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One of the Most Romantic Getaways Near Chicago is Waiting for You

The most Romantic Getaways Near Chicago

Are you looking for one of the most romantic getaways near Chicago? Look no further; our Galena Bed and Breakfast has everything you want in a romantic escape and more. We know now is not the ideal time to be traveling, with the threat of COVID-19 still hanging in the air.  We’ve been shut down for several weeks per the order from the state of Illinois, and we will remain closed until it’s safe to open.

However, when we do get to the point of reopening, know that we’ll be here ready and waiting to welcome you back to our Galena Bed and Breakfast. At just under 3 hours from Chicago to Galena, our luxury Bed and Breakfast is the perfect place to rest, relax, and just get away. And, after weeks (or months!) of being socially isolated, we think getting away somewhere safe and secure is exactly what you’re going to be needing.

Clean, safe, and comfortable luxury.  That’s what awaits at our Galena Bed and Breakfast.  Give yourself permission to dream, and start planning your future trip to Jail Hill Inn today

Looking For the Best Romantic Getaways Near Chicago?

There are plenty of great places to stay in the city of Chicago, but what about if you want to get out of the city for a while? These weeks of social isolation have been tough on many of us. And, as important as it is to stay home and protect our communities to the best of our ability, we also know you’re going to be ready to get out of the city as soon as you can.

A change of scenery can do wonders for the soul, and a little time to reconnect away from home is probably just what you’re going to need when it’s safe to do so.  When it comes to romantic getaways near Chicago, there’s one small town that far exceeds the rest; Galena, Illinois.

If you haven’t been to Galena yet, this summer or fall is going to be your perfect opportunity.  It only takes a little under 3 hours to travel the distance from Chicago to Galena. The drive from Chicago to Galena is not only very scenic, but there are plenty of interesting stops to make along the way. In fact, we put together a blog not too long ago for those of you making the trek from Chicago to Galena which includes 11 fun stops to make along the way.

The journey from Chicago to Galena is a fun one, of course, but the real focus of your getaway is on the town of Galena and the pampering you’ll enjoy once you reach our Galena Bed and Breakfast. In 2019, Jail Hill Inn was named the #1 Bed and Breakfast in the country, and the #2 Bed and Breakfast in the world. It’s with confidence that we can say we’re one of the best romantic getaways near Chicago.

The most Romantic Getaways Near Chicago

The pampering begins the moment you walk through our front doors. Chilling in your room upon arrival you’ll find chocolates and champagne. It’s just a small touch to welcome you to our Inn, and one of many small details that transform your stay from an ordinary getaway to an unforgettable weekend in Galena. From personalized concierge service to our luxuriously appointed guest rooms, there’s no detail overlooked.

Each morning of your stay, join us for a multi-course gourmet breakfast in our dining room.  Our menu rotates frequently and features fresh and local ingredients. In the afternoon, a special wine and appetizer reception gives you the perfect chance to unwind after a day of adventure in downtown Galena or beyond, before heading out for dinner and evening entertainment. We pride ourselves on setting the perfect stage for romantic getaways near Chicago by focusing on ambiance and hospitality. After just one visit, you’ll find yourself wondering how soon you’ll be able to get back.

Discover the Best of Downtown Galena

From the moment you first lay eyes on Galena, you’ll be captivated by its historic, small-town charm. After all, there is a reason Galena is Illinois’ 2nd most visited tourism destination. Even though Galena is a fairly small town, it’s absolutely filled with fun things to do and places to explore. That is what makes it one of the best romantic getaways near Chicago. And, the best part is Downtown Galena’s Main Street is a short and easy walk from our Galena Bed and Breakfast!

Downtown Galena is filled with more than 100 unique storefronts, including restaurants, independently-owned shops, and art galleries.  In fact, Galena’s Main Street was named the “Best Main Street in the Midwest” by Midwest Living Magazine.  You could spend days browsing Downtown Galena and admiring its preserved and historic architecture.

Beyond browsing the incredible shops and appreciating the history of downtown Galena, there is plenty to do in the area. Tour historic attractions, sip and swirl the day away on a wine tour, hop aboard a hot air balloon ride for a unique view of the city, get haunted on a ghost tour after dark, get into nature at the area’s many parks and trails, and even paddle down the scenic Galena River. There really is something for everyone in Galena; you just have to get here first!

Galena is one destination we think is better seen in person. The enchanting magic of this small town won’t be lost on you.  Are you ready to enjoy one of the most romantic getaways near Chicago?  The Jail Hill Inn is waiting.  Book now!


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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!