Things To Do
in Highland Park

Highland Park, United States is a leafy suburb on the North Shore of Chicago known for its lakefront parks, historic architecture, and family-friendly neighborhoods. Set along Lake Michigan, it offers parks, cultural venues and easy access to downtown Chicago. The town blends small-town charm with strong community amenities, including Ravinia Festival in summer.

Visitors can enjoy beaches, gardens, and strollable avenues lined with shops and cafes.

Day Trips

Spend a day exploring around

day 1
Exploring Historic Center
morning
:

Start your day with a stroll through the charming streets of Highland Park, where you can admire the historic architecture and quaint shops. Grab a breakfast pastry and coffee at a local café to fuel your exploration. Don't forget to visit the Highland Park Historical Society to learn about the town's rich history.

afternoon
:

After lunch, spend some time at the beautiful Port Clinton Square, where you can enjoy the park's greenery and perhaps catch a local art show. Visit the nearby Highland Park Art Center to appreciate the local art scene and engage with community artists. Wrap up your afternoon with a visit to the Ravinia Park, known for its outdoor concerts and lush gardens.

evening
:

In the evening, dine at one of Highland Park's renowned restaurants, offering everything from Italian to modern American cuisine. After dinner, enjoy a leisurely walk along the lakeshore, taking in the stunning sunset views over Lake Michigan. End your night with a fun visit to a local music venue or theater for some live entertainment.

day 2
Nature and Wildlife Exploration
morning
:

Start your morning with a visit to the beautiful and serene Ravinia Park, where you can enjoy a peaceful walk on the trails surrounded by nature. Bring binoculars to spot local wildlife, as the park is home to various bird species and other animals. Enjoy a light breakfast picnic in one of the park's designated areas, soaking in the natural beauty around you.

afternoon
:

Afterward, head to the nearby Chicago Botanic Garden for an immersive experience in horticulture. Spend your afternoon wandering through themed gardens, such as the Japanese Garden and the Rose Garden, while learning about different plant species. Don't miss the chance to take part in a guided tour or workshop offered at the garden.

evening
:

As the sun sets, consider enjoying dinner at a lakeside restaurant, where you can savor fresh seafood and regional dishes. After dinner, take a leisurely stroll along the lakefront, reflecting on your day immersed in nature. If you’re up for it, participate in a local stargazing event held at one of the parks.

Cost Guide

Prices

ItemPrice
🍔Meal at inexpensive restaurant$12-18
🥗Meal for two at mid-range restaurant$40-70
🏠1-bedroom apartment rent (city center)$1,800-2,600
🚆Monthly transit pass$80-150
🩺Doctor visit (consultation)$100-200

Strengths and Weaknesses

  • Strong lakefront access and parks
  • Cultural events like Ravinia Festival
  • Family-friendly neighborhoods and safety
  • Proximity to downtown Chicago for day trips
  • High cost of living compared to national average
  • Limited nightlife compared to big cities
  • Some amenities require travel to nearby towns

Places to Visit in Highland Park

Visit one of these nice places.

Sunset Park overlook

Lake Michigan shoreline with golden hour views and beaches, ideal for wide landscape shots and sunset photography.

Ravinia Park and Pavilion

Iconic outdoor concert venue with a lawn and surrounding parkland offering dramatic night and day photography.

Downtown Highland Park on Central Avenue

Charming streetscapes, clock towers, and storefronts for architectural photography.

Culinary Guide

Food in Highland Park

The North Shore area around Highland Park features a mix of farm-to-table, seafood, and casual American options. Expect seasonal menus that emphasize local produce and lake-caught fish, with a focus on comfortable, family-friendly dining.

Highland Park Famous Food

Signature dishes, delicacies and famous food

Lake Michigan fish fry

A classic fried or baked fish dish featuring locally sourced whitefish or cod, common at beachfront eateries in summer.

Must-Try!

Seasonal farm-to-table plates

Dishes highlighting local vegetables and herbs from regional farms, often featured at bistros and cafes.

