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Narrated trolley tour of Main Street in downtown Galena
Illinois Office of Tourism
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    Illinois

Idyllic Galena is a vibrant, progressive community nestled along its namesake river in Illinois.

The city has been wooing travelers looking for a pastoral retreat since it was settled 1821. Today’s visitors still enjoy downtown’s characteristic 19th century architecture, unique shops, restaurants and scenic beauty. These favorite spots are all the invitation you’ll need to plan your own romantic retreat.

Jail Hill Inn

There’s nothing gloomy about this 1878 former county jail, which has been converted into an elegant six-suite bed-and-breakfast in the heart of downtown. Retaining much of its characteristic charm, Jail Hill’s architecture features original wooden beams, vaulted ceilings and many of its antique 2.5-meter-high windows. Upon arrival, guests are met with wine and cheese, only to find champagne and chocolates waiting in their luxury suites, which are appointed with fine linens and a wet bar. Unwind on the deck in the evenings and wake up to a made-from-scratch gourmet breakfast in the gracious first-floor dining room. You can also buy a bottle of wine and enjoy it in front of the ornate gas fireplace in your suite.

Afternoon wine and cheese at Jail Hill Inn, a downtown bed-and-breakfast

Afternoon wine and cheese at Jail Hill Inn, a downtown bed-and-breakfast
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Unposed Photography

Inn at Irish Hollow

Like something out of a fairy tale, this dreamy inn is set on an 80-hectare working farm surrounded by bucolic countryside. When you aren’t feeling cozy in one of the inn’s guest rooms or any of its five private cottages, you can explore the grounds and on-site trails, get a massage or relax by the campfire. Irish Hollow features a seasonal menu and a full country gourmet breakfast served every morning in the Old General Store, but you can also have breakfast in bed. The Inn offers food delivery straight to your cottage, as well as picnic preparations and the option to have your suite fully stocked with everything you need to make breakfast. 

Romantic Inn at Irish Hollow, a country resort on a working farm

Romantic Inn at Irish Hollow, a country resort on a working farm
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Inn at Irish Hollow