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Chicagoland's Most Charming Winter Getaways for a Weekend Retreat
Our real estate agents love Chicago in the wintertime. It's the perfect place to capture the magic of the winter season, and there are limitless ways to enjoy winter in Chicagoland.
Weekend Getaways In and Around Chicago
If you're planning a snowy getaway this season, we have some ideas. From a charming staycation in the heart of Chicago to an adventurous retreat in the surrounding areas, these are some of the best places to spend a winter weekend in Chicagoland.
The Godfrey Hotel - Chicago, IL
Address: 127 W Huron St, Chicago, IL 60654
A boutique hotel in Chicago's River North neighborhood, the Godfrey Hotel is a great place for an upscale getaway within the city limits. This chic space is not only beautifully appointed and conveniently located, but also surprisingly affordable. Just a few blocks from the Chicago River and the Magnificent Mile, the Godfrey Hotel also offers heated igloos for cozy winter dining on its rooftop patio with spectacular views of the city.
Deer Path Inn - Lake Forest, IL
Address: 255 E Illinois Rd, Lake Forest, IL 60045
The Deer Path Inn provides a charming luxury escape in Lake Forest on Chicago's North Shore. Although it's just a 35-minute drive from the city, the inn feels very much of another time and place. The English manor-inspired hotel was built in 1929 and features 57 rooms, a posh bar and dining area, along with crackling fireplaces and courtyard gardens.
Palmer House - Chicago, IL
Address: 17 E Monroe St, Chicago, IL 60603
One of Chicago's most storied and iconic hotels for more than 150 years, the Palmer House sits in the heart of the Downtown Loop, making it perfect for a weekend getaway in the very heart of the city. With a stunning onsite spa, the Palmer House is a stunning place to treat yourself to a luxurious stay in Chicago. Plus, the hotel is within walking distance of:
- Millennium Park
- Cloud Gate
- The Chicago Symphony Orchestra
- Art Institute of Chicago
The Publishing House B&B - Chicago, IL
Address: 108 N May St, Chicago, IL 60607
For a charming weekend getaway in the West Loop, look no further than the Publishing House B&B, a much-lauded bed and breakfast with a contemporary loft setting and vintage decor. The unique and diverse restaurants of the Fulton Market District are just footsteps away.
Kishuawa Cabins - Tonica, IL
Address: 901 N 2129th Rd, Tonica, IL 61370
For a woodsy rustic retreat that feels far from the bustle of the city, Kishuawa Cabins offers the perfect answer. Just 90 minutes from Chicago and a stone's throw from Starved Rock State Park, these cabins along the Fox River are perfect for reconnecting with nature on a weekend getaway.
The Herrington Inn & Spa - Geneva, IL
Address: 15 S River Ln, Geneva, IL 60134
For a truly luxurious weekend of pampering and pouring inward, consider the Herrington Inn & Spa, less than an hour from Chicago in Geneva. With European-style architecture that beautifully blends rustic charm with modern luxury, rooms at the inn feature gas fireplaces and deep soaking whirlpool tubs. Best of all is the spa, where guests can indulge in a massage, a facial, and a variety of other treatments.
Contact us today to learn more about living it up in Chicagoland this season. Not only is winter one of the most enjoyable seasons, but it's also one of the best times to find the home of your dreams in the Chicago area.
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