When it comes to memorable meals and unforgettable flavors, Highwood Terrace is Highland Park’s quietly buzzing epicenter. Nestled between Green Bay Road and Sheridan, and hugging the border where Highland Park and Highwood almost blur, this neighborhood radiates culinary charm without the crowds or pretension. Whether you’re a brunch aficionado, a connoisseur of global cuisine, or just in search of a killer cookie, Highwood Terrace’s diverse dining scene offers something to enthrall every palate — all within a stroll or short drive from home.
Main Street Munching: Where the Action Happens
If there’s such a thing as a culinary “Main Street” in Highwood Terrace, it has to be the lively stretch along Green Bay Road, just north of Old Elm. Here, a handful of beloved local eateries hold court.
- La Casa de Isaac — For the best Mexican breakfast in the area, locals flock to La Casa de Isaac. Their mole enchiladas, chilaquiles, and fluffy tres leches pancakes come highly recommended. Affordable and unpretentious, it’s family-owned and all about flavor. Don’t miss their homemade horchata!
- Del Rio — Situated right on Green Bay Road, Del Rio has been a Highland Park-Highwood standby since the 1920s. Their signature red sauce, homemade pasta, and classic chicken cacciatore will transport you to old-school Italy. It’s cozy, mid-priced, and perfect for a celebratory night out.
- ArrivaDolce Café — This locally adored coffee shop and patisserie sits just off Central Avenue. ArrivaDolce turns out smooth espresso, warm pastries, and legendary scones. The vibe is homey, often with neighbors chatting over cortados or students huddling over laptops. Expect lines on weekends, but it’s worth the wait.
Sweet Surprises & Bakeries
No neighborhood food scene is complete without stellar sweets, and Highwood Terrace’s bakeries can rival Chicago’s best.
- Bent Fork Bakery — Hidden on Elm Place, this bakery is a sweet-lovers’ paradise. Their custom cakes are show-stoppers, but the key lime tarts, outrageous brownies, and rotating “cookie of the day” keep regulars coming back. It’s a little upscale without being intimidating — the perfect place for a treat-yourself morning or to grab something special for a gathering.
- Tala Coffee Roasters — More than a coffee shop, Tala is the hip, industrial-chic spot where locals gather for artisan lattes, house-baked goods, and the best cinnamon rolls north of the city. Try their maple latte and chat with the friendly staff; it’s where Highland Park’s creative crowd caffeinates.
Global Flavors, Local Plates
One of the joys of eating in Highwood Terrace is the world-on-a-plate vibe — you can bounce from Latin American to Italian, Mediterranean to Asian, within a few blocks.
- Sushi Kushi San3 — Located a few steps from Port Clinton Square, Sushi Kushi is consistently rated the area’s top spot for sushi and Japanese comfort food. Their bento boxes, spicy tuna rolls, and ramen bowls make this a go-to for date nights and family dinners alike. Moderate pricing, superb fish, and speedy service set it apart.
- Casa Bonita — A new addition on Sheridan Road, Casa Bonita brings innovative Peruvian cuisine to the neighborhood. Standouts include tangy ceviche, tender lomo saltado, and their take on the iconic Pisco Sour. Ideal for adventurous eaters or a leisurely evening with friends; it’s moderately upscale, but approachable.
- Miramar Bistro — For a romantic bistro night or live jazz and tapas, Miramar on Green Bay is an absolute must. The Parisian-inspired spot’s signature steak frites, garlicky mussels, and house cocktails draw locals for both long dinners and lively happy hours.
Hidden Gems & Food Trucks
The best neighborhoods often reward deeper digging, and Highwood Terrace has its share of under-the-radar finds.
- Jalapeño Grill Food Truck — Parked most summers on St. Johns Avenue near the playgrounds, this casual Mexican food truck ups the ante with loaded elote, quesabirria tacos, and fruit agua frescas. Perfect for post-park appetites or a casual weekday treat; super affordable.
- Highland Pop — Tucked on Laurel Avenue, Highland Pop is a gourmet popcorn lover’s dream. They serve dozens of flavors, from rich caramel to spicy cheddar-serrano. Great for gifting or movie nights, and unexpectedly addictive.
- The Vine — This intimate wine bar just off Central impreses with not only its global wine list but also shareable plates: try the prosciutto flatbread or uni pasta. Perfect for an off-the-beaten-path evening, with reasonable pricing and a cozy candlelit vibe.
Neighborhood Food Traditions & Community Vibes
Highwood Terrace, perched at the cultural crossroads of Highland Park and Highwood, carries on several beloved food traditions that bring families and friends out year after year.
- Highwood Garlic Fest — Technically just across the “line,” this end-of-summer festival on Green Bay Road infuses the entire neighborhood with the irresistible aroma of roasted garlic and local eats — think garlicky fries, stinky cheeses, and even garlic ice cream!
- Food Truck Fridays at Central Park — From late spring through early fall, the neighborhood comes alive on Friday evenings with a rotating roster of food trucks, live music, and community tables under the stars. Everything from Korean BBQ to wood-fired pizzas makes an appearance.
Wallet-Friendly to Splurge-Worthy
One of Highwood Terrace’s strengths is its food scene’s range: spots for date nights, casual everyday noshing, and cheap eats all coexist comfortably. You’ll find:
- Grab-and-go bakeries for under $5.
- Mid-range dinner or brunch spots with entrees averaging $15–$25.
- Special-occasion restaurants where a night out might run $30–$50 per person, wine included.
The Real Flavor of Highwood Terrace
What truly separates Highwood Terrace’s food scene is its genuine, neighborly feel. Places are run by families, by passionate chefs, by folks who remember your order and welcome newcomers. Hidden gems thrive alongside landmark spots. Whether you’re looking for a high-octane brunch, a bedtime bakery run, or a food truck standout in the park, this neighborhood invites you to slow down, savor, and discover why Highland Park locals call Highwood Terrace one of the North Shore’s tastiest secrets.
So next time you’re craving a meal that feels special — without the city hassle — start exploring the culinary treasures of Highwood Terrace. Your taste buds will thank you.