Name: First Day Hike
Start: 2026-01-01T11:00:00-06:00
End: 2026-01-01T12:00:00-06:00
Location: The Preserve of Highland Park

List
Month

October 2025
October 7, 2025 @ 11:00 am - 1:00 pm

Public Skate

Centennial Ice Arena 3100 Trail Way, Highland Park, IL, United States

$7 – $11
October 8, 2025 @ 10:00 am - 11:00 am Stories in the Sand

Stories in the Sand

Rosewood Beach 883 Sheridan Road, Highland Park, IL, United States

$12
October 8, 2025 @ 10:30 am - 12:30 pm

Wiggle Time

Park Fitness 1207 Park Avenue West, Highland Park, IL, United States

$7 – $9
October 9, 2025 @ 10:30 am - 12:30 pm

Wiggle Time

Park Fitness 1207 Park Avenue West, Highland Park, IL, United States

$7 – $9
October 9, 2025 @ 11:00 am - 1:00 pm

Public Skate

Centennial Ice Arena 3100 Trail Way, Highland Park, IL, United States

$7 – $11
October 10, 2025 @ 9:00 am - 12:00 pm Natural Areas Volunteer Program

Natural Areas Volunteer Program
October 10, 2025 @ 11:00 am - 1:00 pm

Public Skate

Centennial Ice Arena 3100 Trail Way, Highland Park, IL, United States

$7 – $11
October 10, 2025 @ 4:00 pm - 5:00 pm Community Yoga at Park Fitness

Community Yoga at Park Fitness

Park Fitness 1207 Park Avenue West, Highland Park, IL, United States

Free
October 10, 2025 @ 5:00 pm - 8:00 pm

Open Volleyball

Park Fitness 1207 Park Avenue West, Highland Park, IL, United States

$8 – $10
October 10, 2025 @ 5:15 pm - 8:00 pm

Under the Stars: Movie Night at Sunset Valley Golf Club

Sunset Valley Golf Club 1390 Sunset Road, Highland Park, IL, United States

Free
October 10, 2025 @ 6:30 pm - 8:00 pm

Hispanic Heritage Month: Campfire Folklore & Churros

Heller Nature Center 2821 Ridge Road, Highland Park, IL, United States

$12
October 11, 2025 @ 3:00 pm - 6:00 pm

Open Volleyball

Park Fitness 1207 Park Avenue West, Highland Park, IL, United States

$8 – $10
October 11, 2025 @ 4:00 pm - October 12, 2025 @ 9:00 am

Beach Campout

Rosewood Beach Interpretive Center 883 Sheridan Road, Highland Park, Illinois

$18
October 12, 2025 @ 10:00 am - 12:00 pm

Mushroom Hunting

Heller Nature Center 2821 Ridge Road, Highland Park, IL, United States

$26
October 12, 2025 @ 10:00 am - 2:30 pm

2nd Annual Dad Bod 3v3 Charity Basketball Tournament

Northwood Middle School 945 North Ave, Highland Park, Illinois, United States

Thank you to our sponsors:

