North Shore Pride Fest

June 3

11 am – 3 pm    Family Pride Picnic in Everts Park

5 pm – 1 am     Taste the Rainbow Pub Crawl kicking off at Ginger’s and ending at The Wooden Nickel at 9 PM with a DJ

Events kick off Saturday, June 3rd with a Pride Family Picnic in the Park at Everts Park (130 Highwood Avenue) from 11 a.m.-3 p.m., followed by a Taste the Rainbow Pub Crawl throughout Downtown Highwood restaurants and bars from 5 p.m. – 1 a.m

Redhead Days Chicago

June 10

11 am – 9 pm, Everts Park

Red Heads Unite, as all the red heads from around the country come to Highwood to gather with their brethren. Redhead Days Chicago Affiliate 2017 will feature two days of live music, local food vendors, beer, wine and other red-themed cocktails and soft drinks, a Carrot Cake Throwdown, petting zoo, pony rides, bounce houses and other activities for all ages.

Redhead Days Chicago

June 11

11 am – 5 pm, Everts Park

Calling all Redheads to Revel, Rebel and Rejoice! The party continues for a 2nd day. And remember, you don’t have to be a red to attend! All hair hues are welcome!!!

Highwood Evening Gourmet Market

June 14

4:30 pm – 9:30 pm, Everts Park

Featured Band: Ravinia Ramblers

The popular Evening Gourmet Market is back with many new vendors along with your favorite old ones as well. Come experience the fun as Highwood puts the Gourmet back into the Gourmet Market.

Highwood Evening Gourmet Market

June 21

4:30 pm – 9:30 pm, Everts Park

Featured Band: Matt Fedderman

Join us in the park for an evening of shopping, dining, cocktails and entertainment under the stars. Kid friendly and pet friendly too!

Inferno Fest at the Highwood Evening Gourmet Market

June 28

4:30 pm – 9:30 pm, Everts Park

Featured Band: The Hellhounds

Join us for this special market night when we celebrate of all things hot & spicy! Our vendors are featuring special hot & spicy delicacies along with their usual offerings. AND, those who are really up for a challenge, join us for the Inferno Fest Eating Contest, if you dare.

Thank you to Pepper Palace, our Hot & Spicy sponsor for tonight’s activities!

Highwood Evening Gourmet Market

July 5

4:30 pm – 9:30 pm, Everts Park

Featured Band: Singer Songwriters: coffee house style music

Join us in the park for an evening of shopping, dining, cocktails and entertainment under the stars. Kid friendly and pet friendly too!

Inferno Fest RESCHEDULED at the Highwood Evening Gourmet Market

July 12

4:30 pm – 9:30 pm, Everts Park

Featured Band: The Hellhounds

Join us for this special market night when we celebrate of all things hot & spicy! Our vendors are featuring special hot & spicy delicacies along with their usual offerings. AND, those who are really up for a challenge, join us for the Inferno Fest Eating Contest, if you dare. Sign up online at our Inferno Fest page.

NOTE: This special market night has been rescheduled due to unfavorable weather conditions on its original night of June 28. We hope to see you at the park!

Thank you to Pepper Palace, our Hot & Spicy sponsor for tonight’s activities!

Highwood Evening Gourmet Market

July 19

4:30 pm – 9:30 pm, Everts Park

Featured Band: The Imperial Boxmen

Join us in the park for an evening of shopping, dining, cocktails and entertainment under the stars. Kid friendly and pet friendly too!

Highwood Days

July 20

4 pm – 10 pm, Highwood Metra Station

Featured Bands: TBD

This year marks the 49th anniversary of Highwood’s oldest festival. Complete with carnival rides, funnel cakes, live music and tons of food from local vendors – this is the most traditional festival and will not disappoint!

Highwood Days

July 21

4 pm – 11 pm, Highwood Metra Station

Featured Bands: TBD

This year marks the 49th anniversary of Highwood’s oldest festival. Complete with carnival rides, funnel cakes, live music and tons of food from local vendors – this is the most traditional festival and will not disappoint!

North Shore Taco Run 5K

July 22

9 am, corner of Sheridan/Walker (in front of Bent Fork Bakery)

From downtown Highwood, up along the lake shore and through historic Ft Sheridan, the North Shore Taco Run 5K will be a run to remember.  Grab a friend, grab your kids, grab your parents who even at 70+ can still outlast you on the course, and come join the fun. When you’ve completed the race, walk right over to the North Shore Taco Festival grounds, listen to some live music and grab your complimentary taco and beer or margarita!!

Proceeds for this run will go to Highland Park-Highwood Legal Aid Clinic.

Highwood Days and North Shore Taco Fest

July 22

11 am – 11 pm, Highwood Metra Station

Featured Bands: TBD

North Shore Taco Fest brings together the region’s best taco-centric restaurants, caterers and food trucks to offer a wide range of mouth-watering taco creations.

Highwood Days and North Shore Taco Fest

July 23

11 am – 9 pm, Highwood Metra Station

Featured Bands: TBD

North Shore Taco Fest brings together the region’s best taco-centric restaurants, caterers and food trucks to offer a wide range of mouth-watering taco creations.

