319 Meeker St. Galena, IL 61036

815-777-3000

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Author: Innkeeper

Wine Tasting in Galena

Go Wine Tasting in Downtown GalenaGalena is the perfect getaway destination. It’s a town built with such historic, small town charm, and has something to offer a spectrum of visitors. Galena’s picturesque and quiet streets are filled with quaint shops and boutiques, gourmet restaurants, spas, and wineries. Even better, all of this and more is easily attainable, as Galena is only a one-tank trip from many large Midwest cities.  Throughout the year, there are a variety of events that draw wine lovers to Galena, and numerous wine bars and wineries open for wine tasting, which allows visitors to keep the drinks flowing throughout the remainder of the year.  Book your room at our beautifully renovated and award-winning Galena Bed and Breakfast, and sip your way through Galena’s best wines. Continue reading

Get Outdoors in Galena This Summer

Get Outdoors in Galena This SummerIf you’re looking for a quick getaway with a little outdoor adventure this summer, Jail Hill Inn is the place to be.  Whether you want to enjoy a leisurely day on the water, a quiet day in nature, or an adventurous day on the trails, Galena has something for everyone.  The rolling hills and rising bluffs offer plenty of breathtaking scenery to enjoy, setting the perfect stage for an unforgettable getaway. When it’s time to recover from a day of adventure, the Jail Hill Inn offers the perfect respite.  Our luxury accommodations, a complimentary wine and cheese hour each afternoon, and exceptional service make our Inn the perfect choice for lodging in Galena.  Get outdoors this summer, and book your getaway today. Continue reading

Upcoming Events to Plan for in Galena for 2019

8 Upcoming Events to Plan for in GalenaGalena is situated in the beautiful Driftless region of Illinois, surrounded by lush rolling hills and breathtaking scenery. Located about 3 hours away from Chicago, Milwaukee, and Des Moines, it’s the perfect one-tank getaway destination for many in the Midwest.  This is part of what makes Galena such a popular vacation destination, but location is not everything. Galena also happens to be an incredibly charming, historic town, with a variety of delightful shops to explore, restaurants to savor, and activities to keep you busy.  The city is home to fewer than 3,500 residents, but this beautiful and charming little town attracts more than a million guests each year with a full events calendar and plenty of attractions. It really is like no where else in Illinois, and once you discover it, we have no doubt you’ll keep coming back again and again. Come experience a luxurious slice of Galena, and stay at our restored Bed and Breakfast, recently voted as the #1 Bed and Breakfast in the country, and #2 in the world. Continue reading

10 Things To Do in Galena in 2019

10 Things to do in Galena in 2019It’s hard to believe sometimes, but after just over 3 years in business, Jail Hill Inn has seen incredible success.  We were named Business of the Year by the Galena Chamber of Commerce, we earned a near-perfect score from Select Registry, and perhaps better yet, TripAdvisor named us the #1 Bed and Breakfast in the United States, and the #2 Bed and Breakfast in the world. Those are all incredible honors, and it has earned us quite a bit of positive press in local and regional media outlets. We’re so grateful for all of our guests over the years that have made this possible, and who continue to stay with us at our Galena Bed and Breakfast. We truly wouldn’t be here without you!  But, that also means we’re seeing a lot of recent reservations, and rooms are booking up quickly both now and into the summer and fall of 2019, especially on those busy and coveted weekends.  If you want to getaway to Jail Hill Inn in 2019, you should consider booking your getaways now, and taking advantage of our availability while we still have it.  Continue reading

These are Galena’s Best Restaurants to Try in 2019

Top Restaurants to Try in Galena in 2019Though it’s certainly hard to believe with all of the snow and cold weather we’ve had lately, spring really isn’t too far away. That means it’s time to plan for all of those spring and even summer getaways.  With all of the wonderful press and positive news coming from Jail Hill Inn lately about being rated Trip Advisor’s #1 Bed and Breakfast in the Country, we’ve had an incredible surge in advanced bookings. Our most popular spring, summer, and even fall weekends are starting to book up, and we’re even seeing an increase in midweek bookings.  When you visit us, you’ll find there are plenty of exciting activities to enjoy, charming shops to explore, and a variety of delicious restaurants to savor. Relax in our comfortable accommodations, and discover the best of Galena this spring or summer. Book your room at our luxury Bed and Breakfast today! Continue reading

Plan Now to Visit our Galena Bed and Breakfast in 2019!

