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Chicago Winter Getaways

Door County Wisconsin - Chicago Lake Condos - Jean WardDoor County

A 4 ½ hour car ride from Chicago can get you to the Cape Cod of the Midwest, Door County, WI, with its year-round beauty. Inns such as the The Blacksmith Inn on the Shore stay open during winter, and you can take your choice of shopping, gallery visiting, winter sports such as snowmobiling, ice fishing, snow shoeing, sledding, hiking, or skiing at one of the state or county parks.  More laid back?  Try a peaceful walk along the beach to check out frozen Lake Michigan. The Winter Wonderland Trolley tour and various winter festivals add to the options. Looking for something off the beaten path? Try the Progressive Dinner where guests ride in a horse-drawn wagon between different courses at the region’s inns.

Upper Peninsula

If you can handle a few more hours in the car, 7 ½ to be exact, you’ll be in ultimate dog sledding land at Nature’s Kennel in McMillan, MI in the Upper Peninsula. Drive your own dog team in a half- or full-day trip, or book an overnight sled adventure where you’ll winter camp in heated tents. Not in for the long haul? Book a half-hour ride from Boyne Harbor Resort in Harbor Springs. Stay in a cabin, townhouse, inn, lodge, cottage, hotel room, or rent a home, but no matter where you rest your head at night, be sure to check out the winter activities, such as ziplining and skiing. If you want more R&R, be sure to hit the spa or Aonach Mor Moonlight Dinner or The Young Americans Dinner Theatre. Still want more? Close by in Paradise, MI, at Tahquamenon Falls State Park partake in cross-country skiing, hiking, winter camping, and snowmobiling.

The Dells

Got Kids? Take them to Wisconsin Dells, located just 3 ½ hour NW of Chicago, for indoor waterparks, amusement parks, and ziplining. Go for the day and choose a half a dozen parks offering day passes or stay for the night or weekend at a resort with the waterpark on site, such as Mt. Olympus, where skiing, tubing, and snowboarding come free with your stay, or Great Wolf Lodge, where kids can explore the magical world of Snowland while taking a break from the 84-degree indoor waterpark.

Harbor Country

Maybe you need activities at all, but to just relax and nest. Harbor Country in Michigan has your number. About 1 ½ hours outside of Chicago, lakeside towns like Harbert, Union Pier, and Grand Beach boast the best B&B’s around. Try the White Rabbit Inn B&B in Lakeside for a romantic couples retreat. Two blocks from the beach, these rustic rooms have whirlpools and fireplaces in the room, and the 2 deluxe knotty pine cabins offer outdoor hot tubs. After a night or weekend of relaxation, partake in a little action and chance at the Four Winds Casino in New Buffalo.

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