Highwood Evening Gourmet Market

July 26

4:30 pm – 9:30 pm, Everts Park

Featured Band: Gritman & Moran

Join us in the park for an evening of shopping, dining, cocktails and entertainment under the stars. Kid friendly and pet friendly too!

Bloody Mary Fest

July 30

10 am – 5 pm, Everts Park

Mixologists from near and far will shake up their special recipes and compete for the title of the Best Bloody Mary in the Midwest. Judged by a panel of “celebrity experts” and “the people,” contestants will be evaluated on a combination of categories ranging from taste, presentation, garnish and more!  Attendees will have more than 22 different Bloody Mary vendors to choose from.

Highwood Evening Gourmet Market

August 2

4:30 pm – 9:30 pm, Everts Park

Featured Band: Jen Porter

Join us in the park for an evening of shopping, dining, cocktails and entertainment under the stars. Kid friendly and pet friendly too!

Highwood Evening Gourmet Market

August 9

4:30 pm – 9:30 pm, Everts Park

Featured Band: Matt Fedderman

Join us in the park for an evening of shopping, dining, cocktails and entertainment under the stars. Kid friendly and pet friendly too!

Garlic Fest at the Highwood Evening Gourmet Market

August 16

4:30 pm – 9:30 pm, Everts Park

Featured Band: TBD

This fun, food-filled event showcases the ever-popular taste of Garlic. Come to sample a variety of garlic creations from out-of-the-ordinary garlic ice cream, candy, cupcakes and cocktails, to the more usual pastas, sauces, breads, and butters. The fest features a Taste of Garlic Competition for the Savory and Sweet categories, as well as the very popular Garlic Queen and Princess Competitions.

Highwood Evening Gourmet Market

August 23

4:30 pm – 9:30 pm, Everts Park

Featured Band: Incendio

Join us in the park for an evening of shopping, dining, cocktails and entertainment under the stars. Kid friendly and pet friendly too!

Nashwood: Nashville comes to Highwood

August 25-27

Highwood will turn Nashville for an entire weekend.  Always wanted to visit Nashville, but never could?  Well, we are bringing Nashville to you.  Every restaurant and bar in Highwood will bring live country, southern rock, blues, blue grass, folk, jazz, gospel and more from day into the late night hours.  There will be live music everywhere.  There will be no cover charge at any establishment, as tips will support the bands when you jump from place to place.

Highwood Evening Gourmet Market

August 30

4:30 pm – 9:30 pm, Everts Park

Featured Band: Alyssa Allgood

Join us in the park for an evening of shopping, dining, cocktails and entertainment under the stars. Kid friendly and pet friendly too!

The Great Highwood Pumpkin Fest benefitting Make-A-Wish, IL

October 6

4 pm – 10 pm, downtown Highwood

Featured Bands: TBD

The Great Highwood Pumpkin Fest will boast fan favorites including all you can carve pumpkins, Trick or Treating, Costume Contests, Pumpkin Parade, hay rides, pony rides, petting zoo, carnival rides, kids crafts, two stages jam packed with solid entertainment, food and beverage vendors galore and a Superhero 5K Pumpkin Run/Walk. As always, all lit jack-o-lanterns will be placed on pumpkin walls throughout the Festival grounds, with ceremonial wall lightings Friday and Saturday nights, and the grand lighting on Sunday evening.

Superhero 5K Pumpkin Run/Walk

October 7

9 am, corner of Sheridan/Walker (in front of Bent Fork Bakery)

The superheros will run from downtown Highwood, up along the lake shore and through historic Ft Sheridan. Come dressed as Superman, Ant-Man, Batman, Spiderman or whoever your superhero is!  Your superhero may be your mom, dad or a friend who went above and beyond the call of duty.  ALL proceeds go to benefit Make-A-Wish, Illinois.

The Great Highwood Pumpkin Fest benefitting Make-A-Wish, IL

October 7

11 am – 10 pm, downtown Highwood

Featured Bands: TBD

The Great Highwood Pumpkin Fest will boast fan favorites including all you can carve pumpkins, Trick or Treating, Costume Contests, Pumpkin Parade, hay rides, pony rides, petting zoo, carnival rides, kids crafts, two stages jam packed with solid entertainment, food and beverage vendors galore and a Superhero 5K Pumpkin Run/Walk. As always, all lit jack-o-lanterns will be placed on pumpkin walls throughout the Festival grounds, with ceremonial wall lightings Friday and Saturday nights, and the grand lighting on Sunday evening.

The Great Highwood Pumpkin Fest benefitting Make-A-Wish, IL

October 8

11 am – 9 pm, downtown Highwood

Featured Bands: TBD

The Great Highwood Pumpkin Fest will boast fan favorites including all you can carve pumpkins, Trick or Treating, Costume Contests, Pumpkin Parade, hay rides, pony rides, petting zoo, carnival rides, kids crafts, two stages jam packed with solid entertainment, food and beverage vendors galore and a Superhero 5K Pumpkin Run/Walk. As always, all lit jack-o-lanterns will be placed on pumpkin walls throughout the Festival grounds, with ceremonial wall lightings Friday and Saturday nights, and the grand lighting on Sunday evening.

Thanks!

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