Hiking & Biking Trails in Westfield

No matter if you’re an avid hiker or just out for a family stroll the trails in Westfield will provide plenty of opportunities to get out into nature. Stuff a backpack with water bottles and snacks and find a cozy spot to relax along the path.

Hiking & Biking Trails in Westfield, Indiana

Grassy Branch Trail

17501 Dartown Road

This asphalt 0.4mi (soon to be 2.1 mi) trail is perfect for walking, running, blading, or biking. The smooth asphalt and mature shade trees makes pushing a stroller or wheelchair an easy outdoor activity any time of year. When construction is complete the Grassy Branch Trail will connect with the Cool Creek Trail, Grand Junction Trail, Natalie Wheeler Trail, and the Midland Trace Trail.

Cool Creek Trail

2000 E 151st Street

This short trail runs from 146th Street East to Cool Creek Park in Carmel. At just 0.9 miles visitors can walk, run, bike, or blade to other Westfield trails for a longer trip. The Cool Creek Trail connects to the Natalie Wheeler Trail, Midland Trace Trail, Grassy Branch Trail, and the Hagen-Burke in Carmel.

Midland Trace Trail

302 S. Union Street

This Interurban trail is approximately three miles long. This asphalt trail is dog friendly and runs just past Simon Moon Park, a perfect place for the kids to run around and play. Midland Trace Trail runs East to West from S. Union Street to Grey Road.

Freedom Trail Park

500 Deer Walk

The paved trail throughout the playground part of the park makes accessing this playground easy. The trails within the rest of the park are limestone and easy to walk on. You will find plenty of greenspace to kick around a ball or fly a kite. Check out all the other all-inclusive things to do at Freedom Trail Park.

Monon Trail

1155 E Greyhound Pass or 17501 Dartown Road at Quaker Park

The Westfield section is an eight mile long stretch. This is a very popular trail and any time of year you will find runners with jogging strollers, walkers, bikers and pups following along on a leash. Along the route you’ll find connections to Midland Trace trail, Little Eagle Creek trail, and eventually Cool Creek trail.

Natalie Wheeler Trail

16090 Westfield Boulevard

This short and sweet 1.4 mile long trail provides a straight north-south route along Union Street and Westfield Boulevard into Indianapolis. Even through this trail follows a road, it is pleasant and pretty. Visit Liberty Park along your way. Rest on one of the shaded benches while the kids kick a ball around the open field. This trail ends just North of Cool Creek Park, which is another fantastic option for resting and playing.

MacGregor Park Trails

21105 MacGregor Park Road

Bring a map along if you want to find the cool stuff within the 1.4 mile loop in MacGregor Park. Hop off the loop path and explore the internal trails for a variety of “eye-spy” game options. See if you can spy the peace pole, the ornament tree, the rain garden, or the life size bird nest perfect for a photo op. Wildflower prairies and mature trees make this a wonderful trail to immerse yourself in nature. Bring along a Christmas Ornament to leave there—the kids will love it!

Carey Road Trail

Start at Carey Rd and 151st Street and head North

This 1.4 mile long asphalt trail leads a fairly straight path past neighborhoods and countryside. Detour off the path and connect with the Bridgewater Club Trail.

Bridgewater Club Trail

E 161st Street & Carey Road

If you hop on this trail from the North end of the Carey Road Trail, you’re looking at a 2.6 mile trek which will get you to the South end of the Carey Road trail. Asphalt allows for easy running, biking, or inline skating. You will pass picturesque views of beautiful houses, small ponds and lovely landscapes along this neighborhood trail.

Little Eagle Creek Loop

6301 Little Eagle Creek Avenue

Start at Raymond Worth Park for this 14.7 mile long journey. This trail is definitely for a more advanced hiker, runner, skater, or biker. The trail follows paved roadways without much room to shoulder. You will encounter plenty of hills, lots of curves and of course Little Eagle Creek. You’ll pass Armstrong Park as well which is a great spot to find some shade and relax before heading back onto the loop.

Asa Freedom Loop

205 W Hoover Street

This 3.5 mile loop connects fantastic playground parks Asa Bales Park and Freedom Trail Park. Along this loop you’ll also happen upon a couple non-playground parks; Hadley Park and Old Friends Cemetery Park. This is an easy trail that will have plenty of things for little ones to spot along the way.

Simon Moon Park

3044 E. 171st Street

Simon Moon Park has a paved trail within the park. Head to the fairytale styled playground, toss a football around, or pack a picnic for a great day outdoors.

Old Friends Cemetery Park

302 S Union Street

This park is home to the first cemetery in Westfield. A gravel path will lead you past memorial gardens, benches, and beautiful landscape. This cemetery, turned into a park, provides education and info on the historical significance of Westfield’s past, the Quaker settlers, and their role in the Underground Railroad. It’s within blocks of downtown Westfield and it’s numerous amenities. Connect to Midland Trace Trail on the South end.

Armstrong Park

16200 Countryside Boulevard

This park provides a dog friendly paved trail, benches for relaxing and plenty of greenspace for flying a kite or tossing a Frisbee. Roadside parking is available.

Quaker Park’s Born Learning Trail

17501 Dartown Road

Unlike any park in the area here you will find a trail made for the little ones. With ten stations to prompt parents to ask questions to their children while instructions lead them in an activity. Things such as hop-scotch, saying their ABC’S or listening for bird calls the stations get kids to interact and learn in nature. Quaker Park is also home to many features like splash pad (upgrades to be complete in May 2021); bocce ball, pickle ball, and a newer playground featuring a 6-24 month play area.

Take advantage of the many connections the trails offer to each other and fabulous parks! Map out your next day of fun and take us along with you using #PLAYIndy.