The best walks and hikes around Highland Park
4.7
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Highland Park hiking trails offer diverse outdoor experiences across varied landscapes. The region features natural areas like The Preserve of Highland Park, which spans over 100 acres and includes green lawns, native gardens, and restored woodlands. These areas provide walking and biking trails that connect neighborhoods and allow for immersion in nature. The terrain generally includes gentle elevations and paths through preserves and along lakefronts.
Best hiking trails around Highland Park
- The most popular hiking route is The Preserve of Highland Park loop — Highland Park, a 2.4 miles (3.9 km) trail that takes 59 minutes to complete. This easy loop explores restored woodlands and native gardens.
- Another top favourite among local hikers is Fort Sheridan Forest Preserve loop — Lake Forest, Illinois, an easy 2.3 miles (3.8 km) path. This route offers views within a significant forest preserve.
- Local hikers also love the Fort Sheridan via Rosewood Beach & Green Bay Trail loop — Highland Park, Illinois, a 13.9 miles (22.4 km) trail leading through varied terrain including lakefront and forest, often completed in about 5 hours 47 minutes.
- Hiking around Highland Park is defined by restored woodlands, native gardens, and lakefront paths. The network offers options for different ability levels, from easy strolls to more challenging long-distance routes.
- The routes in Highland Park are highly rated by the komoot community with an average score of 5.0 stars from over 10 reviews. Nearly 200 visitors have used komoot to explore Highland Park's varied terrain.
Last updated: May 12, 2026
3.0
(1)
2
hikers
3.82km
00:58
10m
20m
Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.
1
hikers
1.51km
00:23
0m
0m
Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.
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1.99km
00:31
20m
20m
Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.
16.3km
04:06
20m
10m
Moderate hike. Good fitness required. Easily-accessible paths. Suitable for all skill levels.
5.0
(1)
17
hikers
3.76km
00:59
30m
30m
Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.
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Tips from the Community
Enjoy breathtaking views of Lake Michigan at Fort Sheridan Beach lookout. This vantage point offers a perfect lookout spot, showcasing the beauty of the lake. If the beach beckons, worry not, as easy access awaits from this location.
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Northcroft Park is a 30-acre beautifully maintained park that offers a large pavilion, playground equipment, tennis courts, soccer fields, and restrooms.
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Fort Sheridan Forest Preserve, an Illinois gem, combines history and nature. Amidst remnants of the former military base, discover scenic trails, woodlands, and Lake Michigan's shoreline for a diverse outdoor experience.
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Patton Pond is a unique gem, as it's a small lake with views of both the pond itself, and Lake Michigan. This hidden gem provides a serene escape for nature enthusiasts, with its scenic beauty and peaceful ambiance.
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Frequently Asked Questions
How many hiking trails are available in the Highland Park area?
The Highland Park area offers a wide selection of hiking opportunities, with over 35 routes available. These range from easy strolls through natural preserves to more challenging long-distance trails.
What kind of terrain can I expect on hikes around Highland Park?
Hiking in Highland Park features diverse terrain, including restored woodlands, native gardens, and lakefront paths. While many routes offer gentle elevations, some longer trails incorporate more varied landscapes. For example, the Fort Sheridan via Rosewood Beach & Green Bay Trail loop covers varied terrain over its 13.9 miles.
Are there any easy, family-friendly hiking options in Highland Park?
Yes, Highland Park has many easy and family-friendly trails. The Preserve of Highland Park, for instance, offers features like a nature maze and a turtle meadow and sand play area, making it engaging for children. An excellent example is The Preserve of Highland Park loop, an easy 2.4-mile trail exploring woodlands and gardens.
What natural features or landmarks can I see along the trails?
Highland Park's trails offer views of various natural features. You can explore restored woodlands and native gardens within The Preserve of Highland Park. The area also features several lakes and lagoons, such as Skokie Lagoon No. 3, and forest preserves like MacArthur Woods Forest Preserve.
Are there any circular hiking routes in Highland Park?
Yes, many of the trails in Highland Park are circular, allowing you to start and end at the same point. A popular option is the Fort Sheridan Forest Preserve loop, an easy 2.3-mile path offering scenic views within the preserve.
What do other hikers enjoy most about hiking in Highland Park?
The hiking routes in Highland Park are highly rated by the komoot community, with an average score of 5.0 stars. Reviewers often praise the well-maintained paths, the beauty of the restored woodlands and native gardens, and the peaceful lakefront sections.
Are there any longer, more challenging hikes available?
While many trails are easy, there are options for longer, more challenging hikes. The Fort Sheridan via Rosewood Beach & Green Bay Trail loop is a difficult 13.9-mile route that takes approximately 5 hours 47 minutes to complete, offering a more extensive exploration of the area's diverse landscapes.
Can I bring my dog on the hiking trails in Highland Park?
Many trails in Highland Park are dog-friendly, but it's always best to check specific regulations for each preserve or park. Generally, dogs are welcome on leash in most natural areas, allowing you to enjoy the outdoors with your canine companion.
Are there trails that offer views of water or lakes?
Absolutely. Several trails in Highland Park provide beautiful water views. The Preserve of Highland Park features pond and wetland overlooks. Additionally, routes like the Park Avenue Fishing & Boating Beach loop via Lake Avenue offer scenic lakefront sections.
What is the best time of year to go hiking in Highland Park?
Highland Park offers enjoyable hiking experiences throughout much of the year. Spring brings blooming native gardens, while autumn showcases vibrant fall foliage in the woodlands. Summer is ideal for lakefront walks, and even winter can offer serene, snow-covered landscapes, though some facilities might have reduced hours.
Are there any trails suitable for beginners?
Yes, Highland Park is very welcoming for beginner hikers. Many trails are rated as easy, with minimal elevation gain and well-maintained paths. The Chicago Botanical Gardens loop, for example, is an easy 1.6-mile route perfect for those new to hiking.
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