319 Meeker St. Galena, IL 61036

815-777-3000

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Galena Cellars

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

A Magical Winter Getaway in Galena

Winter Getaway in GalenaCountless couples over the years have been witness to the magical ambiance of Galena in the Winter time.  There is truly something special about it here. Glistening white snow covers the ground, old-world architecture stands stately, couples stroll hand and hand through our picturesque winter wonderland, and cozy fires are ablaze in businesses and homes around town.  Guests from all over come for skiing, snowboarding, sleigh rides, candlelit hikes, and romantic dinners.  What’s more, Galena offers an incredible range of shops, art galleries, spas, and live entertainment to fill your days and nights.  The offseason is special, and Valentine’s Day is coming up just around the corner.  The Jail Hill Inn still has some availability for the surrounding weekends, but we will soon sell out.  Book your getaway now, and see why we say you’ll always want to return, and you’ll never want to leave. Continue reading

Winter Activities to Enjoy in Galena

Winter Activities to Enjoy in Galena, IllinoisWhether you’re looking for a little outdoor recreation, or the perfect excuse to curl up and get cozy with the one you love, there are plenty of reasons to visit Galena this winter.  During the snowy winter months, Galena transforms into a picturesque wonderland, complete with snow-covered hills and valleys and charming old-world architecture.  Winter activities are plentiful in Galena, ranging from skiing, snowboarding, and sleigh rides, to candlelit hikes and romantic dinners.  With far less crowds than the rest of the year, winter is arguably one of the best times to plan a getaway to our luxurious Bed and Breakfast in downtown Galena.  Book your stay with us today! Continue reading

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Jail Hill Inn Bed and Breakfast in Galena Wins Top TripAdvisor Award

Jail Hill Inn has been named the #1 Bed and Breakfast in the United States and #2 in the world by TripAdvisor.