$75
October 12, 2025 @ 3:00 pm - 6:00 pm

Open Volleyball

Park Fitness 1207 Park Avenue West, Highland Park, IL, United States

$8 – $10
October 13, 2025 @ 10:00 am - 2:30 pm

Treasure Hunt Adventure

Heller Nature Center 2821 Ridge Road, Highland Park, IL, United States

$68
October 13, 2025 @ 11:00 am - 12:30 pm

Garrett’s Skate

Centennial Ice Arena 3100 Trail Way, Highland Park, IL, United States

Free
October 13, 2025 @ 11:00 am - 1:00 pm

Public Skate

Centennial Ice Arena 3100 Trail Way, Highland Park, IL, United States

$7 – $11
October 14, 2025 @ 10:30 am - 12:30 pm

Wiggle Time

Park Fitness 1207 Park Avenue West, Highland Park, IL, United States

$7 – $9
October 14, 2025 @ 11:00 am - 1:00 pm

Public Skate

Centennial Ice Arena 3100 Trail Way, Highland Park, IL, United States

$7 – $11
October 15, 2025 @ 10:00 am - 11:00 am

Stories in the Woods

Heller Nature Center 2821 Ridge Road, Highland Park, IL, United States

$12
October 15, 2025 @ 10:30 am - 12:30 pm

Wiggle Time

Park Fitness 1207 Park Avenue West, Highland Park, IL, United States

$7 – $9
October 16, 2025 @ 10:00 am - 11:00 am

Pumpkin Quest: Pick & Paint

Heller Nature Center 2821 Ridge Road, Highland Park, IL, United States

$15 – $18
October 16, 2025 @ 10:30 am - 12:30 pm

Wiggle Time

Park Fitness 1207 Park Avenue West, Highland Park, IL, United States

$7 – $9
October 16, 2025 @ 11:00 am - 1:00 pm

Public Skate

Centennial Ice Arena 3100 Trail Way, Highland Park, IL, United States

$7 – $11
October 17, 2025 @ 9:00 am - 12:00 pm Natural Areas Volunteer Program

Natural Areas Volunteer Program
October 17, 2025 @ 11:00 am - 1:00 pm

Public Skate

Centennial Ice Arena 3100 Trail Way, Highland Park, IL, United States

$7 – $11
October 17, 2025 @ 4:00 pm - 5:00 pm Community Yoga at Park Fitness

Community Yoga at Park Fitness

Park Fitness 1207 Park Avenue West, Highland Park, IL, United States

Free
October 17, 2025 @ 5:00 pm - 8:00 pm

Open Volleyball

Park Fitness 1207 Park Avenue West, Highland Park, IL, United States

$8 – $10
October 17, 2025 @ 6:30 pm - 7:30 pm

Family Art Night

West Ridge Center 636 Ridge Road, Highland Park, IL, United States

$15 – $18
October 18, 2025 @ 10:00 am - 12:00 pm

Let’s Play! Fall Forest Exploration

Heller Nature Center 2821 Ridge Road, Highland Park, IL, United States

Free
October 18, 2025 @ 1:00 pm - 2:30 pm

Pumpkin Pool Splash

Park Fitness 1207 Park Avenue West, Highland Park, IL, United States

$15 – $18
October 18, 2025 @ 3:00 pm - 6:00 pm

Open Volleyball

Park Fitness 1207 Park Avenue West, Highland Park, IL, United States

$8 – $10
October 19, 2025 @ 3:00 pm - 6:00 pm

Open Volleyball

Park Fitness 1207 Park Avenue West, Highland Park, IL, United States

$8 – $10
October 20, 2025 @ 11:00 am - 1:00 pm

Public Skate

Centennial Ice Arena 3100 Trail Way, Highland Park, IL, United States

$7 – $11
October 21, 2025 @ 10:30 am - 12:30 pm

Wiggle Time

Park Fitness 1207 Park Avenue West, Highland Park, IL, United States

$7 – $9
October 21, 2025 @ 11:00 am - 1:00 pm

Public Skate

Centennial Ice Arena 3100 Trail Way, Highland Park, IL, United States

$7 – $11
October 22, 2025 @ 10:00 am - 11:00 am Stories in the Sand

Stories in the Sand

Rosewood Beach 883 Sheridan Road, Highland Park, IL, United States

$12
October 22, 2025 @ 10:30 am - 12:30 pm

Wiggle Time

Park Fitness 1207 Park Avenue West, Highland Park, IL, United States

$7 – $9
October 22, 2025 @ 6:00 pm - 7:00 pm

Board Meeting

West Ridge Center 636 Ridge Road, Highland Park, IL, United States
October 23, 2025 @ 10:30 am - 12:30 pm

