319 Meeker St. Galena, IL 61036

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Our 10 Favorite Things to do in Galena For Spring

10 Things to do in Galena IL This Spring

There are signs of spring in the air, and we couldn’t be any more excited than we already are!  If you’re planning a visit to Galena this spring, we bet you’re looking for the ultimate guide of things to do in Galena, right? We’re here to help! And, if you’re not yet planning to visit us, then maybe it’s high time you clear those calendars and get down here!

A night at the Jail Hill Inn in historic downtown Galena is more than worth the trip. You’ll be pampered from the moment you first arrive. Beyond our doors lies the charming town of Galena, filled with great restaurants, plenty of independently-owned shops, historic venues, scenic countryside, wine tasting, a brewery, and a distillery, and so much more. Come experience this incredible destination this spring, and book your room at our Galena Bed and Breakfast today! Continue reading

See Why You Should Plan a Galena Winery Tour This Spring

A Great Galena Winery Tour for 2020Have you taken a Galena Winery Tour yet? This spring might just be the perfect opportunity!  If you’ve never visited Galena before, it might come as a surprise to learn that the Galena area is actually home to some of the top award-winning wineries in the state of Illinois. There are a number of wineries in the area, each of which offers something unique and is worth visiting.

There is, of course, plenty to do in downtown Galena to keep you busy during a weekend getaway, but we’d be remiss not to mention all of the great things to do in the surrounding area!  One of our favorites is taking Galena Winery Tours. These tours are the perfect way not just to taste the delicious wines grown and produced here, but also to learn more about what makes these wines so appealing and see the area’s beautiful countryside. Don’t miss this opportunity.  Book your room at our Galena Bed and Breakfast Today!

2 Great Galena Winery Tours to Take This Spring

If you’re at all a wine lover, Galena really should be on your radar. This quaint, historic little town is home to 6 great wineries and hosts several wine events throughout the year. These events, including Corkless in Galena and Wine Lovers Weekends, have huge draws from the greater Chicago area and across Illinois. Lodging for events like these often book up far in advance, as they provide some of the best wine tasting opportunities in the Midwest.

A Great Galena Winery Tour for 2020

If you can’t make it to one of those great events this year, it’s not a problem. Galena Winery tours can be enjoyed at any time throughout the remainder of the year! Here are 2 great companies that offer winery tours in Galena.

  1. Countryside Tours offers a number of winery tours in the Galena area. Each tour is different but includes 4 hours of fun and 3 wine-tasting stops along the way. Their Wine Tasting Tour includes 3 stops at one of Galena’s 6 wineries and includes up to 9 delicious tastings. They also offer a Hop Tour, which includes a broader range of tastings. The tour includes a stop at 1 vineyard and 1 or 2 stops at what they describe as “very unique drinking establishment from the 1850s and/or a distillery.” All tours depart from their set location in downtown Galena, which is very walkable from our Inn.
  2. Galena Wine Tours offers you the gateway to a fun-filled day in the vineyards around Galena. Galena Wine Tours will pick you up directly from the Jail Hill Inn before heading out on your chosen adventure. They offer 3 different Galena Winery Tours, which include the Blackhawk Wine Tour, their Winery/Council Hill Tour, and the My Favorite Places Galena Tour. Each is different, but all offer great wine tasting experiences and plenty of fun and scenic adventure along the way.

Galena Wineries to Visit

If you’d rather venture out and discover the many Wineries around Galena on your own, here are the 6 places you’ll want to consider!

  • Galena Cellars, probably the most recognized Galena Winery, also offers their own public Vineyard tours. They offer wine tastings at their downtown Galena location and their winery, and also host a number of events throughout the year.
  • Massbach Ridge Winery also offers tours of their vineyard, and they have a tasting room both at the winery and in downtown Galena.
  • Rocky Waters Winery has a fully-stocked wine room, and they offer both tastings and tours onsight.
  • A short ways away in Hanover is Fergedaboudit Winery, and they offer an onsight tasting room.
  • In Dubuque, you’ll find Stone Cliff Winery, which has a beautiful tasting room and a café. It’s the perfect place to grab lunch and enjoy a relaxing afternoon. They also have outdoor seating for those beautiful sunny days ahead.
  • Also in Dubuque is the Sunset Ridge Winery. The winery is situated on the bluffs overlooking the Mississippi River, and their tasting room makes for a stunning place to sit and sip wine.

