Planning a trip to the Windy City? Chicago offers a vibrant mix of culture, history, and entertainment, making it a top destination for travelers worldwide. Choosing the right place to stay can significantly enhance your experience, whether you’re seeking a luxurious escape, a family-friendly retreat, or a budget-conscious option.

Best Places to Stay Near Chicago

This guide explores the diverse neighborhoods surrounding Chicago, highlighting the best places to stay based on your interests and preferences. From charming suburbs to bustling downtown areas, we’ll unveil hidden gems and popular hotspots to ensure you find the perfect accommodation for your Chicago adventure.

Factors to Consider

Before diving into specific recommendations, consider these factors to narrow down your search:

• Budget: Determine your price range to explore options that align with your financial constraints.
• Location: Decide which area of Chicago best suits your itinerary, whether it’s the heart of downtown, a trendy neighborhood, or a peaceful suburb.
• Travel Style: Are you traveling solo, as a couple, with family, or in a group? Consider the amenities and atmosphere that cater to your travel style.
• Interests: Chicago offers a wide range of attractions. Choose a location that’s close to your desired activities, such as museums, theaters, parks, or sporting events.

Best Places to Stay Near Chicago

Chicago, the vibrant heart of the Midwest, offers a captivating blend of urban excitement and Midwestern charm. Beyond the city’s iconic skyline and world-class attractions, a wealth of charming towns and picturesque destinations await just outside its bustling borders. Whether you seek a tranquil escape, a historical adventure, or a taste of small-town hospitality, these nearby gems provide the perfect complement to your Chicago experience.

North Shore Chic: Evanston and Winnetka

Nestled along Lake Michigan’s shimmering shores, Evanston and Winnetka exude an air of sophisticated elegance. These vibrant communities offer a unique blend of urban amenities and suburban tranquility.

Evanston: A Hub of Culture and Education

Home to Northwestern University, Evanston boasts a lively intellectual atmosphere and a thriving arts scene. Explore the charming downtown area, lined with boutiques, art galleries, and cozy cafes. (See Also: Best Places To Stay Near Mackinac Island)

• Must-See Attractions: Evanston Art Center, the historic Chicago Music Festival, and the scenic beaches of Lake Michigan.
• Accommodation Options: From boutique hotels to elegant bed and breakfasts, Evanston offers a range of accommodations to suit every taste and budget.

Winnetka: Picturesque Elegance and History

Known for its stunning mansions and lush landscapes, Winnetka offers a glimpse into a bygone era. Stroll through the charming downtown area, browse unique shops, and savor delectable cuisine at award-winning restaurants.

• Must-See Attractions: The Winnetka Historical Society Museum, the picturesque Hubbard Woods Forest Preserve, and the charming shops and boutiques along Green Bay Road.
• Accommodation Options: Luxurious hotels and charming inns provide a haven of comfort and elegance in Winnetka.

Charming Villages: Lake Forest and Highland Park

A short drive north of Chicago, Lake Forest and Highland Park offer a delightful escape from the city’s hustle and bustle. These picturesque villages combine historic charm with modern amenities, creating an idyllic setting for a relaxing getaway.

Lake Forest: A Legacy of Elegance

Renowned for its stunning mansions and sprawling estates, Lake Forest exudes an aura of timeless elegance. Explore the historic downtown area, browse antique shops, and enjoy a leisurely stroll through the scenic Ravinia Park.

• Must-See Attractions: The Lake Forest History Museum, the picturesque Lake Forest Academy, and the renowned Ravinia Festival.
• Accommodation Options: From historic inns to modern hotels, Lake Forest offers a range of accommodations to suit every preference.

Highland Park: A Blend of History and Modernity

Highland Park boasts a vibrant arts scene, charming boutiques, and a picturesque downtown area. Explore the historic buildings, discover hidden gems, and enjoy the city’s lively atmosphere.

• Must-See Attractions: The Highland Park Historical Society Museum, the stunning gardens of the Braeside Mansion, and the vibrant art galleries and studios in the downtown area.
• Accommodation Options: Highland Park offers a variety of accommodations, from cozy bed and breakfasts to modern hotels.

Suburban Serenity: Oak Park and River Forest

Just west of Chicago, Oak Park and River Forest offer a tranquil escape from the city’s urban sprawl. These charming communities are steeped in history, culture, and natural beauty.

Oak Park: A Haven for Artists and History Buffs

Oak Park is renowned as the former home of Frank Lloyd Wright, and his architectural legacy is evident throughout the village. Explore the Frank Lloyd Wright Home and Studio, admire the stunning Prairie School architecture, and discover the vibrant arts scene. (See Also: Best Places To Stay Bar Harbor Maine)

• Must-See Attractions: The Frank Lloyd Wright Home and Studio, the Ernest Hemingway Birthplace Museum, and the charming shops and cafes along Oak Park Avenue.
• Accommodation Options: Oak Park offers a range of accommodations, from historic inns to modern hotels.

River Forest: A Picturesque Village with a Rich History

River Forest is a charming village with a strong sense of community. Explore the historic downtown area, browse the unique shops, and enjoy a leisurely stroll through the scenic parks and trails.

• Must-See Attractions: The River Forest Public Library, the picturesque River Forest Park District, and the charming shops and restaurants along Lake Street.
• Accommodation Options: River Forest offers a variety of accommodations, from cozy bed and breakfasts to modern hotels.

Recap

From the sophisticated elegance of Evanston and Winnetka to the charming villages of Lake Forest and Highland Park, and the tranquil havens of Oak Park and River Forest, Chicago’s surrounding areas offer a diverse range of experiences. Whether you seek cultural immersion, historical exploration, or simply a peaceful escape, these nearby gems provide the perfect complement to your Chicago adventure.

Frequently Asked Questions

What are some popular neighborhoods to stay in near Chicago?

Some of the most popular neighborhoods to stay in near Chicago include: River North, known for its art galleries and nightlife; the Loop, home to many of the city’s iconic landmarks; Wicker Park, a trendy area with independent shops and restaurants; Lincoln Park, a beautiful neighborhood with parks and lakefront access; and Hyde Park, home to the University of Chicago and the Museum of Science and Industry.

What types of accommodations are available near Chicago?

You’ll find a wide variety of accommodations near Chicago, from luxury hotels and boutique inns to budget-friendly motels and vacation rentals. There are options to suit every taste and budget.

Is it better to stay in the city or outside of the city center?

Staying in the city center offers easy access to attractions, restaurants, and public transportation. However, staying outside the city center can be more affordable and quieter. Consider your priorities and budget when making your decision. (See Also: Best Places To Stay In Moab)

How far is O’Hare International Airport (ORD) from downtown Chicago?

O’Hare International Airport is located about 14 miles northwest of downtown Chicago.

What is the best way to get around Chicago?

Chicago has an extensive public transportation system, including the “L” train and buses. You can also get around by taxi, rideshare services, or bike.