Wiggle Time

Park Fitness 1207 Park Avenue West, Highland Park, IL, United States

$7 – $9
October 23, 2025 @ 11:00 am - 1:00 pm

Public Skate

Centennial Ice Arena 3100 Trail Way, Highland Park, IL, United States

$7 – $11
October 24, 2025 @ 9:00 am - 12:00 pm Natural Areas Volunteer Program

Natural Areas Volunteer Program
October 24, 2025 @ 11:00 am - 1:00 pm

Public Skate

Centennial Ice Arena 3100 Trail Way, Highland Park, IL, United States

$7 – $11
October 24, 2025 @ 4:00 pm - 5:00 pm Community Yoga at Park Fitness

Community Yoga at Park Fitness

Park Fitness 1207 Park Avenue West, Highland Park, IL, United States

Free
October 24, 2025 @ 5:00 pm - 6:30 pm

Fall Skating Exhibition

Centennial Ice Arena 3100 Trail Way, Highland Park, IL, United States

Free
October 24, 2025 @ 5:00 pm - 8:00 pm

Open Volleyball

Park Fitness 1207 Park Avenue West, Highland Park, IL, United States

$8 – $10
October 24, 2025 @ 5:00 pm - 9:00 pm

Halloween Open Play Pickleball

Club Pickle & Padel 2205 Skokie Valley Rd, Highland Park, IL, United States

Free – $15
October 24, 2025 @ 5:30 pm - 8:00 pm

Jack o Lantern Geocache

Heller Nature Center 2821 Ridge Road, Highland Park, IL, United States

$14
October 24, 2025 @ 7:00 pm - 8:30 pm

Scary Skate

Centennial Ice Arena 3100 Trail Way, Highland Park, IL, United States

Free
October 25, 2025 @ 9:00 am - 5:00 pm

Scary Halloween Miniature Golf

River's Edge Mini Golf 2203 Skokie Valley Road, Highland Park, IL, United States

Free
October 25, 2025 @ 3:00 pm - 6:00 pm

Open Volleyball

Park Fitness 1207 Park Avenue West, Highland Park, IL, United States

$8 – $10
October 26, 2025 @ 3:00 pm - 6:00 pm

Open Volleyball

Park Fitness 1207 Park Avenue West, Highland Park, IL, United States

$8 – $10
October 27, 2025 @ 11:00 am - 1:00 pm

Public Skate

Centennial Ice Arena 3100 Trail Way, Highland Park, IL, United States

$7 – $11
October 28, 2025 @ 10:30 am - 12:30 pm

Wiggle Time

Park Fitness 1207 Park Avenue West, Highland Park, IL, United States

$8 – $10
October 28, 2025 @ 11:00 am - 1:00 pm

Public Skate

Centennial Ice Arena 3100 Trail Way, Highland Park, IL, United States

$7 – $11
October 29, 2025 @ 10:00 am - 11:00 am

Stories in the Woods

Heller Nature Center 2821 Ridge Road, Highland Park, IL, United States

$12
October 29, 2025 @ 10:30 am - 12:30 pm

Wiggle Time

Park Fitness 1207 Park Avenue West, Highland Park, IL, United States

$7 – $9
October 30, 2025 @ 10:30 am - 12:30 pm

Wiggle Time

Park Fitness 1207 Park Avenue West, Highland Park, IL, United States

$7 – $9
October 30, 2025 @ 11:00 am - 1:00 pm

Public Skate

Centennial Ice Arena 3100 Trail Way, Highland Park, IL, United States

$7 – $11
October 30, 2025 @ 3:30 pm - 5:00 pm

Trunk or Treat

Hidden Creek AquaPark 1220 Fredrickson Place, Highland Park, IL, United States

Thank You to Our Sponsor:

Free
October 31, 2025 @ 9:00 am - 12:00 pm Natural Areas Volunteer Program

Natural Areas Volunteer Program
October 31, 2025 @ 11:00 am - 1:00 pm

Public Skate

Centennial Ice Arena 3100 Trail Way, Highland Park, IL, United States

$7 – $11
October 31, 2025 @ 3:50 pm - 4:50 pm

Public Skate

Centennial Ice Arena 3100 Trail Way, Highland Park, IL, United States

$7 – $11
November 2025
November 1, 2025 @ 11:20 am - 12:10 pm

Public Skate

Centennial Ice Arena 3100 Trail Way, Highland Park, IL, United States

$7 – $11
November 1, 2025 @ 1:00 pm - 3:00 pm

Dia de los Muertos

Park Fitness 1207 Park Avenue West, Highland Park, IL, United States

Free
November 2, 2025 @ 9:30 am - 3:30 pm

Play in a Day!

