319 Meeker St. Galena, IL 61036

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10 Reasons Why We’re the Best Galena Bed and Breakfast

Stay at the Best Galena Bed and Breakfast this WinterIt’s bold to assert that we are the Best Bed and Breakfast in Galena, but it’s a statement we can firmly stand behind.  In fact, not only is Jail Hill Inn the best Galena Bed and Breakfast, but we’re the best Bed and Breakfast in the entire country, according to TripAdvisor. After 4 incredible years in business, we’re thrilled to have seen the successes we’ve had in 2019, and are looking forward to an incredible 2020 with our guests, friends, and family.

If you’re looking for a beautiful and fun getaway destination this winter, consider staying at the Jail Hill Inn so you can see what all the hype is about for yourself. Book your room at Galena’s Best Bed and Breakfast today!

10 Reasons to Stay at our Galena Bed and Breakfast

We know that an essential part of a great getaway is where you stay. Where you stay and the experience you have there can often make or break the trip and how you remember it. To that end, we take special care to treat you to a truly luxurious stay while you’re at our Galena Bed and Breakfast.

Best Galena Bed and BreakfastBeyond just being able to say you visited the country’s #1 rated Inn, here are 10 more reasons to come stay at our Galena Bed and Breakfast in 2020:

  1. We offer 6 distinctly decorated guest suites, each thoughtfully designed with you in mind. Each of our three-room suites encompasses an impressive 800-square foot space where every detail is attended to with genuine care to ensure our guests experience a getaway that far exceeds their expectations.
  2. We are within easy walking distance of everything you could possibly want to do in downtown Galena, including the finest restaurants, entertainment, shopping, and more!
  3. We put luxury touches into everything we do, including our amenities. All the “standard” amenities are far beyond ordinary, and they include things like plush spa robes, Aveda personal care products, bath salts, Frette bath towels, Kohler bubble massage tubs or steam showers, and so much more.
  4. We also offer a variety of value-added amenities and services, including in-room massages, a daily wine and cheese reception, decadent, homemade cookies each evening (requests accepted!), a Tesla charging station, and so much more.
  5. Each of our guest rooms has the latest and greatest in technology, including a Bluetooth sound system that you can customize however you see fit and a Samsung Smart Tv.
  6. Each night of your stay is followed by a delicious, gourmet breakfast made right here at the Inn. We utilize fresh and local products whenever possible, including our own produce from our country gardens. Our breakfasts are considered by many to be the absolute best in town, and the only way to savor our culinary delights is by staying with us!
  7. We’re constantly redecorating, updating, and fixing the Inn to keep it looking brand new and impeccable for you!  For example, this year we recarpeted all of the suites, we added stairs and a deck to our backyard, and we just recently finished repainting some bathrooms.
  8. We offer Rewards!  JHI offers the Repeat Offender Program as a way of rewarding your loyalty. Visit us at least 6 times and stay in each of our six distinctive and luxurious suites, and you’ll earn a free two night midweek stay in a suite of choice.
  9. We care about our community, and give back to it whenever we can!  Our Posting Bail Program specifically gives part of our proceeds throughout the year back to three local non-profits whom we value greatly.
  10. We are a member of Select Registry, which is a diverse collection of independent, boutique properties that deliver a level of personalized service unheard of at hotel chains, and something you will only find at select few properties like ours.

If those 10 reasons aren’t enough of a reason for you to book your Galena getaway now, perhaps this will be:  We have 421 unique reviews on TripAdvisor, and each and every one of them are 5-star reviews.  98% of our 150 reviews on Google are also 5-star reviews (the other 2% are 4-star reviews). We think that speaks volumes about what you can expect when you stay at our Galena Bed and Breakfast.

Do You Need More Reasons to Visit Galena?

Stay at the Best Galena Bed and Breakfast Having the opportunity to stay at the Best Galena Bed and Breakfast is certainly a good enough reason to make the journey here.  But if you’re looking for more, you’re in luck!  For such a small town, Galena hosts an incredible variety of exciting weekend events and activities throughout the year, many of which have proven extremely popular.  Your time here can be spent dining out, sipping on wine, shopping, biking, hiking, skiing, kayaking or paddleboarding, driving through the beautiful countryside, laughing with friends, or just relaxing in luxury at our Galena Bed and Breakfast. Whatever it is you want to do, rest assured you’ll find it here!

