Fall in love again with Galena, Illinois | Midwest Living

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Fall in love again with Galena, Illinois

Galena shines in the fall, and the little river town in northwest Illinois’ rolling hills continues to evolve. If you haven’t visited lately, we have 7 reasons to go back.
  • Galena’s Main Street has seen upscale home goods and foodie finds replace many of its antiques stores.

    Relaxing getaway

    The scenery alone could sell it. Fall in Galena inevitably means balmy Indian summer days and winding drives that crest small hills and open up into a Grant Wood-like panorama of small farms nestled in green valleys, golden seas of cornfields and dairy cows dotting the hillsides. A turreted clock tower watches over the town’s white church steeples and Federal-style buildings along the Galena River. Got a camera?

    For generations, travelers have come to this town of 3,200 simply to admire the fall foliage and browse charming shops. But Galena is so much more than leaves and Main Street shopping. Tiny businesses selling handmade furniture, organic blueberries and cool home decor tuck into the hills around town. Hikes explore sacred Native American spaces, river cruises ply storied waters, and new (and newly renovated) restaurants help redefine an autumn weekend in Galena. 

    Click ahead to read 7 reasons we love Galena. A detailed trip guide is on slides 9, 10 and 11.

  • Naturalists lead river cruises from Chestnut Mountain Resort.

    #1: It’s full of pretty secrets

    The best-kept among them: the 90-minute Mississippi Explorer River Cruises run by Chestnut Mountain Resort. Glide along 2-mile-wide stretches of the river in a 45-passenger pontoon boat while naturalists point out eagles’ nests and turkey vultures and reveal how those man-made islands came about. Views of the forested bluffs, alight with fall color, are simply the most breathtaking in a region with many spots vying for that title.

    Hardy hikers trek up Casper Bluff, once home to war chief Blackhawk, for commanding views of the Mississippi River. A self-guided tour of the 85-acre plot of land reveals numerous burial mounds, a 1,000-year-old Thunderbird effigy mound and migrating birds, making it an ideal early-morning spot for history lovers and nature fans alike. And just 10 minutes east of town, you can pick your own blueberries at the Wooded Wonderland Country Store and Sawmill. Located at the end of a gravel road off of US-20, this 40-plus-year-old blueberry farm (organic long before the word became cool) also sells handmade furniture.

  • Take a chairlift to the top of Chestnut Mountain.

    #2: You’ll find new ways to enjoy the scenery

    An inviting deck at Chestnut Mountain Resort offers 1,400 square feet of alfresco dining with a sprawling view of the Mississippi River Valley (and the food impresses, too!). Scooter tours run by Fever River Outfitters let wine lovers get the wind in their hair as they head 12 miles east to Galena Cellars Vineyard for tastings and tours (a shuttle brings you back to town, so you don’t have to drive).

    If you’d prefer to stay in your car for a pretty self-guided tour, pick up the 40-mile Stagecoach Trail at the north end of Main Street and follow it through rolling farmland until it intersects with US-20 and loops back to town.

    For cool river-level pictures of the Mississippi, follow State-84 to Mississippi Palisades State Park. When you arrive, the road runs along the riverbank. Head farther into the park to find bluff-top lookout points that breed Lewis and Clark-like moments of discovery.

  • Tasting turns to buying at Galena Garlic Company, which also sells aged balsamics, barbecue rubs and seasonings.

    #3: Shops offer fun variety

    For many, the lure of Galena is all about the boutiques lining historic Main Street. In addition to a handful of antiques stores, you’ll find a varied selection of clothing and gift boutiques, art galleries, gourmet food shops, toy stores and an excellent used book shop. Galena Garlic Company, with a seemingly endless variety of infused olive oils, offers tastings and more than 160 rubs and seasonings. A world market of clothing, jewelry, housewares and other items made in developing countries fills Earth’s Treasures. Upcycled goods become fun and funky affordable accessories (like a recycled Coke can bag) at Beyond the Horizon.

  • Tomato and fennel flavor the Mussels Provençale at Fritz and Frites.

    #4: The dining scene has broadened

    Longtime favorite Fried Green Tomatoes, tucked into a building once owned by President Grant’s father, still serves as a reliable date-night stop, with mostly Italian dishes and its signature pan-fried appetizer. In a Parisian-style bistro, Fritz and Frites dishes French and German flavors, including homemade liver pâté, sauerkraut and the popular Wiener Schnitzel, as well as a roasted half-chicken with a white wine glaze. Charming Otto’s Place serves breakfast all day in a building dating to the 1800s. Try the cheddar, broccoli or bacon omelet or baba ghanoush (eggplant spread) with hummus and tabouli. The Great-American Popcorn Company, the American Old Fashioned Ice Cream Parlor and the Galena Kandy Kitchen all are great stops for snacks, too.


  • An eclectic mix of boutiques, bistros and art galleries fills the historic buildings along Galena’s Main Street.

    #5: History feels relevant

    Main Street is a marvel of preserved and restored architecture, and touring the Galena and Ulysses S. Grant Museum east of the river is a must-do for history fans. Save time for tours of the Old Market House, once Galena’s center of commerce, and the Washburne House, built in 1843 by a U.S. congressman who advised President Lincoln and served as ambassador to France. Downtown, the small museum-gift shop Gateway to History sells locally made, history-inspired souvenirs.