West Ridge Center 636 Ridge Road, Highland Park, IL, United States

$50 – $63
November 3, 2025 @ 11:00 am - 1:00 pm

Public Skate

Centennial Ice Arena 3100 Trail Way, Highland Park, IL, United States

$7 – $11
November 4, 2025 @ 10:30 am - 12:30 pm Wiggle Time

Wiggle Time

Park Fitness 1207 Park Avenue West, Highland Park, IL, United States

$7 – $9
November 4, 2025 @ 11:00 am - 1:00 pm

Public Skate

Centennial Ice Arena 3100 Trail Way, Highland Park, IL, United States

$7 – $11
November 5, 2025 @ 10:30 am - 12:30 pm Wiggle Time

Wiggle Time

Park Fitness 1207 Park Avenue West, Highland Park, IL, United States

$8 – $10
November 5, 2025 @ 3:00 pm - 10:00 pm

Saw-whet Owl Banding

Heller Nature Center 2821 Ridge Road, Highland Park, IL, United States

$50
November 6, 2025 @ 10:30 am - 12:30 pm Wiggle Time

Wiggle Time

Park Fitness 1207 Park Avenue West, Highland Park, IL, United States

$8 – $10
November 6, 2025 @ 11:00 am - 1:00 pm

Public Skate

Centennial Ice Arena 3100 Trail Way, Highland Park, IL, United States

$7 – $11
November 7, 2025 @ 9:00 am - 12:00 pm Natural Areas Volunteer Program

Natural Areas Volunteer Program
November 7, 2025 @ 4:00 pm - 5:00 pm Community Yoga at Park Fitness

Community Yoga at Park Fitness

Park Fitness 1207 Park Avenue West, Highland Park, IL, United States

Free
November 7, 2025 @ 4:30 pm - 6:00 pm

Pumpkin Smash

The Preserve of Highland Park 1207 Park Ave West, Highland Park, IL, United States

