10 Chicago North Shore Suburbs With The Best Downtowns

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Chicago North Shore Suburbs With The Best Downtowns

The Chicago North Shore suburbs are renowned for their picturesque downtowns, offering a perfect blend of urban energy and suburban tranquility. Whether you’re exploring vibrant shopping districts, enjoying tree-lined streets, or immersing yourself in cultural attractions, these suburbs are a haven for residents and visitors alike.

Let’s explote the 10 Chicago North Shore Suburbs With The Best Downtowns. Each town boasts a unique charm, making the North Shore suburbs some of the most desirable areas in the greater Chicago region.

Top Downtowns in the North Shore Suburbs

Highland Park IL
1- Highland Park

Highland Park is a prime example of a bustling downtown that combines small-town charm with cosmopolitan sophistication. Known for its tree-lined streets and pedestrian-friendly layout, Highland Park offers an array of amenities:

  • Shopping and Dining: Discover unique restaurants, specialty shops, and upscale boutiques. From cozy cafeterias to fine dining establishments, there’s something for everyone.
  • Cultural Attractions: The downtown area hosts various events throughout the year, including art fairs and music festivals.
  • Easy Access: With a centrally located train station, commuting to downtown Chicago is seamless, making it an ideal spot for professionals.

2- Evanston

Located just north of downtown Chicago, Evanston combines the vibrancy of a college town with the charm of a suburban community. Home to Northwestern University, Evanston’s downtown thrives with youthful energy and diversity.

  • Shopping and Entertainment: The downtown area features a mix of national retailers and local shops, along with cultural landmarks like the Evanston Public Library and the iconic Community Fountain.
  • Dining Options: Evanston’s restaurants cater to all tastes, offering everything from farm-to-table dining to international cuisines.
  • Beaches and Green Spaces: Proximity to Lake Michigan ensures residents can enjoy beautiful beaches and lush parks within walking distance.

3- Winnetka

Winnetka stands out for its welcoming feel and upscale atmosphere. Its downtown area is a picturesque retreat that reflects small-town charm and elegance.

  • Boutiques and Eateries: Stroll through the downtown area and discover high-end boutiques, artisan shops, and charming bistros.
  • Parks and Green Spaces: Winnetka’s parks provide a serene escape, making it a perfect destination for families and outdoor enthusiasts.
  • Affluent Community: As one of the more affluent North Shore suburbs, Winnetka offers a high quality of life with excellent schools and a strong sense of community.

4- Lake Forest

Known for its historic charm and scenic beauty, Lake Forest is a quintessential North Shore suburb. Its downtown area is one of the most picturesque in the region.

  • Tree-Lined Streets: Enjoy the beauty of streets lined with mature oak trees and meticulously maintained storefronts.
  • Shopping and Dining: The downtown area is home to upscale shops and restaurants, offering everything from fine jewelry to gourmet cuisine.
  • Proximity to Nature: Lake Forest’s location near Lake Michigan provides stunning views and recreational opportunities.

Exploring Other Chicago Suburbs With Great Downtowns5- Oak Park

Oak Park is a suburb steeped in architectural history and culture. Its vibrant downtown area is walkable and filled with unique attractions.

  • Historic Appeal: Known for its connection to Frank Lloyd Wright, Oak Park features Prairie-style homes and Victorian architecture.
  • Cultural and Culinary Delights: The downtown area is filled with galleries, independent shops, and award-winning restaurants.
  • Convenience: Located near downtown Chicago, Oak Park is ideal for those seeking suburban living with city convenience.

6- Des Plaines

Des Plaines’ charming downtown area offers a mix of modern amenities and historic character.

  • Community Events: Seasonal events and farmers’ markets bring residents together, creating a strong sense of community.
  • Accessibility: The town’s train station and proximity to major highways make it a convenient location for commuters.
  • Family-Friendly Atmosphere: With parks, excellent schools, and diverse amenities, Des Plaines is a great choice for families.

7- Park Ridge

Park Ridge’s downtown area perfectly blends suburban charm with a lively community vibe.

