turning up the romance the weekend before or after.  We are booking up quickly, but there’s still a couple of rooms left.  It’s time to let your inner romantic shine! Whether you love the opportunity to be at your most romantic, or dread doing the same old thing year after year, why not look beyond the traditional chocolates and flowers this year?  Instead, make your Valentines Day a meaningful one, and carve out some intimate time for you and your sweetheart.  The Jail Hill Inn is now the #1 ranked Bed and Breakfast in Galena, and for good reason.  There’s no place more luxurious or romantic to stay this Valentines Day.  Book your room at the Jail Hill Inn today! Continue reading

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