Free
November 8, 2025 @ 1:00 pm - 2:30 pm

Insect Pinning

Rosewood Beach 883 Sheridan Road, Highland Park, IL, United States

$35
November 8, 2025 @ 6:00 pm - 8:00 pm

Family Tennis Night

Deer Creek Racquet Club 701 Deer Creek Parkway, Highland Park, IL, United States

$14 – $38
November 10, 2025 @ 11:00 am - 1:00 pm

Public Skate

Centennial Ice Arena 3100 Trail Way, Highland Park, IL, United States

$7 – $11
November 11, 2025 @ 11:00 am - 1:00 pm

Public Skate

Centennial Ice Arena 3100 Trail Way, Highland Park, IL, United States

$7 – $11
November 12, 2025 @ 10:00 am - 11:00 am

Stories in the Woods

Heller Nature Center 2821 Ridge Road, Highland Park, IL, United States

$12
November 12, 2025 @ 10:30 am - 12:30 pm Wiggle Time

Wiggle Time

Park Fitness 1207 Park Avenue West, Highland Park, IL, United States

$8 – $10
November 13, 2025 @ 10:00 am - 11:00 am

Wiggles and Scribbles

West Ridge Center 636 Ridge Road, Highland Park, IL, United States

$5 – $10
November 13, 2025 @ 10:30 am - 12:30 pm Wiggle Time

Wiggle Time

Park Fitness 1207 Park Avenue West, Highland Park, IL, United States

$8 – $10
November 13, 2025 @ 11:00 am - 1:00 pm

Public Skate

Centennial Ice Arena 3100 Trail Way, Highland Park, IL, United States

$7 – $11
November 14, 2025 @ 9:00 am - 12:00 pm Natural Areas Volunteer Program

Natural Areas Volunteer Program
November 14, 2025 @ 11:00 am - 1:00 pm

Public Skate

Centennial Ice Arena 3100 Trail Way, Highland Park, IL, United States

$7 – $11
November 14, 2025 @ 3:50 pm - 4:50 pm

Public Skate

Centennial Ice Arena 3100 Trail Way, Highland Park, IL, United States

$7 – $11
November 14, 2025 @ 4:00 pm - 5:00 pm Community Yoga at Park Fitness

Community Yoga at Park Fitness

Park Fitness 1207 Park Avenue West, Highland Park, IL, United States

Free
November 15, 2025 @ 11:20 am - 12:10 pm

Public Skate

Centennial Ice Arena 3100 Trail Way, Highland Park, IL, United States

$7 – $11
November 15, 2025 @ 5:00 pm - 6:00 pm

Tracks, Trail, and Tales

Heller Nature Center 2821 Ridge Road, Highland Park, IL, United States

$14
November 17, 2025 @ 8:00 am - December 12, 2025 @ 5:00 pm

Letters to Santa

West Ridge Center 636 Ridge Road, Highland Park, IL, United States

Free
November 17, 2025 @ 11:00 am - 1:00 pm

Public Skate

Centennial Ice Arena 3100 Trail Way, Highland Park, IL, United States

$7 – $11
November 18, 2025 @ 10:30 am - 12:30 pm Wiggle Time

Wiggle Time

Park Fitness 1207 Park Avenue West, Highland Park, IL, United States

$8 – $10
November 18, 2025 @ 11:00 am - 1:00 pm

Public Skate

Centennial Ice Arena 3100 Trail Way, Highland Park, IL, United States

$7 – $11
November 19, 2025 @ 10:30 am - 12:30 pm Wiggle Time

Wiggle Time

Park Fitness 1207 Park Avenue West, Highland Park, IL, United States

$8 – $10
November 20, 2025 @ 10:30 am - 12:30 pm Wiggle Time

Wiggle Time

Park Fitness 1207 Park Avenue West, Highland Park, IL, United States

$8 – $10
November 20, 2025 @ 11:00 am - 1:00 pm

Public Skate

Centennial Ice Arena 3100 Trail Way, Highland Park, IL, United States

$7 – $11
November 21, 2025 @ 9:00 am - 12:00 pm Natural Areas Volunteer Program

Natural Areas Volunteer Program
November 21, 2025 @ 11:00 am - 1:00 pm

Public Skate

Centennial Ice Arena 3100 Trail Way, Highland Park, IL, United States

$7 – $11
November 21, 2025 @ 3:50 pm - 4:50 pm

Public Skate

Centennial Ice Arena 3100 Trail Way, Highland Park, IL, United States

$7 – $11
November 21, 2025 @ 4:00 pm - 5:00 pm Community Yoga at Park Fitness

Community Yoga at Park Fitness

Park Fitness 1207 Park Avenue West, Highland Park, IL, United States

Free
November 22, 2025 @ 11:20 am - 12:10 pm

Public Skate

Centennial Ice Arena 3100 Trail Way, Highland Park, IL, United States

$7 – $11
November 24, 2025 @ 11:00 am - 1:00 pm

Public Skate

Centennial Ice Arena 3100 Trail Way, Highland Park, IL, United States

$7 – $11
November 25, 2025 @ 10:00 am - 11:00 am

Stories in the Woods

Heller Nature Center 2821 Ridge Road, Highland Park, IL, United States

$12
November 25, 2025 @ 11:00 am - 1:00 pm

Public Skate

Centennial Ice Arena 3100 Trail Way, Highland Park, IL, United States

$7 – $11
November 26, 2025 @ 2:40 pm - 4:30 pm Public Skate

Public Skate

Centennial Ice Arena 3100 Trail Way, Highland Park, IL, United States

$7 – $11
November 28, 2025 @ 9:00 am - 12:00 pm Natural Areas Volunteer Program

Natural Areas Volunteer Program
November 28, 2025 @ 2:40 pm - 4:30 pm Public Skate

