319 Meeker St. Galena, IL 61036

815-777-3000

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Galena Attractions

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

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

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

Our Galena Bed and Breakfast is the Perfect Fall Getaway

Fall Getaway at our Galena Bed and BreakfastSummers in Galena are filled with plenty of fun and adventure, but it’s time to start turning our attention to the upcoming fall months. With schools in or nearly in session across the country, many parents and caregivers are finding themselves thrust back into the hectic pace of day-to-day life.  So this fall, treat yourself or your loved ones to something special, and come spend a few blissful nights at our award-winning Bed and Breakfast in the historic, beautiful town of Galena.  Fall in Galena is simply magical, as the colors of the surrounding hillsides transform from green to the signature golden, fiery hues of autumn. When you stay at our luxury Galena Bed and Breakfast, you’re part of our family.  Come see what makes us different than our competitors.  Book your room at the Jail Hill Inn today. Continue reading

Explore the Galena River Trail

Galena River TrailThere are so many great things to love about the charming getaway town of Galena.  The town is home to a variety of unique shopping and attractions, delicious wineries and restaurants, and an abundance of outdoor spaces and activities to enjoy.  Better yet, most of Galena’s top attractions are located within easy walking distance from the Jail Hill Inn, making this the perfect getaway destination. In fact, one of our favorite things about Galena is the Galena River Trail, which can be accessed within minutes of leaving our Inn. From there, Galena’s beautiful countryside is yours to explore. All you need to do is book your room at the Jail Hill Inn 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

Come See the Fall Foliage in Galena

Fall Foliage in Galena, IllinoisNow that Labor Day Weekend has passed, we can officially, though reluctantly, say goodbye to summer, and welcome the fast-approaching fall. The hillsides above Galena are already showing hints of their colorful autumnal hues, which means now is the perfect time to plan a getaway to Galena.  As the air begins to cool, we’ll soon be surrounded by fall’s hallmark hues of crimson, orange, yellow, and green. You won’t have to go far to see the finest fall foliage the Midwest has to offer.  Take advantage of this incredible fall weather, and book your room with us today. Continue reading

Summer at Chestnut Mountain Resort

Chestnut Mountain Adventures Near Galena, IllinoisThe quaint town of Galena is one of the top getaway destinations in the Midwest.  It’s a short drive away from major cities like Chicago and Milwaukee, and it offers plenty to see and do for a variety of travelers.  Galena’s charm, which brings back guests for repeated visits over the years, stems from it’s historic feel.  It’s as if the town was frozen somewhere in the 1800’s.  With that historically charming feel though, comes a town fit for modern travelers.  Here, you’ll find fun tours, picturesque scenery, lots of outdoor recreation at places like Chestnut Mountain Resort, breweries, distilleries, and wineries, and incredible shopping along Downtown Galena’s Main Street.  Step back in time with us and experience the magic of Galena this summer.  Book your room at our recently renovated and luxurious Bed and Breakfast, currently rated as the best lodging property in all of Galena.   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.