As we’ve become accustomed to saying over the past year, if there’s something you really want to see or do in Galena, it’s best to book early, and book often.  What are you waiting for? Come see the Midwest’s most charming town, and stay at Galena’s Best Bed and Breakfast.  Book your rooms at Jail Hill Inn today!

5 Reasons to Try Goat Yoga in Galena This Fall!

Goat Yoga in GalenaHave you heard of goat yoga? Yes, it’s a thing, and it’s catching on in Galena!  Of all the things to do this fall in Galena–and there are plenty of things to choose from!–goat yoga might be one of our new favorites. We think this fall is the perfect time to get out and meet these adorable animals and participate in this exciting new adventure in Galena.

All the traditional fun is still here, too, including shopping along Main Street, wine tasting, dining out at our delicious restaurants, enjoying a performance at P.T. Murphy’s Magic Theatre, and staying in and getting cozy at the Jail Hill Inn.  Consider this just one more thing to add to your lengthy itinerary the next time you visit us at Jail Hill Inn! Are you ready to give it a try? Book your room at our Galena Bed and Breakfast today! Continue reading

5 Intriguing Things to Do in Galena Il At Night

5 Things to do in Galena At NightHave you ever wondered what there is to do in Galena after you’ve enjoyed dinner and the shops along Main Street have mostly closed up for the night? There’s actually a surprising amount of things to do in Galena at night. From hitting up live music venues or catching a local magic show to exploring the dark (and haunted!) side of Galena, there’s plenty of fun things to do in Galena at night.  You can also dine in and enjoy the many amenities and extras available to you at Jail Hill Inn.  Whatever it is you want to do, our Inn is conveniently located within walking distance to all of it. Book your stay at our luxury Galena Bed and Breakfast today! Continue reading

10 Instagram Photos to Take of Galena This Fall

Instagram Worthy Photos to Take When you Visit our Bed and Breakfast in GalenaThough many of us may not want to admit it, we love to capure picture-perfect moments of our vacations to share on Instagram. It helps when you have an exceptionally beautiful place to photograph! If you’ve ever visited Galena in the fall, then you know just how extraordinarily beautiful this historic little town is. If this will be your first time, you’re in for a treat. The hillsides around Galena light up in their fiery shades of fall each September and October, making for a breathtaking display that must be experienced to be believed.  Galena, located within easy driving distance from Chicago, Minneapolis, Des Moines, and St. Louis, is the perfect getaway destination this fall. Between hiking through the beautiful fall colors and soaking up the small-town charm of downtown Galena, there are a number of Instagram worthy destinations to show off during your stay in picturesque Galena.  Book your room at the Jail Hill Inn, and enjoy another spectacular fall at the country’s #1-rated Bed and Breakfast. Continue reading

Traveling from Chicago to Galena? Here are 11 Things to Do on the Way!

Road Trip from Chicago to Galena This FallWe love a good road trip. Are you ready to make the road trip from Chicago to Galena? We have the perfect guide for you!

Summers in Galena are filled with plenty of fun and adventure, and this summer has been no exception. There’s still plenty of time to get here and enjoy the best of Galena with us this summer, whether it’s biking down the Galena River Trail, kayaking on the river itself, shopping along Galena’s Main Street, or relaxing and enjoying the warm weather on our private patio.  But really, now is the perfect time to plan your fall getaway to the beautiful, rural town of Galena. Galena is only a one-tank road trip from Chicago, and there’s plenty to see and do as you make your way from Chicago to Galena.  Getting here is half the fun. Get started on your adventure, and book a room at our luxury Bed and Breakfast in Galena today. Continue reading

The 7 Best Places for Wine Tasting in Galena

Go Wine Tasting in Downtown GalenaGalena is the perfect getaway destination, especially if you’re looking to do a little wine tasting! 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

10 Sensational Outdoor Adventures in Galena

Get Outdoors in Galena This SummerIf you’re looking for a quick getaway with a little adventure in the outdoors 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 in the great outdoors, 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

8 Upcoming Events to Plan for in Galena for 2019

8 Upcoming Events to Plan for in GalenaIf you love to plan for upcoming events, we have 8 perfect ones to plan for in the historic town of Galena! Galena 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 Ridiculously Fun Things To Do in Galena in 2019

10 Things to do in Galena in 2019Are you looking for a fun getaway destination? Look no further!  We love our little town of Galena and have some great ideas for all the fun things to do in galena this year, topped off, of course, with a stay at our luxury Bed and Breakfast.

It’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 get away 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

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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.