Public Skate

Centennial Ice Arena 3100 Trail Way, Highland Park, IL, United States

$7 – $11
November 28, 2025 @ 4:00 pm - 5:00 pm

Community Yoga at Park Fitness

Park Fitness 1207 Park Avenue West, Highland Park, IL, United States

Free
November 29, 2025 @ 2:40 pm - 4:30 pm Public Skate

Public Skate

Centennial Ice Arena 3100 Trail Way, Highland Park, IL, United States

$7 – $11
November 30, 2025 @ 11:40 am - 1:10 pm

Public Skate

Centennial Ice Arena 3100 Trail Way, Highland Park, IL, United States

$7 – $11
November 30, 2025 @ 3:00 pm - 6:00 pm Open Volleyball

Open Volleyball

Park Fitness 1207 Park Avenue West, Highland Park, IL, United States

$8 – $10
December 2025
December 1, 2025 @ 11:00 am - 1:00 pm

Public Skate

Centennial Ice Arena 3100 Trail Way, Highland Park, IL, United States

$7 – $11
December 2, 2025 @ 10:30 am - 12:30 pm Wiggle Time

Wiggle Time

Park Fitness 1207 Park Avenue West, Highland Park, IL, United States

$8 – $10
December 2, 2025 @ 11:00 am - 1:00 pm

Public Skate

Centennial Ice Arena 3100 Trail Way, Highland Park, IL, United States

$7 – $11
December 3, 2025 @ 10:30 am - 12:30 pm Wiggle Time

Wiggle Time

Park Fitness 1207 Park Avenue West, Highland Park, IL, United States

$8 – $10
December 4, 2025 @ 10:30 am - 12:30 pm Wiggle Time

Wiggle Time

Park Fitness 1207 Park Avenue West, Highland Park, IL, United States

$8 – $10
December 4, 2025 @ 11:00 am - 1:00 pm

Public Skate

Centennial Ice Arena 3100 Trail Way, Highland Park, IL, United States

$7 – $11
December 5, 2025 @ 9:00 am - 12:00 pm Natural Areas Volunteer Program

Natural Areas Volunteer Program
December 5, 2025 @ 11:00 am - 1:00 pm

Public Skate

Centennial Ice Arena 3100 Trail Way, Highland Park, IL, United States

$7 – $11
December 5, 2025 @ 3:50 pm - 4:50 pm

Public Skate

Centennial Ice Arena 3100 Trail Way, Highland Park, IL, United States

$7 – $11
December 5, 2025 @ 4:00 pm - 5:00 pm Community Yoga at Park Fitness

Community Yoga at Park Fitness

Park Fitness 1207 Park Avenue West, Highland Park, IL, United States

Free
December 5, 2025 @ 5:30 pm - 8:00 pm

Winter Wonderland

West Ridge Center 636 Ridge Road, Highland Park, IL, United States

Thank You to Our Sponsors:

$10 – $12
December 6, 2025 @ 8:00 am - 2:00 pm

Breakfast with Santa

The Clubhouse at Sunset Valley Golf Club 1390 Sunset Road, Highland Park, Illinois, United States

