Come See the Fall Foliage in Galena

Now 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

September 14, 2017
By Jail Hill Inn Innkeeper
Galena Attractions, Galena Outdoors
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Summer at Chestnut Mountain Resort

The 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

August 25, 2017
By Jail Hill Inn Innkeeper
Galena Activities, Galena Attractions
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Wine and Hot Air Balloons: Two Great Events in Galena

As 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

May 21, 2017
By Jail Hill Inn Innkeeper
Galena Activities, Galena Events
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Spring on the Great River Road

If 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

April 24, 2017
By Jail Hill Inn Innkeeper
Galena Activities, Galena Attractions, Galena Outdoors
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A Romantic Valentines Weekend in Galena

Valentines 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

February 6, 2017
By Jail Hill Inn Innkeeper
Galena Getaways
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Winter Activities to Enjoy in Galena

Whether 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

December 19, 2016
By Jail Hill Inn Innkeeper
Galena Activities, Galena Outdoors
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Experience the Holiday Season in Galena

At the Jail Hill Inn, we are busy getting ready to celebrate our first holiday season open to the public. Next week, families will gather around their traditional holiday tables, and so begins a month-long celebration of joy and giving. We are excited for all of the possibilities this brings us, as we get ready to celebrate with our guests. With a wide variety of shopping and holiday festivities to enjoy, there’s no better place to unwrap new holiday memories than on the charming town of Galena, Illinois. Whether you choose to join us for some holiday shopping, dazzling light displays, time away from the chaotic stress of the holidays, or other fun holiday-themed activities, you’ll find nothing but joy and merriment in Galena throughout the upcoming holiday season. To get started on your getaway, book a room at our exquisite Bed and Breakfast today. Continue Reading

November 18, 2016
By Jail Hill Inn Innkeeper
Galena Activities, Galena Attractions
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10 Ways to Enjoy a Romantic Getaway in Galena

These crisp, fall months practically beg for us to curl up indoors, hidden away from the harsh elements outside. It’s the perfect time to curl up with someone special and focus on romance. In the Midwest, there’s one romantic getaway destination that outshines the rest. Galena, a charming small town not too far away from the Midwest’s big city centers, imbues a sense of romance around every street corner and in every restaurant and shop. Spend your days browsing the towns historic buildings or boutique shops in downtown Galena, sipping wine at regional wineries, and taking in the magnificent scenery. No matter how you choose to spend your time, there’s no better place to spend a romantic getaway in Galena than at our luxurious Bed and Breakfast. Continue Reading

October 14, 2016
By Jail Hill Inn Innkeeper
Galena Attractions
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Plan the Best Romantic Getaway This Summer

When people in the Midwest look for a romantic getaway destination, Galena is often the go-to place. Couples all across the Midwest are discovering Galena’s small town, romantic charm. There is no doubt that love is in the air in Galena, a town practically built for the romantic in all of us. Galena is easily accessible, too, considered a “one-tank” getaway destination from several major cities, including Chicago & Milwaukee. Book your room at our newly renovated, luxury Bed and Breakfast, and experience the romance of Galena this summer.

July 14, 2016
By Jail Hill Inn Innkeeper
Galena Attractions
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5 Summer Activities to Enjoy in Galena

Another warm and adventurous summer is knocking on our door, marking the time of year when everyone seems ready to get outside. For years, the charming town Galena has been winning awards for being one of the best small towns in America. To us, this comes as no surprise. Galena is a region marked by its gorgeous rolling and rugged terrain, known for unbeatable opportunities for outdoor adventure. Here, you’ll find a rich sense of history, plenty of land and water trails to explore and an incredible variety of other fun summer activities to choose from. Located just a few short hours from many major metropolitan areas, there truly is no better place to be this summer than Galena. Book your room at our historic Bed and Breakfast, and experience the charming spirit of this small town firsthand.

June 18, 2016
By Jail Hill Inn Innkeeper
Galena Outdoors
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Tag: Galena