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.
Parks, schools, dining, and what makes this neighborhood special
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.
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.
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.
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.
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.
Things to do, events, and what's happening this month
A weekly farmers market offering fresh local produce, artisan goods, live music, and a relaxed neighborhood ambiance—right near Highwood Terrace, perfect for getting groceries, discovering local makers, and enjoying a morning outing.
View event details →An outdoor weekly food truck festival with live music in the Ravinia District—ideal for Highwood Terrace residents looking for casual dinner options, community vibes, and summer evenings out.
View event details →Highland Park’s signature dining and music festival showcasing local restaurants, live performances, children’s activities and a photography exhibit—great for families and food lovers in the neighborhood.
View event details →An evening of wine tastings and storefront specials while strolling downtown—a fun, relaxed outing for Highwood Terrace residents to explore local shops and enjoy a festive summer night.
View event details →The culminating day of Highland Park’s acclaimed youth music festival featuring emerging bands performing across genres—perfect for music fans and families seeking free live entertainment nearby.
View event details →Stories, updates, and things to know in Highwood Terrace
Local characteristics and demographics for Highwood Terrace
