319 Meeker St. Galena, IL 61036


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One of the Most Romantic Getaways in Illinois

Our Galena Bed and Breakfast is one of the most romantic getaways in IllinoisRomantic getaways are special. They offer you a time to slow down, reconnect, and focus on nothing but your relationship.  If we’ve learned nothing else during this COVID-19 pandemic, we’ve learned that being surrounded by and connected to our loved ones is the single most important thing in our life, so much more so than material things.

This summer, why not take time to fan those flames and reignite your passion for each other, all while enjoying one of the most romantic getaways in Illinois?  Galena, of course, has long been considered a charming destination in Illinois and is perfect for romantic getaways.

Beyond choosing a destination, you’ll want to choose accommodations that set the perfect stage for romance.  For that, turn to our luxurious Galena Bed and Breakfast.  We are the #1 rated Bed and Breakfast in the country, and the #2 Bed and Breakfast in the world, let alone the best in Galena, precisely because of the incredible hospitality we provide our guests.  From the moment you walk through our doors, you can expect an unparalleled lodging experience. Book your room today, and discover why our Galena Bed and Breakfast is one of the most romantic getaways in Illinois.

The Most Romantic Getaways in Illinois Start in Galena

In a world filled with distractions around every corner and with nearly constant notifications from phones and computers, it can be hard to truly disconnect.  This isn’t the case when you’re in Galena, though, and that’s what makes it such a wonderful destination for romantic getaways in Illinois.  From the moment you arrive in Galena, you’ll feel as though you’re a million miles away from home.  With its historic charm on display along Main Street and endless natural beauty in the surrounding countryside, there’s so much to enjoy about Galena that you’ll forget all about the busy world you left behind.

Our Galena Bed and Breakfast is one of the most romantic getaways in Illinois

Between the beautiful natural surroundings, the incredible wine, great date-night restaurants, and plenty of fun attractions and things to do, there’s plenty to love about Galena. Here are 10 of our top recommendations to enjoy your romantic getaways in Illinois:

  1. Spend an afternoon wine tasting at one (or more) of these 4 Galena wineries and vineyards: Galena Cellars Vineyard and Winery, Massbach Ridge Winery, Fergedaboudit Winery, Rocky Waters Vineyard & Winery. There are plenty of other great tastings in Galena, too, including Blaum Bros Distillery, Galena River Wine & Cheese, Jamie’s Wine Studio, Ms. Kitt’y Grape Escape, and Galena Brewing Co.
  2. Enjoy a romantic dinner at one of the best Galena restaurants, which include Fritz and Frites and Fried Green Tomatoes. If you’re up for a short drive, Dubuque is home to some incredible restaurants, including Brazen Open Kitchen and Bar, and a classic supper club experience at Timmerman’s Supper Club.
  3. Browse the shops behind the historic facade of Galena’s Main Street.  There are more than 100 unique shops to explore.
  4. Enjoy the views over a romantic picnic at Galena’s Grant Park.
  5. Talk a walk together down Galena River Trail, or head out to one of the incredible parks and nature preserves surrounding Galena, including Horseshoe Mound Preserve, Casper Bluff Land and Water Preserve, and the Valley of Eden Bird Sanctuary.
  6. Enjoy a scenic drive along the Mississippi River, and through the beautiful backroads of Illinois’ Driftless Area, stopping into neighboring towns along the way. Popular drives include highway 20 and Blackjack Road.
  7. Watch an incredible sunset at Chestnut Mountain Resort, after you’ve raced each other on their alpine slide or mountain biked across their trails.
  8. It’s pretty well known that the couple that plays together, stays together, so make sure you plan in a little time for adventure.  From kayaking down the Galena River to ziplining at Long Hollow Canopy Tours, there is plenty of fun to be had in Galena.
  9. Though many of Galena’s top events have been canceled for the year, it’s typically a very busy place, with incredible events throughout the year.  It’s always worth checking the events calendar as you plan for upcoming romantic getaways in Illinois.
  10. Relax and unwind on our back deck, enjoying your own private oasis in the beautiful town of Galena.

Our Galena Bed and Breakfast is one of the most romantic getaways in Illinois

Our Galena Bed and Breakfast is the #1 Couples Getaway in Illinois

Our luxurious guest suites and attention to detail set the perfect stage for romantic getaways in Illinois.  Couples choose Galena as a great getaway in Illinois time and time again. And, once you discover our Galena Bed and Breakfast, you’ll never want to stay anywhere else.  Once you get checked in to our Inn, we’ll help you to your room, where chilled champagne and a custom box of chocolates will be waiting for you, kickstarting what is soon to become the most romantic getaway you’ve ever experienced in Illinois.

Each morning of your stay starts with our gourmet, 3-course breakfast, which has been called the best breakfast in Galena by more people than we can count. In the afternoon, we offer a wine & cheese happy hour, which is currently being served on individual trays to your room.  In between those hours, how you make use of your time in Galena is entirely up to you.  We’re happy to offer our recommendations and help you plan your time here. If you’d like our help with any additional romantic touches, we’re happy to help with that, too!

Whatever we can do make this stay top your list of romantic getaways in Illinois, we’ll do.  Gracious hospitality and attention to detail are our specialties. We’re confident that one visit here is all it will take to make Galena, and our Galena Bed and Breakfast specifically, you’re special place.  Discover why our Galena Bed and Breakfast is one of the top romantic getaways in Illinois.  Book your room at the Jail Hill Inn today!

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Now Offering Dinner from Brazen!

We’ve partnered with our friends at the sensational Brazen Open Kitchen in Dubuque to bring you a new Friday night food delivery option!