319 Meeker St. Galena, IL 61036

815-777-3000

RESERVATIONS

Galena Brewing

Looking For the Best Weekend Getaway Near Chicago?

The Best Weekend Getaway Near Chicago is our Galena IL Bed and BreakfastIf you’re looking for the best weekend getaway near Chicago, you’ve come to the right place!  Galena has long been considered to be a top getaway destination for those in Chicago and other major cities in the Midwest, including Milwaukee, Madison, and even Minneapolis/St. Paul.  From Chicago, Galena is considered to only be a one-tank getaway, as it takes just under 3 hours to get here.

If you haven’t yet made the trek from Chicago to Galena, you’re missing out on a truly extraordinary little town, and, as it happens, the Best Galena IL Bed and Breakfast. With plenty of awards and accolades and an incredible number of 5-star reviews standing behind our name, you’ll soon see why the Jail Hill Inn is the best weekend getaway near Chicago. Book a room, and come explore this romantic piece of Illinois with us! 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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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.