  • Massbach Ridge Winery and Tasting Room. Photo by Karen Sorensen.

    #6: The wine scene is popping

    Tastings and tours at Galena Cellars Vineyard draw folks out of downtown. But in town, you can break up your time shopping with visits to Massbach Ridge Winery and Tasting Room, Galena River Wine and Cheese, and Jamie’s Wine Studio of Galena, all located on Main Street.

  • Eagle Ridge Resort. Photo by Karen Sorensen.

    #7: Places to stay keep getting better

    Eagle Ridge Resort and Spa continues to offer high-end hotel rooms, villas and vacation homes on a picturesque property outside of town. Guests can enjoy golf, a spa, restaurants and activities. The spacious rooms at the Irish Cottage Boutique Hotel don’t feel particularly Irish, but the on-site pub is warm and inviting. Rooms at Chestnut Mountain Resort offer a great place to stay for travelers on a budget. The plush two-bedroom vacation rental property The Cottage on Lake Galena has a full kitchen and a year-round outdoor hot tub looking out over yet another amazing view.

  • Mississippi Palisades State Park

    Galena trip guide: What to do

    Beyond the Horizon Find Celtic jewelry and Kenyan soapstone artwork. (815) 777-0190; shopbeyondthehorizon.com

    Fever River Outfitters Tour Galena on water or on wheels with kayak, bike and motor scooter rentals. (815) 776-9425; feverriveroutfitters.com

    The Galena and U.S. Grant Museum Visitors learn about Galena’s history and President Grant’s years here. Admission charged. (815) 777-9129; galenahistorymuseum.org

    Galena Cellars Vineyard and Winery Visit the vineyard for tastings and tours, then catch the shuttle back to town. (800) 397-9463; galenacellars.com

    Galena Garlic Company Savory scents draw customers into this olive oil shop. (815) 777-9625; galenagarlic.com

    Galena River Wine and Cheese Find a wide array of wines, cheeses, foods and beers. (815) 777-9430; galenawineandcheese.com

    Jamie’s Wine Studio of Galena Jamie hand selects every bottle and creates customizable gifts. (815) 777-0207; Jamie's Wine Studio on Facebook

    Massbach Ridge Winery and Tasting Room Try five wines for $3 at the winery’s two locations. Ask for a tour. (815) 291-6700; massbachridge.com

    Mississippi Explorer River Cruises Tour guides detail the history of the river, its wildlife and geology. Admission charged. (800) 397-1320; chestnutmtn.com

    Mississippi Palisades State Park (pictured) This multiuse park caters to picnickers, campers and extreme hikers. (815) 273-2731; dnr.state.il.us

    Old Market House The historic former city market showcases changing local-history exhibits. Donations suggested. (815) 777-3310; granthome.com

    Ulysses S. Grant Home History buffs will marvel at the home of the president and Civil War hero. Donations suggested. (815) 777-3310; granthome.com

    Washburne House Learn about Elihu Washburne, a congressman and political adviser to Lincoln, at this historic home. Seasonal. (815) 777-3310; granthome.com


  • Local ingredients shine at Otto’s Place.

    Galena trip guide: Where to eat

    American Old Fashioned Ice Cream Parlor Keep an eye out for the black-and-white awning to find the old-fashioned specialty dessert shop. (815) 777-3121

    Fried Green Tomatoes Dine on unconventional Italian dishes like a smoked Gouda-Gorgonzola mac and cheese with sausage. (815) 777-3938; friedgreen.com

    Fritz and Frites A quaint European cafe serves a full menu of both French favorites and traditional German dishes. (815) 777-2004; fritzandfrites.com

    Galena Kandy Kitchen Find wood barrels filled with saltwater taffy and handmade chocolates at this legacy candy shop. oneelevenmain.com/kandy-kitchen.asp

    The Great American Popcorn Company Flavors include Freakin’ Hot, Louisiana BBQ, Kitchen Sink and Cinnamon Toast. (877) 777-5676; greatpopcorn.com

    Otto’s Place Away from the hustle of downtown, Otto’s has a small menu highlighting fresh ingredients. Locals rave about the biscuits and gravy. (815) 776-0240; ottosplace.com

  • Chestnut Mountain Resort’s deck.

    Galena trip guide: Where to stay

    Chestnut Mountain Resort Warm-weather activities include an alpine slide (a sled that goes down 2,050 feet of track) and river cruises. (800) 397-1320; chestnutmtn.com

    The Cottage on Lake Galena Custom-built log cabins combine cottage coziness with modern amenities. scenichideaways.com

    Eagle Ridge Resort and Spa This resort is a community of its own with more than 200 villas and 80 inn rooms, year-round activities and on-site restaurant. (800) 892-2269; eagleridge.com

    The Irish Cottage Boutique Hotel A classic Irish-style pub stars. Spacious rooms and an on-site spa add to the experience. (866) 284-7474; theirishcottageboutiquehotel.com

    For information:  Galena Country visitgalena.org


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