Celebrate Highwood

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Celebrate Highwood

Bringing culture and creativity to the North Shore through our diverse businesses and series of special events. Please celebrate Highwood along with us!
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Highwood hosts many fabulous events through the year. Please check our upcoming events to see what is next. Most events, including the Wednesday night summer market, occur in Everts Park on Highwood Ave. west of Greenbay next to the library. Pumpkin Fest happens all over town. This page is not maintained by the City of Highwood. The City of Highwood does not author, endorse or take respon

sibility for the content posted to the page such as text input and uploaded files, including video, images, audio, executables and documents.

08/28/2026

Nashwood music schedule to be announced Monday!!!

08/27/2026

Grab your boots and join us for Nashwood! 🎸 Labor Day Weekend, Downtown Highwood transforms into Nashville with FREE live performances featuring country, southern blues, classic rock, and contemporary favorites. Enjoy great music, delicious food, and all the fun happening September 4 – 6. We can't wait to see y'all there!

A huge thank you to our 2026 sponsors Highland Park Bank & Trust, Bank of Highwood-Fort Sheridan, J. Blanton Plumbing, and Chiro One Chiropractic & Wellness Centers for helping make this unforgettable weekend possible! ❤️

08/25/2026

🤠🎸 The countdown to Nashwood is ON!! 🎶🔥

Nashville meets Highwood over Labor Day Weekend, September 4 – 6! Get ready for the 9th Annual Nashwood Music & Food Fest, when Downtown Highwood transforms into Nashville’s H***y Tonk Row for THREE DAYS of FREE live music, Southern-inspired food, drinks, and nonstop country vibes! 🤠🍻

From country and bluegrass to blues, classic rock, contemporary hits, and Southern rock, there’s something playing around every corner. 🎶 Stroll through Downtown Highwood and catch FREE performances at venues throughout the city, indoors and outdoors!

📅 September 4 – 6
🎸 Friday: 5 PM – bar close
🎶 Saturday: 2 PM – bar close
🤠 Sunday: 2 – 8 PM
💰 FREE admission - no cover charges!

And in true Nashville fashion, tips are always welcome to support the incredible musicians. ❤️🎤

👢 Cowboy boots? Check.
🤠 Cowboy hat? Check.
🎶 Three days of live music? ABSOLUTELY.

👉 Check out the full band lineup, venue list, map, and schedule at celebratehighwood.org/nashwood.

A huge thank you to our Nashwood sponsors Highland Park Bank & Trust, Bank of Highwood-Fort Sheridan, J. Blanton Plumbing, Chiro One Chiropractic & Wellness Centers and Soccer Stars for helping make this weekend possible! ❤️

08/24/2026

One last market of the summer! ✨

Don’t miss the final Evening Gourmet Market of the season on Wednesday, August 26, from 4:30 – 9 PM at Everts Park! Come out for one last summer evening filled with local vendors, delicious food, refreshing drinks, and great company. Shop your favorite local finds, grab dinner, and soak up the final Wednesday night market of the season! 🍴☀️

Whalen Music takes the stage from 6 – 9 PM, bringing music in a wide variety of genres. Fueled by joy, Whalen’s vocals and rhythms create insatiable grooves that will touch your heart and lift your soul. Sponsored by The Music Gallery. 🎶✨

A huge thank you to our incredible Evening Gourmet Market sponsors:
Highland Park Bank & Trust/Bank of Highwood-Fort Sheridan, J. Blanton Plumbing, Brian Lock - State Farm Insurance Agent, The Dog Stop, ALIYA Healthcare, Chiro One Chiropractic & Wellness Centers, Capital Vacations, Leafguard Brand Gutters, La Plancha Loca, and 1-888-Rentme2 for helping make another amazing season possible. We appreciate your continued support in bringing our community together each week!

One last market. One more summer night. Don’t miss it! 💛

Michael Whalen

08/20/2026

🤠🎶 Saddle up, Highwood... Nashwood is back!

Celebrate Highwood is transforming Downtown Highwood into Nashville's H***y Tonk Row for the 9th Annual Nashwood Music & Food Fest over Labor Day Weekend, September 4–6! 🎸⭐

Spend the weekend enjoying live country music on multiple stages, delicious Southern-inspired eats, cold drinks, line dancing, shopping from local vendors, and fun for the whole family. Grab your cowboy boots, throw on your favorite hat, and get ready for three days of country music, great food, and unforgettable memories!