  • Specialty Shops and Cafes: The downtown streets are filled with unique boutiques, coffee shops, and eateries.
  • Parks and Recreation: The area features beautiful parks and recreational facilities, ideal for families.
  • Proximity to the City: Just a short drive from Chicago, Park Ridge is a perfect suburb for those who want the best of both worlds.

8- La Grange

La Grange is known for its quaint small-town charm and vibrant downtown.

  • Pedestrian-Friendly: Its main streets are lined with charming shops and restaurants, making it a joy to explore on foot.
  • Community Spirit: Events like summer festivals and holiday parades create a warm, welcoming atmosphere.
  • Great for Families: With excellent schools and a safe, community-oriented environment, a top choice for parents.

Hidden Gems Along the North Shore

9- Glencoe

Though smaller than some of its neighbors, Glencoe’s downtown offers a cozy, upscale atmosphere.

  • Proximity to Lake Michigan: Enjoy scenic views and access to peaceful beaches.
  • Boutiques and Cafes: The downtown area is home to charming specialty stores and intimate dining options.
  • Community Feel: Glencoe is known for its friendly residents and strong sense of community.

10- Wilmette

Wilmette is another North Shore suburb with a delightful downtown area.

  • Upscale Shopping: From high-end retailers to local artisan shops, Wilmette offers an exceptional shopping experience.
  • Family-Friendly Amenities: With top-rated schools and beautiful parks, Wilmette is an ideal place for families.
  • Historic Charm: The unique architecture adds to the suburb’s unique appeal.

Why the North Shore Suburbs Are Ideal for Families

The North Shore suburbs stand out as some of the best places for families due to their excellent schools, abundant green areas, and safe neighborhoods. These towns also offer:

  • Easy Access to Downtown Chicago: Public transportation and well-connected roadways make commuting simple and convenient.
  • Cultural and Recreational Opportunities: From theaters and museums to parks and sea shores, the North Shore has something for everyone.
  • A Warm Feel: Each suburb fosters a sense of community, making it perfect for raising children.

Exploring Chicago North Shore Suburbs With The Best Downtowns and Beyond

Chicago Suburbs
Chicago Suburbs


The Chicago suburbs offer a diverse range of living and lifestyle options, catering to families, professionals, and retirees alike. These areas provide the perfect blend of suburban tranquility and access to urban amenities.

The northern suburbs and other North Shore suburbs of Chicago, such as Lake Forest and Highland Park, are known for their scenic beauty, luxurious homes, and excellent schools. Downtown Evanston offers a dynamic mix of city life with a suburban feel, featuring shopping districts, cultural places, and proximity to Lake Michigan.

The affluent suburbs in the Chicago area, including those in Lake County and New Trier Township, boast top-tier schools like those in Trier Township and New Trier Township, making them ideal for families with kids. Suburbs like Winnetka and River Forest provide a peaceful yet vibrant lifestyle.

Naperville, another gem in the greater Chicago area, is celebrated for its family-friendly environment, exceptional schools, and a great mix of cultural and recreational opportunities. From bustling shopping districts to charming other towns, the suburbs surrounding Chicago offer something for everyone.

Whether you prefer the serenity of suburban living or the energy of city life, the greater Chicago area is full of opportunities to live, work, and thrive. Whether you’re a young professional, a growing family, or someone seeking an upscale suburban lifestyle, the North Shore suburbs of Chicago offer a perfect balance of city convenience and suburban tranquility.

From the vibrant downtown of Evanston to the charming streets of Lake Forest, these towns provide a rich sense of community and a high quality of life. If you’re considering relocating or planning your next visit to the Chicago area, exploring the best downtowns of the North Shore suburbs should be at the top of your list.

With their beautiful beaches, unique restaurants, and tree-lined streets, these suburbs aren’t just places to live—they’re places to thrive. Ready to experience the best of the North Shore? Plan your visit today and discover the vibrant downtowns that make this region a perfect place to call home!

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