The best walks and hikes around Crestwood
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35
hikes
Hiking around Crestwood, Missouri, primarily features paved greenways and park trails. The landscape is characterized by gentle terrain, with routes often following river corridors like the Mississippi River and River Des Peres. These paths wind through urban parks and suburban green spaces, offering accessible options for walking and hiking.
Best hiking trails around Crestwood
- The most popular hiking route is Grant's Trail, an 8.5 miles (13.7 km) trail that takes 3 hours 30 minutes to complete. This is a…
Last updated: May 12, 2026
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12
hikers
4.16km
01:08
60m
50m
Embark on the Tanglevine, Hickory Ridge and Broken Ridge Loop for an easy hike through a vibrant oak-hickory forest. This pleasant route spans 2.6 miles (4.2 km) with a gentle…
1
hikers
1.78km
00:28
20m
10m
Discover the Kirkwood Park Fitness Trail, an easy 1.1 miles (1.8 km) route perfect for a quick outdoor escape. This trail offers a gentle hike with only 58 feet (18…
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1
hikers
19.5km
04:59
50m
90m
Embark on a moderate hike along Grant's Trail, a 12.1-mile (19.5 km) route that follows a historic railroad bed through St. Louis County. You will experience a gentle journey with…
1
hikers
2.13km
00:35
30m
30m
Discover the unique landscape of White Cliff Quarry Park on an easy hike that takes you around an abandoned rock quarry. You can walk along a boardwalk for clear views…
1
hikers
1.06km
00:16
0m
10m
Hike the easy 0.7-mile Bluff Creek Trail in Emmenegger Nature Park, gaining 9 feet of elevation in just 16 minutes.
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Popular around Crestwood
Tips from the Community
Scenic stretch of Grant’s Trail. Also, there are way fewer roads crossing here than on the parts further up to the Northwest.
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This is the perfect park for a running trail in nature. It features woodland paths, a river, and superb views across the surrounding area. The park is open for the public but only between the hours of 10am and 4pm.
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This is a lovely park along Grant's Trail with the Gravois Creek flowing right through it. You can jump off the pathway and into the park and catch your breath on the grassy patch next to the water.
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This is a gem of a park in the Kirkwood area that is perfect for running. It features a fully paved pathway, lake, shelters, amphitheatre and beautiful scenery.
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Grant's Trail is a 10-mile long multi-use trail that stretches through the south and southwest of St Louis County. It's fully paved making it accessible to all and connects a number of great parks and green spaces.
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This national historic site marks where General (and later President) Ulysses S. Grant met his future wife, and where they lived for some time. Although Grant is known as the general who led the Union Army to victory in the US Civil War, it's important to recognize that he held a workforce of slaves here for some time. You can learn more about this national historic site here: https://www.nps.gov/ulsg/index.htm
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In 2016, this park is named in honor of a St. Louis County police officer who was killed in the line of duty. It has a playground, athletic fields, several hiking trails, a fitness trail, and easy access to Grant's Trail, also known as the Gravois Greenway.
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Frequently Asked Questions
Is this guide for Crestwood, Kentucky or Missouri?
This guide focuses on hiking trails in and around Crestwood, Missouri. The routes primarily feature paved greenways and paths within the St. Louis metropolitan area.
Are the hiking trails in Crestwood suitable for families with children?
Yes, many trails are great for families. The area has 10 easy-rated hikes. A good option is the Laumeier Sculpture Garden loop trail — St. Louis, Missouri, which is a short, easy walk through a park with interesting art installations.
Can I bring my dog on the trails?
Most of the paved greenway trails in the Crestwood area are suitable for dogs on a leash. Parks like Jefferson Barracks County Park are generally dog-friendly, but it's always best to check local signage for any specific restrictions.
Are there any circular or loop hikes?
Yes, you can find loop trails. For a shorter walk, the Officer Blake C. Snyder Memorial Park loop from Grant's Trail is an easy circular path that takes about an hour to complete.
What are the trail conditions like in Crestwood?
The trails are predominantly paved greenways with gentle terrain. You can expect well-maintained paths that often follow river corridors, making them accessible and straightforward for hiking and walking.
Are there any trails with waterfalls near Crestwood?
The immediate trails around Crestwood, being mostly paved urban greenways, do not feature natural waterfalls. These routes are characterized by gentle riverside and park landscapes.
What's a good trail for a longer hike?
For a more substantial hike, consider the Grant's Trail to Blake C. Snyder Memorial Park — St. Louis, Missouri. It's a moderately difficult route of about 8.5 miles (13.7 km) on a paved greenway, perfect for a longer day out.
Are any of the trails suitable for trail running?
The paved and relatively flat greenways are excellent for running. The River Des Peres Greenway to Morganford Road Bridge — St. Louis offers a 4.4-mile (7.1 km) path that is ideal for an uninterrupted run.
Are there any wheelchair-accessible trails?
Many of the paved greenway paths, such as Grant's Trail and the River Des Peres Greenway, are generally flat and wide, making them potentially suitable for wheelchairs. However, it's advisable to check the specific trail sections for any barriers or steep grades.
What do other hikers think of the trails around Crestwood?
The komoot community has rated the routes in this area highly. Hikers often enjoy the accessibility of the paved paths and the pleasant scenery through local parks and along river corridors.
Where can I find a trail with historical interest?
The Mississippi River Greenway from Jefferson Barracks County Park runs through a historic park. Jefferson Barracks has a long military history and contains several museums and historic sites you can explore.
How many hiking trails are available around Crestwood?
There are over a dozen designated hiking routes in the Crestwood area featured in this guide, ranging from short, easy loops to longer greenway paths.
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