Highwood Neighborhood Picks! | Chicago North Shore Moms

Highwood Hot Spots


This guide was updated n 2024. Small in size, but big in character this is where the cool kids hang on on the North Shore! Here we go!

28 Mile Vodka Distillery is fabulous for craft drinks, live music and delicious pizza. The rooftop makes this spot a true gem.

Longitude 351 is fantastic South American cousine! We love the food here and could probably drink the chimichurri sauce. Lol

Buffo’s has some of the best pizza on the North Shore and is super family-friendly. Service is fast so you can get and out in a jiff. 

Alex’s Washington Gardens is a super family spot owned and operated by two super North Shore families!  The kids order the pizza, the adults order the fish – both are good!

Miramar Cafe is one of our favs and one of the few french restaurants in the area.

When Noon O Kabab decided to open a second location, we were thrilled they came to Highwood. This persian cuisine is rich in flavor and spice.

The North Shore isn’t known for it’s vibrant night life but if there ever was a place for it here, Highwood is the destination. For bars and pubs that stay open past bedtime, head to Wooden Nickel, Teddy O’Brian’s and Toadstool!

Highwood isn’t well known for shopping, however, when you’re in town, we highly suggest you stop in at Ablaze for the aesthetic home decor and delicious candles. This beautiful gift shop is home to a local and well-known design build service chalk full of stellar reviews and owned by a fabulous North Shore family.

Last but not least we recommend La Michoacana Bella for ice cream bars and Billy Bricks for specialty ice cream.

I leave you with one more thing: Highwood’s Evening Gourmet Market is a must stop at least once over the summer. Typically this occurs on Wednesday nights and is host to kid’s activities and delicious food tables by local restaurants.  It’s a favorite way to spend summer nights in the North Shore!  Highwood also goes all out seasonally with festivals and events.  Be sure to follow on Instagram to stay in the know! Visit Celebrate Highwood to get a line up of all of the fabulous events.

The Neighborhood and Realtor Guide contains sponsored listings. That said, in the true spirit of providing stellar and trusted content for our viewers, all of the businesses listed were obtained by an initial vetting process and personal experiences, and they are included by invite only. The information contained in the listings are verbatim by that particular business.

Join The Chicago North Shore Moms Network Community

Stay up-to-date with what is happening in-and-around The Chicago North Shore community with local events, community highlights, and exclusive deals.