319 Meeker St. Galena, IL 61036

815-777-3000

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downtown Galena IL

Downtown Galena is the #1 Place for Holiday Shopping

holiday shopping in downtown galena near our Bed and Breakfast in IllinoisNovember is officially here, and that means many of us around the country are gearing up for the holiday season ahead.  If you’re coming to Galena sometime in the next couple of months, you’ll find that downtown Galena is the perfect place to unwrap a little holiday magic and get a jump start on your holiday shopping. Main Street in Galena is lined with more than 100 unique and independently owned boutiques and is the perfect place to find fantastic gifts for everyone on your list.

And, of course, while you’re here, let us take care of you at the #1 Rated Galena Bed and Breakfast, Jail Hill Inn.  From the moment you arrive at our doorstep, you’ll see and feel the difference!  We offer luxurious guest rooms and amenities that go far beyond what you’ll find at other properties and hotel chains.  Every detail of your stay, from start to finish, is thoughtfully planned out to ensure maximum enjoyment.  Plus, we’ll soon be decorated for the holidays and ready to celebrate this festive season with you!

Holiday shopping in downtown Galena is something we look forward to every year.  Come join us this season, and help up support all of these incredible business owners that make Galena the wonderful getaway destination that it is! Book your room at our Galena Bed and Breakfast today. Continue reading

10 Delicious Tastings to Try in Downtown Galena

Tastings in Downtown Galena, ILDowntown Galena, IL holds so many wonderful shops, businesses, and restaurants, and is certainly much more than meets the eye. At first glance, downtown Galena might appear to be a sleepy downtown cloaked in historic buildings. And, while that’s true, which quaint town is absolutely packed with character and ineffable charms sitting just behind the historic facades.  We love walking up and down Main Street, exploring the many boutiques along the way. But what if we told you there was an even better way to enjoy downtown Galena?

Downtown Galena, IL is home to an incredible number of food purveyors, and is absolutely packed with flavor!  Tasting your way down Main Street has become one of our favorite activities, and certainly one of our favorite things to recommend to guests who stay at our Galena Bed and Breakfast. This summer, Main Street has turned into a pedestrian-only zone to help allow for air circulation and social distancing, and to ensure the safety of all who visit us in Galena.  Join us for some unique tastings along Main Street, and book your room at our #1 rated Galena Bed and Breakfast today! Continue reading

Exciting Changes in Downtown Galena IL This Summer!

Explore Downtown GalenaThere have been some big changes to downtown Galena IL this summer in response to the COVID-19 pandemic, but we think they’ve been pretty great changes for the most part.  We recognize that travel feels a little different to all of us right now, but we hope you feel comforted knowing our entire town is working hard to create a safe and healthy environment for all who choose to visit!  You can find what we’re doing, specifically, on our website.

Travel studies released recently have shown that getaways that are closer to home and to smaller towns are considered to be one of the best options.  That is great news for Galena, as we’re located just under 3 hours outside of Chicago, and easily drivable from other major cities like Milwaukee, Minneapolis and St. Paul, and Des Moines. When you get to downtown Galena IL, you’ll notice a few things are different!

The town of Galena has decided to turn its Main Street, which is normally bustling with both cars and people, into a pedestrian-only zone.  It’s transformed our town and is allowing our local businesses to flourish once again.  That is, of course, provided you take the time to get here and join us!  With downtown Galena closed to traffic, staying nearby and within walking distance is more important than ever. Our Galena Bed and Breakfast is the perfect place to stay, as we’re located just off Galena’s Main Street, and within easy walking distance to everything downtown Galena IL has to offer.  Book your room at our Galena Bed and Breakfast today! Continue reading

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Now Offering Dinner from Brazen!

We’ve partnered with our friends at the sensational Brazen Open Kitchen in Dubuque to bring you a new Friday night food delivery option!