Highland Park

Highwood Terrace, Highland Park Neighborhood

Highwood Terrace is a charming tree-lined neighborhood known for its welcoming community spirit and mix of beautifully maintained historic homes and modern residences. With its quiet streets, lush landscaping, and a close-knit, friendly atmosphere, Highwood Terrace is a hidden gem where neighbors truly feel like family.

Highland Park offers a serene environment with low noise levels and ample green spaces. The city features over 50 parks, including Berkeley Prairie Forest Preserve, all conveniently reachable from most locations. Its well-maintained single detached homes and townhouses provide a variety of three and four-bedroom options, showcasing charming designs from different eras. Central Avenue hosts numerous food stores, and several restaurants and cafes enhance local dining choices. The city is well-suited for biking with its accessible infrastructure and includes nearby train stations for convenient access to regional rail services. Parking availability is generous, making transportation hassle-free throughout the area.

The character of Highland Park is exemplified by its calm environment. Most locations in the city have fairly good access to parks, like -1, since there are over 50 of them nearby for residents to check out. This part of the Chicago metropolitan area is very quiet overall, as the streets are very tranquil.

Highlights of Highwood Terrace

Parks, schools, dining, and what makes this neighborhood special

🏛️ Don Skrinar Recreation Center (432 Green Bay Road)

A long‑standing hub in downtown Highwood offering community classes and facilities—everything from yoga and theater to martial arts, youth soccer, and creative arts in its gym, dojo, multi‑purpose rooms, and ballpark—making it central to the family‑friendly programming of the neighborhood.

🎪 Evening Gourmet Market at Everts Park

Every Wednesday from early June through late August, Everts Park (102–111 Highwood Avenue) transforms into a vibrant night market hosting over 60 local food, artisan, and beverage vendors along with live music—a celebrated summer tradition on the North Shore.

🎳 Highwood Bocce Club (440 Bank Lane)

A nonprofit volunteer‑run institution rooted in the neighborhood’s Italian heritage, this club provides world‑class bocce courts, enacts cultural programming like language classes and cooking, and has hosted national and international championships.

🚂 Highwood Metra Station

Located in Highwood, the Metra station on the Union Pacific North Line offers commuters weekday and weekend service with ample parking, anchoring the neighborhood’s convenient transit access to Chicago and beyond.

🏘️ Historic Pre‑War Architecture Along Green Bay Road and Central Avenue

Highwood’s neighborhood charm is defined by its well‑preserved pre‑World War II architecture, including Italianate, neo‑classical, and Arts and Crafts bungalows in the downtown store‑front district along Green Bay Road and Central Avenue, reflecting the area’s early development.

A Highland Park Neighborhood

This September in Highwood Terrace

Things to do, events, and what's happening this month

September 2, 2026

Ravinia Farmers Market

Jens Jensen Park • 7:00 AM–1:00 PM

A weekly farmers market just a short walk from Highwood Terrace offering fresh seasonal produce, live music, and artisan vendors—ideal for picking up local goods and enjoying a vibrant community atmosphere.

September 3, 2026

Food Truck Thursdays (Final Summer Edition)

Jens Jensen Park • 4:30 PM–dusk

The last Food Truck Thursdays of the season brings together local food trucks, music, and community spirit—perfect for a casual evening just down the street in the Ravinia District.

September 4, 2026

Social Worker in the Library

Highland Park Public Library – Lobby • 1:00 PM–3:00 PM

A chance to meet the new Social Services Specialist and learn about local support and resiliency resources—helpful for community-minded residents of Highwood Terrace looking to connect with local services.

September 11, 2026

Downtown Concert at Port Clinton: Notte Italiana

Port Clinton Square • 6:00 PM–8:00 PM

An evening concert celebrating Italian culture with music and ambiance in downtown Highland Park—a fun outing within easy reach of Highwood Terrace.

September 17, 2026

Ziggy Marley & Thievery Corporation at Ravinia Pavilion

Hunter Pavilion at Ravinia Festival • 7:00 PM–10:00 PM

A high-energy outdoor concert featuring reggae legend Ziggy Marley with Thievery Corporation—an exciting live music experience just minutes from Highwood Terrace.

From the Neighborhood

Stories, updates, and things to know in Highwood Terrace

Know Your Neighborhood

Local characteristics and demographics for Highwood Terrace

Neighborhood Characteristics

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Demographics

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