$25 – $35
December 6, 2025 @ 11:20 am - 12:10 pm

Public Skate

Centennial Ice Arena 3100 Trail Way, Highland Park, IL, United States

$7 – $11
December 6, 2025 @ 1:00 pm - 2:30 pm

The Great Ornament Hunt

Heller Nature Center 2821 Ridge Road, Highland Park, IL, United States

$14
December 7, 2025 @ 8:00 am - 5:00 pm

North Shore Winter Classic Skating Competition

Centennial Ice Arena 3100 Trail Way, Highland Park, IL, United States

Free
December 8, 2025 @ 11:00 am - 1:00 pm

Public Skate

Centennial Ice Arena 3100 Trail Way, Highland Park, IL, United States

$7 – $11
December 9, 2025 @ 10:30 am - 12:30 pm Wiggle Time

Wiggle Time

Park Fitness 1207 Park Avenue West, Highland Park, IL, United States

$8 – $10
December 9, 2025 @ 11:00 am - 1:00 pm

Public Skate

Centennial Ice Arena 3100 Trail Way, Highland Park, IL, United States

$7 – $11
December 10, 2025 @ 10:00 am - 11:00 am Stories in the Woods

Stories in the Woods

Heller Nature Center 2821 Ridge Road, Highland Park, IL, United States

$12
December 10, 2025 @ 10:30 am - 12:30 pm Wiggle Time

Wiggle Time

Park Fitness 1207 Park Avenue West, Highland Park, IL, United States

$8 – $10
December 11, 2025 @ 10:30 am - 12:30 pm Wiggle Time

Wiggle Time

Park Fitness 1207 Park Avenue West, Highland Park, IL, United States

$8 – $10
December 11, 2025 @ 11:00 am - 1:00 pm

Public Skate

Centennial Ice Arena 3100 Trail Way, Highland Park, IL, United States

$7 – $11
December 12, 2025 @ 9:00 am - 12:00 pm Natural Areas Volunteer Program

Natural Areas Volunteer Program
December 12, 2025 @ 11:00 am - 1:00 pm

Public Skate

Centennial Ice Arena 3100 Trail Way, Highland Park, IL, United States

$7 – $11
December 12, 2025 @ 3:50 pm - 4:50 pm

Public Skate

Centennial Ice Arena 3100 Trail Way, Highland Park, IL, United States

$7 – $11
December 12, 2025 @ 4:00 pm - 5:00 pm Community Yoga at Park Fitness

Community Yoga at Park Fitness

Park Fitness 1207 Park Avenue West, Highland Park, IL, United States

Free
December 13, 2025 @ 11:20 am - 12:10 pm

Public Skate

Centennial Ice Arena 3100 Trail Way, Highland Park, IL, United States

$7 – $11
December 13, 2025 @ 6:00 pm - 7:30 pm

Winter Solstice Lantern Walk

Heller Nature Center 2821 Ridge Road, Highland Park, IL, United States

$14
December 14, 2025 @ 3:30 pm - 6:00 pm Open Volleyball

Open Volleyball

Park Fitness 1207 Park Avenue West, Highland Park, IL, United States

$8 – $10
December 15, 2025 @ 11:00 am - 1:00 pm

Public Skate

Centennial Ice Arena 3100 Trail Way, Highland Park, IL, United States

$7 – $11
December 16, 2025 @ 10:30 am - 12:30 pm Wiggle Time

Wiggle Time

Park Fitness 1207 Park Avenue West, Highland Park, IL, United States

$8 – $10
December 16, 2025 @ 11:00 am - 1:00 pm

Public Skate

Centennial Ice Arena 3100 Trail Way, Highland Park, IL, United States

$7 – $11
December 17, 2025 @ 10:30 am - 12:30 pm Wiggle Time

Wiggle Time

Park Fitness 1207 Park Avenue West, Highland Park, IL, United States

$8 – $10
December 17, 2025 @ 6:30 pm - 7:30 pm

Family Art Night

West Ridge Center 636 Ridge Road, Highland Park, IL, United States

$15 – $18
December 18, 2025 @ 10:30 am - 12:30 pm Wiggle Time

Wiggle Time

Park Fitness 1207 Park Avenue West, Highland Park, IL, United States

$8 – $10
December 18, 2025 @ 11:00 am - 1:00 pm

Public Skate

Centennial Ice Arena 3100 Trail Way, Highland Park, IL, United States

$7 – $11
December 19, 2025 @ 9:00 am - 10:00 am Parent & Tot Open Gymnastics

Parent & Tot Open Gymnastics

Centennial Ice Arena 3100 Trail Way, Highland Park, IL, United States

$10
December 19, 2025 @ 9:00 am - 12:00 pm Natural Areas Volunteer Program

Natural Areas Volunteer Program
December 19, 2025 @ 4:00 pm - 5:00 pm Community Yoga at Park Fitness

Community Yoga at Park Fitness

Park Fitness 1207 Park Avenue West, Highland Park, IL, United States

Free
December 21, 2025 @ 3:00 pm - 6:00 pm Open Volleyball

Open Volleyball

Park Fitness 1207 Park Avenue West, Highland Park, IL, United States

$8 – $10
December 22, 2025 @ 9:00 am - 10:00 am Parent & Tot Open Gymnastics

Parent & Tot Open Gymnastics

Centennial Ice Arena 3100 Trail Way, Highland Park, IL, United States

$10
December 22, 2025 @ 9:00 am - 12:00 pm Kids Winter Break Pickleball Camp

Kids Winter Break Pickleball Camp

Club Pickle & Padel 2205 Skokie Valley Rd, Highland Park, IL, United States

$47
December 22, 2025 @ 9:00 am - 3:00 pm STREAM Explorers Winter Break Camp

STREAM Explorers Winter Break Camp

West Ridge Center 636 Ridge Road, Highland Park, IL, United States

$300 – $375
December 22, 2025 @ 9:00 am - December 23, 2025 @ 3:00 pm STREAM 4 TWEENS Winter Break Camp

STREAM 4 TWEENS Winter Break Camp

West Ridge Center 636 Ridge Road, Highland Park, IL, United States

$225 – $281.50
December 22, 2025 @ 9:00 am - December 26, 2025 @ 12:00 pm

Tennis Winter Break Camp

Deer Creek Racquet Club 701 Deer Creek Parkway, Highland Park, IL, United States

$47 – $170
December 22, 2025 @ 10:30 am - 12:30 pm Winter Break Gymnastics Pizza Party

Winter Break Gymnastics Pizza Party

Centennial Ice Arena 3100 Trail Way, Highland Park, IL, United States

$30
December 22, 2025 @ 7:00 pm - 9:00 pm Open Volleyball

Open Volleyball

Park Fitness 1207 Park Avenue West, Highland Park, IL, United States

$8 – $10
December 23, 2025 @ 9:00 am - 10:00 am Parent & Tot Open Gymnastics

Parent & Tot Open Gymnastics

Centennial Ice Arena 3100 Trail Way, Highland Park, IL, United States

$10
December 23, 2025 @ 9:00 am - 12:00 pm Kids Winter Break Pickleball Camp

Kids Winter Break Pickleball Camp

Club Pickle & Padel 2205 Skokie Valley Rd, Highland Park, IL, United States

$47
December 23, 2025 @ 9:00 am - 3:00 pm STREAM Explorers Winter Break Camp

STREAM Explorers Winter Break Camp

West Ridge Center 636 Ridge Road, Highland Park, IL, United States

$300 – $375
December 23, 2025 @ 10:30 am - 12:30 pm Wiggle Time

Wiggle Time

Park Fitness 1207 Park Avenue West, Highland Park, IL, United States

$8 – $10
December 23, 2025 @ 10:30 am - 12:30 pm Winter Break Gymnastics Pizza Party

