Bed & Breakfasts By Caren Friedman

Bed & Breakfasts

The perfect B&B is waiting for you

By Caren Friedman

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Are you a traveler that eschews the ordinary hotel stay? Are you forever researching unique, vintage or off-the-beaten-path places that warmly welcome you like family?

When you crave the ultimate bed and breakfast experience, tuck into one of Galena’s award-winning spots. Whether you seek rustic solitude or a downtown haven, the perfect B&B is waiting for you in Galena Country. These inns are the best of the best—boasting a long list of accolades that honor each one-of-a-kind property. Which will you choose for your next getaway?

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Jail Hill Inn

No need to cross oceans to check into one of the top-ranked B&Bs in the world. The people have spoken, and they agree that Jail Hill Inn is the ultimate destination—voted the 2019 TripAdvisor Travelers’ Choice #1 B&B in the United States and #2 in the world.

The 135-year old four-story brick building had served as the county jail for nearly a century. Restored and renovated by innkeeper Matthew Carroll in 2015, the six-room boutique inn has upped the luxury factor of the downtown Galena lodging scene. Architecture and history buffs will marvel at the original details, and jetsetters will appreciate the modern amenities such as Kohler bathrooms, Samsung Smart TVs and a Tesla/electric vehicle charging station.

The six-room boutique inn has upped the luxury factor of the downtown Galena lodging scene.

An easy walk from the cafés and shops along Galena’s historic Main Street, Jail Hill is a convenient retreat after spending a day exploring all the town has to offer. And relax you will—evening wine and cheese receptions, chocolate and champagne upon check-in, and gourmet breakfasts are yours to indulge in. Perhaps you’ll pamper yourself with an in-room massage? Or, fresh from a steam shower, wind down on the back deck? On second thought, maybe you’ll snuggle up straightaway in your lush king bed.

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The Inn at Irish Hollow

Foodies and romantics need to look no further than The Inn at Irish Hollow, which receives high praise for its seven-course candlelight dinner. Presented every Monday, Wednesday and Saturday, the farm-to-table dishes feature fresh produce and herbs from the Irish Hollow gardens and local organic suppliers.

Five private cottages dot the lush landscape; you feel like you are living on your own secluded countryside.

Seasonal ingredients and beautiful plating are celebrated at Irish Hollow, but luxury doesn’t end in the dining room. The inn was recently awarded TripAdvisor’s Certificate of Excellence for achieving five consecutive years with a five-star rating. Five private cottages dot the lush landscape; you feel like you are living on your own secluded countryside. Each space is unique, such as the historic French Maid’s Cottage, built in the 1880s and updated to welcome you with plush furnishings, a walk-in shower and a comfy sitting room. Two suites on the second floor of the main inn offer intimate bed-and-breakfast style accommodations.

Home to a working farm, the rustic property prides itself on being as natural and organic as possible. You reap the benefits throughout your stay—bath products, mattresses, comforter, and daily treats are all organic.

Vacationing on Irish Hollow’s magical 500 acres (and its adjacent 1300-acre nature preserve) means you can hike forest trails, explore pastures and wildlife and take in gorgeous vistas of rolling hills and valleys.

Aldrich Guest House

Built in 1845, and one of the first Galena homes converted to a B&B in 1984, Aldrich Guest House earned a coveted TripAdvisor Travelers’ Choice award in 2018, ranking 14th on the list of the 25 best U.S. Bed and Breakfasts. The honor, which placed the guest house in the top 1% of B&Bs in the country, reflects warm hospitality and attention to detail.

Travelers new to B&Bs or those wary of overbearing innkeepers or ancient dolls staring down from bookshelves can check such fears at the door. Aldrich owners Richard and Douglas aim to upend the B&B stereotype—their carefully restored property offers comfortable elegance in each of its five immaculate guest rooms, complete with sophisticated décor and upscale linens. And with nearly 50 combined years in the service and hospitality industry, your hosts get it—offering personal and professional service without cramping your style.

Guests can fill up on the award-winning potato, ham and cheddar waffle and other homemade items cooked fresh every morning.

Cuisine at the inn is special, too, earning a first runner-up award in the BedandBreakfast.com Best B&B Breakfast Tournament 2017. Guests can fill up on the award-winning potato, ham and cheddar waffle and other homemade items cooked fresh every morning. Relax in the cozy library with coffee, tea and cookies throughout the day, and enjoy cocktail hour on the porch each evening before strolling downtown for your nighttime activities.

Stay on Main Street

Take a stroll down Galena’s Historic Main Street and you’ll see why it’s consistently ranked one of America’s Greatest Main Streets by Travel + Leisure magazine. The historic brick buildings lined up on both sides contain fabulous shopping and restaurants on their main floors, and you can stay just above the action in a charming vacation rental. If you like the cutesy appeal of B&Bs but would rather not attend social hours, a private vacation rental right in the heart of downtown may be more your speed. Though you will miss out on meals in your room, dining at a local restaurant just downstairs sounds just as good.

Many of the vacation rental properties have been meticulously restored and renovated to give you all the creature comforts and modern amenities, while still preserving that historic charm and providing an authentic touch to ensure you feel like you’re staying somewhere unique. Exposed brick, original floors, cozy fireplaces—these vacation rentals are definitely worth snapping some photos for your Instagram feed.

With too many properties to list here—and with more being added regularly—check online to find the perfect place to accommodate you and your family right in the heart of Galena. Explore these and more amazing accommodations by booking a vacation rental via booking sites like AirBnB, VRBO or Misterb&b.

Exposed brick, original floors, cozy fireplaces—these vacation rentals are definitely worth snapping some photos for your Instagram feed.

Whether relaxation or recreation piques your interest, this community is no stranger to impeccable and award-winning accommodations. From resorts and hotels to B&B’s and vacation rentals, choose to lodge immersed in Mother Nature, amidst history, or in the heart of downtown Galena.