📍 Downtown Highwood
📅 September 4–6

Stay tuned as we'll be announcing this year's music lineup, food vendors, and all the can't-miss festivities. Y'all won't want to miss it! 🤎🎵

A special thanks to Celebrate Highwood sponsors that help make producing Nashwood possible including Highland Park Bank & Trust/ Bank of Highwood-Fort Sheridan, J. Blanton Plumbing, and Soccer Stars of the North Shore.

08/18/2026

Make your Wednesday night plans a little more delicious! 🍴🎶

Join us August 19, from 4:30 – 9 PM at Everts Park for the second-to-last Evening Gourmet Market! Grab dinner from your favorite food vendors, browse local artisan booths, enjoy refreshing drinks, and make the most of these summer Wednesday nights.

Get lost in the jam with Railheart from 6 – 9 PM as they capture the improvisational spirit of the Grateful Dead. With authentic soundscapes and intricate musicianship, they'll recreate the free-spirited energy of a classic Dead show.

Gather your friends, soak up the summer vibes, and make this second-to-last Evening Gourmet Market one to remember! 🍴🎶☀️

08/17/2026

🍅🏆 Cheers to our Bloody Mary Fest 2026 Winners! 🏆🍅

A huge congratulations to all our talented competitors who brought incredible flavors, creativity, and fun to this year’s Bloody Mary Fest!

🏆 Judges’ Choice Winners:
🥇 1st Place - La Plancha Loca
🥈 2nd Place - Puro Pi**he Party
🥉 3rd Place - La Casa De Isaac Restaurante Mexicano in Highwood

People’s Choice Winners:
🥇 1st Place - My Dad's BBQ
🥈 2nd Place - Sera Chicago Roman-style Pizza
🥉 3rd Place - Puro Pi**he Party

A special thank you to our amazing sponsors and this year's esteemed panel of judges Juliann Brown, Dave Hochberg, Jen Girdon & Angela Cavett for helping make Bloody Mary Fest possible! 🍅🥂

CH Distillery Bar & Table, Jeppson's Malort, Greco and Sons, Highland Park Bank & Trust / Bank of Highwood-Fort Sheridan, J. Blanton Plumbing, Capital Vacations, Leafguard Brand Gutters, Midtown Home Improvements, and My Window Works.

Thank you for helping us make this year’s Bloody Mary Fest one to remember! ❤️🍹

08/14/2026

🍅🍹 Ready to find your new favorite Bloody Mary? 🍹🍅

Join us on Sunday, August 16, from 10 AM – 5 PM in Everts Park for the Sweet 16th Annual Bloody Mary Fest!

Watch talented bars and restaurants battle for the title of Best Bloody Mary in the Midwest, then cast your vote in the People's Choice Competition while expert judges crown the winners for Best Bloody Mary and Best Garnish. 🏆

From over-the-top garnishes stacked with meats, cheeses, seafood, and sandwiches to creative twists like Bloody Marias, Micheladas, Green Marys, and Red Snappers, there's something to sip for every brunch lover.

Enjoy live music by SOCIAL SECURITY from 11 AM – 4 PM, delicious food, artisan vendors, and fun for the whole family. Winners will be announced at 4:30 PM and trust us, the bragging rights are real. ✨

Special thanks to our Bloody Mary Fest Sponsors: Eleven Serious Mary Mix, CH Distillery, Jeppson's Malort, Capital Vacations, Greco & Sons, Highland Park Bank & Trust/Bank of Highwood-Fort Sheridan, J. Blanton Plumbing, Leafguard, Window Works and Midtown Home Improvements.

Eleven City Diner, CH Distillery Bar & Table, Jeppson's Malort, Greco and Sons, Highland Park Bank & Trust / Bank of Highwood-Fort Sheridan, J. Blanton Plumbing, Capital Vacations, Leafguard Brand Gutters, Midtown Home Improvements, and My Window Works.

Address

17 Highwood Avenue
Highwood, IL
60040

Website

http://www.celebratehighwood.org/

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