Winter Break Gymnastics Pizza Party

Centennial Ice Arena 3100 Trail Way, Highland Park, IL, United States

$30
December 23, 2025 @ 7:00 pm - 9:00 pm Open Volleyball

Open Volleyball

Park Fitness 1207 Park Avenue West, Highland Park, IL, United States

$8 – $10
December 26, 2025 @ 9:00 am - 12:00 pm Natural Areas Volunteer Program

Natural Areas Volunteer Program
December 28, 2025 @ 3:00 pm - 6:00 pm Open Volleyball

Open Volleyball

Park Fitness 1207 Park Avenue West, Highland Park, IL, United States

$8 – $10
December 29, 2025 @ 9:00 am - 10:00 am Parent & Tot Open Gymnastics

Parent & Tot Open Gymnastics

Centennial Ice Arena 3100 Trail Way, Highland Park, IL, United States

$10
December 29, 2025 @ 9:00 am - 12:00 pm Kids Winter Break Pickleball Camp

Kids Winter Break Pickleball Camp

Club Pickle & Padel 2205 Skokie Valley Rd, Highland Park, IL, United States

$47
December 29, 2025 @ 9:00 am - 3:00 pm STREAM Explorers Winter Break Camp

STREAM Explorers Winter Break Camp

West Ridge Center 636 Ridge Road, Highland Park, IL, United States

$300 – $375
December 29, 2025 @ 9:00 am - December 30, 2025 @ 3:00 pm STREAM 4 TWEENS Winter Break Camp

STREAM 4 TWEENS Winter Break Camp

West Ridge Center 636 Ridge Road, Highland Park, IL, United States

$225 – $281.50
December 29, 2025 @ 10:30 am - 12:30 pm Winter Break Gymnastics Pizza Party

Winter Break Gymnastics Pizza Party

Centennial Ice Arena 3100 Trail Way, Highland Park, IL, United States

$30
December 29, 2025 @ 7:00 pm - 9:00 pm Open Volleyball

Open Volleyball

Park Fitness 1207 Park Avenue West, Highland Park, IL, United States

$8 – $10
December 29, 2025 @ 7:00 pm - 9:00 pm

Open Volleyball

Park Fitness 1207 Park Avenue West, Highland Park, IL, United States

$8 – $10
December 30, 2025 @ 9:00 am - 10:00 am Parent & Tot Open Gymnastics

Parent & Tot Open Gymnastics

Centennial Ice Arena 3100 Trail Way, Highland Park, IL, United States

$10
December 30, 2025 @ 9:00 am - 12:00 pm Kids Winter Break Pickleball Camp

Kids Winter Break Pickleball Camp

Club Pickle & Padel 2205 Skokie Valley Rd, Highland Park, IL, United States

$47
December 30, 2025 @ 9:00 am - 3:00 pm STREAM Explorers Winter Break Camp

STREAM Explorers Winter Break Camp

West Ridge Center 636 Ridge Road, Highland Park, IL, United States

$300 – $375
December 30, 2025 @ 10:30 am - 12:30 pm Wiggle Time

Wiggle Time

Park Fitness 1207 Park Avenue West, Highland Park, IL, United States

$8 – $10
December 30, 2025 @ 10:30 am - 12:30 pm Winter Break Gymnastics Pizza Party

Winter Break Gymnastics Pizza Party

Centennial Ice Arena 3100 Trail Way, Highland Park, IL, United States

$30
December 30, 2025 @ 7:00 pm - 9:00 pm

Open Volleyball

Park Fitness 1207 Park Avenue West, Highland Park, IL, United States

$8 – $10
January 2026
January 1 @ 11:00 am - 12:00 pm

First Day Hike

The Preserve of Highland Park 1207 Park Ave West, Highland Park, IL, United States

Free

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