319 Meeker St. Galena, IL 61036

815-777-3000

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Galena Cellars

Birdwatching on the Great River Road Near Galena, IL

Beautiful view of the Mississippi River along the Great River Road Near Galena ILSpring really isn’t too far away, and we find ourselves looking forward to all of the opportunities that come with this warmer change in weather, including birdwatching along the Great River Road. Aside from the beautiful colors popping up from their dormant state over the winter, one of our favorite things about spring is the birds as they flit to and from our feeders around the Inn, and move their way back north after a winter in warmer southern climates.

The Great River Road, which parallels the Mississippi River, isn’t too far from our Galena Bed and Breakfast, either, making us the perfect place for avid birding enthusiasts to stay. Though birdwatching can be exceptional along the Great River Road, that’s not the only reason to explore this scenic stretch of highway. The Great River Road also offers a wonderful connection between the smaller towns of Illinois, like Galena, giving visitors an unparalleled opportunity to explore these quaint communities as they go. When it comes to Galena, in particular, there’s so much to see and do that you’ll want to give yourself a few days to really explore.

Our Galena Bed and Breakfast offers upscale, luxury accommodations just off Main Street, and within walking distance to all of the shops, restaurants, and attractions in downtown Galena. You deserve a getaway this spring.  It’s time to book a room at our Galena Bed and Breakfast before this opportunity passes you by! Continue reading

Special Label Wines from Galena Cellars Winery and JHI!

Special Label wines with Galena Cellars at our Galena Bed and Breakfast

We have an exciting new product at Jail Hill Inn, born from a fun collaboration with one of our favorite local wineries, Galena Cellars Winery. We’re now offering a wonderful selection of wines from Galena Cellars, with our own customized label unique to Jail Hill Inn.  We traditionally serve our selection of house wines with our afternoon wine & appetizer trays, but we’re also happy to upgrade you to one of these selection label wines for just $20. You’re also welcome to purchase the wines and take them home as a delicious memento of your time here in Galena!

While Galena may not have the “big name” notoriety of other wine tasting regions, like Napa California, Oregon’s Willamette Valley, or even New York’s Finger Lakes Region, we still think there are plenty of great wineries near Galena IL in the area which make for a delightful wine-themed getaway!  We’ve always said that Galena, with its historic charm and sensational natural beauty, is a town built for just about every type of traveler.  And we mean it!  These wineries near Galena IL just add to the spectrum of wonderful things to do while here on a getaway.

To make things better, Jail Hill Inn, Galena Cellars, and these other amazing wineries near Galena IL are just a short one-tank trip away from many of the Midwest’s biggest cities.  At just around 3 hours from Chicago to Galena, wine tasting in the scenic countryside is never far away.  Come give these great wines a taste, and then continue your wine-tasting journey throughout the area.  Book your room at our Galena Bed and Breakfast today! Continue reading

The 10 BEST Things to do in Galena This Fall

10 of the BEST Things to do in Galena This Fall Near our Bed and BreakfastThings often look different in Galena from year to year, with new attractions, events, shops, restaurants, and other things added to our list each year. This year, mostly thanks to the COVID-19 Pandemic, things are definitely different in Galena.  Even so, it’s still one of the best weekend getaways from Chicago, and there are plenty of wonderful things to do in Galena this fall.  While many of our favorite fall events have been canceled in 2020, we have some ideas to ensure you have a fun and memorable getaway.

At the heart of your stay in Galena, you’ll still find the same exceptional accommodations offered by Jail Hill Inn, Galena’s #1 rated Bed and Breakfast. The experience of staying with us hasn’t changed too much, but there are a couple of notable adjustments. Breakfast does look a little different, in that we’re offering two choices: You can still enjoy us in the socially-distanced dining room downstairs, or you can request breakfast be brought directly to your suite.  And, in the afternoon, rather than hosting an afternoon wine and cheese reception, we’re delivering hand-crafted trays with your own personalized selection of wine and a delicious assortment of charcuterie, appetizers, and cookies for you to munch on at your leisure.

One thing that hasn’t changed at Jail Hill Inn is our absolute dedication to hospitality, where every detail of your stay is carefully attended to.  This fall, come celebrate the changing of the seasons with us.  Discover new things to do in Galena this fall, and leave with unforgettable memories and plans to return again.  Book your room at our Bed and Breakfast in Galena 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

10 Things You Simply Must do in Galena This Winter

10 Things to do in Galena This WinterHave you ever visited Galena during the winter? It’s a wonderful place to visit, even when there’s snow on the ground!  There are plenty of delightful things to do this winter, and we have a great guide for you. Head out on a cross country skiing adventure, explore our vibrant and historic downtown, or sit back and savor the luxurious accommodations found at our Galena Bed and Breakfast.

Galena has long-been a popular getaway destination for those living in or around the Chicago area, and these winter months should be no different. Even if you don’t love spending time outside during the winter, the chance to stay at our romantic Inn is more than worth the time it takes to get here. Your day will start with a delicious breakfast, but that definitely isn’t the end of our award-winning hospitality.  In the afternoon, join us for a delicious wine and cheese hour, along with some delicious fresh cookies, hot from the oven. Come see it for yourself, and book a room at our Galena Bed and Breakfast today. Continue reading

Galena Wine Country Getaway

Galene Wine Country GetawayAs we head into the brisk months of fall, we’re all looking for ways to getaway, relax, and unwind.  The fall months in Galena are packed with plenty of fun activities and events.  Whether it’s getting outside for a hike, shopping along Main Street, celebrating over a romantic dinner for two, or touring and tasting your way through Galena’s wine country, Galena truly is a town that has it all.  This November, join us for one of Galena’s most popular weekends, the 34th Annual Nouveau Weekend. There’s no better way to celebrate the harvest of the season and the delicious wines produced in our area.  You won’t find better accommodations than those at Jail Hill Inn, downtown Galena’s top-rated luxury Bed and Breakfast. Book your wine country getaway with us today! Continue reading

Plan the Best Romantic Getaway to Galena

romantic getaway in Galena, IllinoisDo you find yourself dreaming of a relaxing and romantic getaway, to help pass the time during these cold winter months? Valentine’s Day is just around the corner, so we can think of no better time to plan a romantic getaway than right now.  We have the perfect place in mind for you, too.  Our luxury Bed and Breakfast, just off Main Street in Galena, is the top choice for romantic lodging.  Let us do all the work for you, so you can spend your time relaxing and focusing on enjoying your time together.  Romance is our business, and no one does it better.  Book a romantic getaway with us this winter, and enjoy a restful stay at Galena’s top Bed and Breakfast.  Continue reading

Holiday Events and Celebrations in Galena

2017 Holiday Events in GalenaGalena’s event calendar is often packed around the holidays, and this year it’s no different.  At Jail Hill Inn, we’re gearing up for another exciting and busy holiday season, and hope you find time in your busy schedule to come visit us.  Galena is truly a magical holiday destination that you must see at least once in your lifetime.

The first of many fantastic holiday events this year starts this upcoming weekend with Galena’s 33rd Annual Nouveau Wine Weekend.  The Nouveau Wine Weekend is a celebration of the year’s harvest, and features the release of Galena Cellar’s first bottled wine of the year.   Continue reading

Wine and Hot Air Balloons: Two Great Events in Galena

Summer Events in Galena, IllinoisAs 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

A Romantic Valentines Weekend in Galena

Romantic Valentines Day in GalenaValentines 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

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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!