From Our Blog

The Best of the Best in Galena

Downtown Galena IL is the Perfect Place to go Shopping

Shopping Local in Downtown Galena ILDowntown Galena and our local restaurants and independently owned shops are no different than others around the country. They’ve been hit hard during the shutdown associated with the global COVID-19 pandemic. Just as much as we miss our guests at the Jail Hill Inn, we’re sure the shops and businesses that make Galena such a thriving tourist destination miss their customers!

In the coming weeks and months, we expect that the State of Illinois will start to ease its Stay at Home order, and will gradually begin to reopen the towns and cities like Galena to business.  It might take some time, but we think Galena is well poised to make a comeback. It all starts with your ability and willingness to come here and to support local businesses by shopping your way up and down Galena’s Main Street, and dining at the wonderful restaurants found in Downtown Galena.

We can think of no better reason to come visit us at Jail Hill Inn than to support the businesses of downtown Galena. Start dreaming and planning your future getaways, and help us bring Galena back to the thriving tourist destination that it was before the pandemic struck. Book your room at the Jail Hill Inn, Galena’s #1 Bed and Breakfast, today!

Support Local Businesses in Downtown Galena

Even before the pandemic hit, we’ve loved shopping local and supporting local businesses wherever and however possible. In fact, our significant local partnerships are responsible for making Jail Hill what it is today.  Here are just a few of the many local businesses we’ve worked with over the years:

Decor and interiors, artwork

Outdoor Landscaping

Additional Partnerships with

Shopping Local in Downtown Galena IL

Downtown  Galena really does have a lot to offer, and it’s easy to get to. Galena is just a one-tank getaway from major Midwest cities like Chicago, Milwaukee, Des Moines, and even Minneapolis/St. Paul. Even though it’s so close to these major cities, driving into Galena will have you feeling like you’ve stepped back in time to another world. It won’t take you long to see why Galena consistently ranks as a top midwest getaway destination, either.

Galena has branded it’s Main Street as the “Helluva a Half-Mile,” in homage to Chicago’s Magnificent Mile. Just like the Magnificent Mile, Downtown Galena’s Main Street is filled with all the best shopping, dining, and entertainment. It’s just steps from our Bed and Breakfast, too.

It total, Downtown Galena supports more than 125 shops and restaurants. Browse these beautiful and historic storefronts, and you’ll find local treasures ranging from candy and ice cream shops, spas, and boutiques to great restaurants, bars, and wine tasting rooms. You won’t find bland chain stores here.  Instead, you’ll find a hard-working independent spirit that is undeniably charming.

Just as the storefronts are charming, the restaurants are delicious. It might come as a surprise in such a small town, but Galena restaurants are diverse and inspiring. From the classic French fare at Fritz and Frites and the extensive wine list at Fried Green Tomatoes to casual Italian at Vinny Vanucchi’s, there’s something to please every palate.

We aren’t far from Dubuque, Iowa either, which is home to a wonderful array of restaurants like Brazen Open Kitchen and Bar (the chef and owner is a local Galena resident) and Timmerman’s Supper Club, offering you a delightful midwest Supper Club experience. These restaurants, like the rest of the businesses in downtown Galena and across the country, and going to need your support more than ever as we work towards economic recovery.

Shopping Local in Downtown Galena IL

Stay at the Best Galena Bed and Breakfast

While you’re supporting Downtown Galena, we hope you’ll take the time to support us by staying at the Jail Hill Inn as well. One of the most important parts of any great getaway is the lodging you choose. You won’t find anything better than our Galena Bed and Breakfast. At Jail Hill Inn, we pay attention to even the smallest of details and enjoy every second of our time with each of our guests.

We offer 6 luxuriously appointed guest suites, each encompassing a space of 800 square feet that will far exceed your expectations. We’ve added luxury touches to everything we do at Jail Hill Inn, which includes our standard and value-added amenities.

This includes things like plush and custom-designed Frette Spa Robes, Aveda personal care products, custom bath salts, Frette towels, Kohler bubble massage tubs, steam showers, customizable Bluetooth sound systems in each suite, a delicious wine and appetizer hour each afternoon, fresh desserts every night, and so much more.

Our Galena Bed and Breakfast has received more than 400 reviews on TripAdvisor, and every single one of them has been a 5-star review.  Add to this 98% of our 150+ Google Reviews.  We don’t often like to toot our own horn, but we do love it when our guests do this for us.  These 550+ guests can’t be wrong, but perhaps it’s time you see it for yourself?

Our Galena Bed and Breakfast, and the town of Galena itself, will be open before you know it.  When it is, we hope to see your smiling faces supporting all of the wonderful small businesses that call this charming one-tank getaway-town home.  When the time is right, book your room at the Jail Hill  Inn for the getaway of a lifetime.


Scroll to Top

Give The Gift of Jail Hill Inn This Christmas

Give your loved one a very special gift of a stay at Jail Hill Inn .  We offer gift certificates in many amounts.