A Great Galena Winery Tour for 2020

Visit our Top-Rated Galena Bed and Breakfast

Located just steps off Main Street in beautiful Downtown Galena, you’ll find an old restored Jail turned luxurious Bed and Breakfast. Jail Hill Inn is the only luxury property of its kind in Galena. Awaiting in your room upon arrival will be chilled champagne and a box of signature chocolates, and that’s just the beginning!  Each evening from 5 – 7 pm, we host a delicious wine and appetizer hour, followed by nightly treats like freshly baked cookies. Each morning, you’ll be treated to a scrumptious 3-course breakfast, and some of the best hospitality you’ll ever experience.

Our guest rooms are filled with luxury amenities and those added touches you crave, like buttery soft Comphy brand linens, plush Frette bath towels and signature bathrobe, premium Bluetooth sound systems that are fully customizable to your preferences, and Aveda bathroom products. Sink into a luxurious bath, unwind in a steam shower, or crawl into our cozy and plush beds. It’s all waiting for you. All you have to do is book a room at the Jail Hill Inn, Galena’s finest Bed and Breakfast, today!

 

An Exclusive Dinner & Lodging Package at Jail Hill Inn

Dinner and Lodging package at Jail Hill Inn in Galena2019 was a great year. We watched business soar and got to know so many more of you! This year, we want to try something new and exciting. We’ve been working hard behind the scenes not just to improve your stay at the Inn itself, but to make your overall experience in Galena even more amazing. We think we have found the answer!

We’ve taken the guest experience at Jail Hill Inn one step further, and partnered with our friends over at Brazen, a nationally recognized and highly acclaimed restaurant located near Galena, in Dubuque, Iowa. The Chef at Brazen Open Kitchen and Bar, once featured on Top Chef, is going to treat 6 lucky couples to an exclusive 6-course wine pairing dinner, right here at our Inn!

We’ll be hosting the event on May 6 and 7, 2020. The package will be available for booking on March 15.  More details are offered below, but start clearing your calendars. Rooms will go fast!

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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

Galena IL Upcoming Events to Plan For in 2020

Plan Ahead for these Galena IL Upcoming Events in 2020If you’re ever visited us in Galena, you probably know that Galena hosts a variety of fun events and activities throughout the year. In fact, there are so many great Galena IL upcoming events, that we thought we’d help you do a little advanced planning. It probably comes as no surprise that we book up quickly for the most popular of Galena’s events, which include the Wine Lovers Weekend, Corkless in Galena, Halloween, Nouveau Weekend, and the Night of the Luminaria & Living Windows around the holidays.

We always encourage our guests to book early and book often. It’s no different in 2020 when we’re already seeing plenty of advanced bookings for events and weekends our previous guests simply don’t want to miss.  So, if you have your heart on attending one of these Galena IL upcoming events, head on over to our website and book your room today! Continue reading

A New Year, a New Getaway to our Galena Bed and Breakfast

Stay at the Best Galena Bed and BreakfastA New Year is upon us, and while we’re all busy making New Year’s resolutions, we have one more you should add to your list:  getting away to our sensational Galena Bed and Breakfast!  That’s right!  In this new year full of hopes, dreams, and promises, we think you should carve out some extra time this year to take care of yourself.  Even better, come stay with us, and let us take care of you! After all, pampering our guests is what we do best.

It won’t take you long to get here, and you’ll be forever glad you did. Book your room at our luxury Galena Bed and Breakfast today! Continue reading

10 Things You Simply Must do in Galena This Winter

10 Things to do in Galena This WinterHave you ever visited Galena during the winter? It’s a wonderful place to visit, even when there’s snow on the ground!  There are plenty of delightful things to do this winter, and we have a great guide for you. Head out on a cross country skiing adventure, explore our vibrant and historic downtown, or sit back and savor the luxurious accommodations found at our Galena Bed and Breakfast.

Galena has long-been a popular getaway destination for those living in or around the Chicago area, and these winter months should be no different. Even if you don’t love spending time outside during the winter, the chance to stay at our romantic Inn is more than worth the time it takes to get here. Your day will start with a delicious breakfast, but that definitely isn’t the end of our award-winning hospitality.  In the afternoon, join us for a delicious wine and cheese hour, along with some delicious fresh cookies, hot from the oven. Come see it for yourself, and book a room at our Galena Bed and Breakfast today. Continue reading

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

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