Food Markets

Explore local food markets

Highland Park Farmers Market

Seasonal market offering fresh produce, breads, cheeses, pastries and prepared foods near Sunset Park.

Climate Guide

Weather

Highland Park experiences four distinct seasons typical of the Chicago area, with cold winters and hot summers, mild springs and falls, and variable weather throughout the year.

How to Behave

Tips on cultural norms and respectful behavior

Polite conversation

Greeting with a friendly hello and eye contact; please and thank you are appreciated in all interactions.

Observing queues

Stand in line patiently; Chicago area etiquette favors orderly lines and courtesy.

Safety Guide

Safety

The area is generally safe, particularly in well-traveled downtown and residential neighborhoods. Practice normal precautions: lock cars, keep valuables out of sight, and stay aware of surroundings, especially at night in less busy areas.

Tipping in Highland Park

Ensure a smooth experience

Tipping

In restaurants, tipping at 15-20% of the pre-tax bill is standard. For casual cafes or takeout, tipping is optional but appreciated if service is good.

Payment Methods

Credit and debit cards are widely accepted; cash is also commonly accepted. Many places also offer contactless payment options.

Best Time to Visit

And what to expect in different seasons...

Summer

Warm days are perfect for lakefront walks, Ravinia concerts, and outdoor dining. Stay hydrated and wear sun protection; crowds can be substantial during festival season.

Autumn

Mild days with brilliant fall foliage; ideal for hikes along trails and photography in golden light.

Winter

Cold and snowy; plan for layered clothing and indoor activities; some outdoor spots may be limited but cozy cafes and cultural venues are open.

Spring

Gradual warming and blooming gardens; suitable for walking tours and garden visits.

Nightlife Guide

Highland Park at Night

Highland Park has a quiet, family-friendly nightlife scene with casual bars and lounges in nearby towns. In summer, Ravinia hosts renowned outdoor concerts that offer lively and sophisticated evening entertainment. Expect relaxed atmospheres, live music at select venues, and plenty of lakeside dining options.

Hiking in Highland Park

Immerse in an unforgettable hike.

Green Bay Trail

Scenic multi-use trail that runs along the North Shore, perfect for walking and cycling.

Heller Nature Center trails

Short, family-friendly nature trails with birdwatching opportunities.

Chicago Botanic Garden (Glencoe) trails

Extensive garden grounds with walking paths and nature trails just a short drive away.

Airports

How to reach Highland Park by plane.

O'Hare International Airport (ORD)

Major international hub about 25-30 miles from Highland Park; accessible by car or rail connections.

Chicago Midway International Airport (MDW)

Smaller but convenient option about 40-50 miles away; best for domestic flights.

Waukegan National Airport (UGN)

Regional airport closer to Highland Park for general aviation and short domestic flights.

Getting Around

Walkability

Downtown Highland Park is walkable with shops and cafes along Central Avenue, but many residential areas require a car for longer distances.

Demographics

Explore demographics in this area.

Demographic Group

A predominantly White, affluent community with a mix of families, professionals, and retirees; notable Jewish and Asian residents in the broader North Shore region.

Popular Sports

Explore popular sports in region.

Basketball

A widely followed sport across schools and community leagues.

Baseball/softball

Local youth and adult leagues and park district programs.

Ice hockey

Winter activity with local rinks and seasonal leagues in nearby towns.

Transportation

Traffic

Traffic can be light in residential areas but expect heavier congestion during rush hours near Chicago and on I-94 during peak times; Metra commuter rail offers a convenient alternative for trips to downtown Chicago.

Accomodations

Find the best place to stay when visiting Highland Park.

Dietary Restrictions

Tips for restricted diets.

Vegetarian

Choose seasonal vegetables, grains and plant-based proteins; many menus feature veggie options and can accommodate substitutions with advance notice.

Health & Medical

Healthcare

Healthcare is accessible through NorthShore facilities in nearby communities, including Evanston and Skokie; Highland Park has clinics and doctors within a short drive. Major hospitals are available in the Chicago area.

Discover United States

Read more in our United States 2025 Travel Guide.

United States Travel Guide