319 Meeker St. Galena, IL 61036

815-777-3000

RESERVATIONS

Author: Emily Wachsman

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

Make the Most of Your Visit to Galena This Summer

What to do in Galena IL This SummerThis summer, vacations and relaxing getaways are looking quite a bit different in most places around the country.  Even so, our Galena Bed and Breakfast is proving to be a wonderful place to relax, unwind, and enjoy the very best of this small town.  But when it comes to travel this summer, do you find yourself wondering what to do in Galena IL? The town of Galena has been working hard to put various protections and protocols in place to ensure the safety of visitors who choose to come here, while at the same time making it the same fun and romantic destination you’ve come to know and love.

Our Galena Bed and Breakfast has made many changes to our daily service as well, including changing up the way we serve breakfast and our afternoon happy hour.  We’ve been busy since reopening in June and have been receiving plenty of positive feedback from the guests who’ve stayed with us, both about how smoothly their experience with us went, and how much they enjoyed their time in the area as well.  As a small town, Galena is uniquely situated to be a great travel destination for people around the Midwest this summer.

There’s only one Bed and Breakfast that’s been named the #1 Bed and Breakfast in the country, and that’s Jail Hill Inn.  We’re booking up quickly this summer, so make your reservations to enjoy the best of Galena with us this summer! Continue reading

One of the Most Romantic Getaways in Illinois

Our Galena Bed and Breakfast is one of the most romantic getaways in IllinoisRomantic getaways are special. They offer you a time to slow down, reconnect, and focus on nothing but your relationship.  If we’ve learned nothing else during this COVID-19 pandemic, we’ve learned that being surrounded by and connected to our loved ones is the single most important thing in our life, so much more so than material things.

This summer, why not take time to fan those flames and reignite your passion for each other, all while enjoying one of the most romantic getaways in Illinois?  Galena, of course, has long been considered a charming destination in Illinois and is perfect for romantic getaways.

Beyond choosing a destination, you’ll want to choose accommodations that set the perfect stage for romance.  For that, turn to our luxurious Galena Bed and Breakfast.  We are the #1 rated Bed and Breakfast in the country, and the #2 Bed and Breakfast in the world, let alone the best in Galena, precisely because of the incredible hospitality we provide our guests.  From the moment you walk through our doors, you can expect an unparalleled lodging experience. Book your room today, and discover why our Galena Bed and Breakfast is one of the most romantic getaways in Illinois. 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

10 Socially Distanced Things to do in Galena This Summer

10 Socially Distanced Things to do in GalenaWe know many of you are longing to get out of your house and put this global pandemic behind you, but you’re also probably unsure of just what your future travels are going to look like.  We don’t have all of the answers, but we do have some ideas for things to do in Galena this summer that help us maintain social distancing as it’s needed.  Tourism is one of the most important parts of Galena’s economy, and we’re anxious to open our doors and welcome guests back to Jail Hill Inn.  It’s the same for all of the restaurants, shops, and small businesses that make up the fabric of everyday life here in Galena.

More than anything else, we’ve missed being your special place; a place where you can get away and relax.  We think short getaways are important to our collective mental health and wellbeing.  That’s why we’re working hard on our end to ensure you have a clean and safe place to visit, and why we’re coming up with ideas for socially distant things to do in Galena that our guests can count on!

After these many weeks of social isolation, don’t you think it would be nice to plan in some “you” time and to have something to look forward to this summer and fall?  There’s no doubt that our Galena Bed and Breakfast, still rated the #1 Bed and Breakfast in the country (and #2 in the world) is the best place for some R&R. As we look forward to the months ahead, give yourself something to look forward to.  Book a room at our Galena Bed and Breakfast today. Continue reading

These 10 Galena Restaurants Will Need Your Support in 2020

10 Best Galena Restaurants to Support in 2020Travel probably isn’t at the forefront of your mind right now, with a global pandemic and all that is has brought with it impacting everyday life.  However, we know that small businesses like ours and other local Galena Restaurants are going to need your support as we reopen. In fact, they will need your support like never before, and we think it’s important we talk about them and do whatever we can to support them.

Though the pandemic is far from over, and its impact will be felt for quite some time to come, we are starting to see glimmers of hope here in Galena.  We’re hoping to be open again to our guests soon, and when that happens, we hope you’ll join us in turning out to support all of the small businesses that make Galena wonderful.

As shuttered businesses begin to reopen and the travel restrictions begin to ease, we urge you to support all of our local businesses, including this list of the best Galena restaurants, as often as you can. We truly can’t wait to see you this summer and fall.  Book your room at the country’s #1 Bed and Breakfast, the Jail Hill Inn, today! Continue reading

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! Continue reading

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 todayContinue reading

Our 10 Favorite Things to do in Galena For Spring

10 Things to do in Galena IL This Spring

There are signs of spring in the air, and we couldn’t be any more excited than we already are!  If you’re planning a visit to Galena this spring, we bet you’re looking for the ultimate guide of things to do in Galena, right? We’re here to help! And, if you’re not yet planning to visit us, then maybe it’s high time you clear those calendars and get down here!

A night at the Jail Hill Inn in historic downtown Galena is more than worth the trip. You’ll be pampered from the moment you first arrive. Beyond our doors lies the charming town of Galena, filled with great restaurants, plenty of independently-owned shops, historic venues, scenic countryside, wine tasting, a brewery, and a distillery, and so much more. Come experience this incredible destination this spring, and book your room at our Galena Bed and Breakfast today! Continue reading

See Why You Should Plan a Galena Winery Tour This Spring

A Great Galena Winery Tour for 2020Have you taken a Galena Winery Tour yet? This spring might just be the perfect opportunity!  If you’ve never visited Galena before, it might come as a surprise to learn that the Galena area is actually home to some of the top award-winning wineries in the state of Illinois. There are a number of wineries in the area, each of which offers something unique and is worth visiting.

There is, of course, plenty to do in downtown Galena to keep you busy during a weekend getaway, but we’d be remiss not to mention all of the great things to do in the surrounding area!  One of our favorites is taking Galena Winery Tours. These tours are the perfect way not just to taste the delicious wines grown and produced here, but also to learn more about what makes these wines so appealing and see the area’s beautiful countryside. Don’t miss this opportunity.  Book your room at our Galena Bed and Breakfast Today! Continue reading

Scroll to top