319 Meeker St. Galena, IL 61036

815-777-3000

RESERVATIONS

Mississippi River

Get Outdoors in Galena This Summer

Get Outdoors in Galena This SummerIf you’re looking for a quick getaway with a little outdoor adventure this summer, Jail Hill Inn is the place to be.  Whether you want to enjoy a leisurely day on the water, a quiet day in nature, or an adventurous day on the trails, Galena has something for everyone.  The rolling hills and rising bluffs offer plenty of breathtaking scenery to enjoy, setting the perfect stage for an unforgettable getaway. When it’s time to recover from a day of adventure, the Jail Hill Inn offers the perfect respite.  Our luxury accommodations, a complimentary wine and cheese hour each afternoon, and exceptional service make our Inn the perfect choice for lodging in Galena.  Get outdoors this summer, and book your getaway 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

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

Winter Activities to Enjoy in Galena

Winter Activities to Enjoy in Galena, IllinoisWhether you’re looking for a little outdoor recreation, or the perfect excuse to curl up and get cozy with the one you love, there are plenty of reasons to visit Galena this winter.  During the snowy winter months, Galena transforms into a picturesque wonderland, complete with snow-covered hills and valleys and charming old-world architecture.  Winter activities are plentiful in Galena, ranging from skiing, snowboarding, and sleigh rides, to candlelit hikes and romantic dinners.  With far less crowds than the rest of the year, winter is arguably one of the best times to plan a getaway to our luxurious Bed and Breakfast in downtown Galena.  Book your stay with us today! Continue reading

Spring into Outdoor Recreation

Outdoor Recreation GalenaTwo of the most attractive aspects of Galena that draw in such large crowds are undoubtedly its ease of access, and it’s beautiful scenery.  Galena is the perfect getaway destination for a variety of people in the midwest.  It’s just one tank of gas away from many of the midwest’s large urban areas.  Despite being so close, it feels and looks distinctly different.  Galena is nestled in what is known as the Driftless Region; an area so named for the uniquely scenic landscapes left untouched during the last glacial period which flattened the remainder of the Midwest.  Instead, what was left behind were steeply rising hills and bluffs that plunge into winding river valleys.  Getting outdoors and experiencing the scenic beauty of Galena is surely one of the best parts about vacationing here.  This spring, book your room at our historic Bed and Breakfast, and discover the best of Galena’s outdoor recreation. Continue reading

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Jail Hill Inn Bed and Breakfast in Galena Wins Top TripAdvisor Award

Jail Hill Inn has been named the #1 Bed and Breakfast in the United States and #2 in the world by TripAdvisor.