Book Early and Book Often for popular weekends and events at our Galena Bed and BreakfastIt’s hard to believe that not only is 2019 here, but that January is nearing an end. 2018 was a wonderful year of business for us at Jail Hill Inn, and was capped off earlier this month when TripAdvisor’s Traveler Choice Awards were announced.  Jail Hill Inn has been recognized as the winner in the Inns/B&B category of the 2019 TripAdvisor Travelers’ Choice®awards for Hotels, ranking #1 out of 25 in the United States, and #2 in the World! Travelers’ Choice award winners generally reflect remarkable service, value, and quality. In the 3 short years since opening our doors, we have been so honored by a number of designations. Our guests, family, and friends are the most critical part of this exciting award, as we would not be here without you. Thank you for your continued loyalty to Jail Hill Inn!  As we look forward to another successful year making connections with our guests in 2019, we urge you to plan your getaways to Galena well in advance. Book early, and book often! Continue reading

#1 B&B in the U.S. and #2 in the World.

JAIL HILL INN WINS 2019 TRIPADVISOR TRAVELERS’ CHOICE AWARD FOR HOTELS

Jail Hill Inn Bed and Breakfast in Galena Wins Top TripAdvisor AwardRanks #1  out of 25 in the Inns/B Category in the United States

Galena, IL, January 23, 2019 – Jail Hill Inn today announced it has been recognized as the Top winner in the Inns/B&B category of the 2019 TripAdvisor Travelers’ Choice® awards for Hotels, ranking #1 out of 25 in the United States and #2 in the World. Travelers’ Choice award winners were determined based on the millions of reviews and opinions collected in a single year from TripAdvisor travelers worldwide. In the 17th year of the awards, TripAdvisor has recognized 7812 properties in 94 countries and eight regions worldwide. Continue reading

Jail Hill Inn Wins Top Distinctions in 2018!

Jail Hill Inn Business of the Year in Galena and top-rated Select Registry Inn of 2018As we enter into the final few days of 2018, we can’t help but look back at what a wonderful year 2018 has been for Jail Hill Inn. All of the hard work that goes into running the Inn behind the scenes is always worth it when we make connections with our guests, both old and new. But it’s also nice to earn recognition from the business industry, and this year Jail Hill Inn is the proud recipient of two incredible distinctions: Business of the Year from the Galena Chamber of Commerce, and the top score from Select Registry.  We’ll talk about each of these distinctions and what they mean for us at Jail Hill Inn below, but before we do that, we’d like to invite you once again to come stay at our luxury property in beautiful Galena. Treat yourself to something extraordinary in 2019. Book a room at our Galena Bed and Breakfast today! Continue reading

Holiday Gift Ideas from Jail Hill Inn

Holiday Gift Ideas From Jail Hill InnAs we head into the week of Thanksgiving, the upcoming holidays are on the hearts and minds of people around the country. It’s the time of year when we start thinking of gift ideas for those we love the most. Selecting gifts is a special process, and one that often requires a bit of thoughtful insight. This year, why not choose something personalized and meaningful? Jail Hill Inn offers a variety of specialized merchandise to remind you of special moments spent at our Inn. Or perhaps gift them with time itself, and purchase a gift certificate for an upcoming getaway to our Inn. Jail Hill Inn, located just off Main Street in Galena, is the perfect place to unwind, relax, and enjoy a quiet and delightful getaway.  Make someone’s holiday extra special this year, and show them just how much they mean to you with these great gift ideas. Purchase a Gift Certificate to our Galena Bed and Breakfast today, or call us 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

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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.