Nature & Walking Trails


Whether you prefer to get a relaxing breath of fresh air or challenge yourself with a scenic hike, you’ll find what you’re looking for with over 21 miles of combined community trails just outside your front door.

Starting in Woodside...

The Perimeter Trail

7 Miles

As the most well-known and traversed trail in the community, the Perimeter trail is a short walk from the front step of nearly all our homes and leads walkers through and around some of the best lake and golf course views in our neighborhoods.

Meadows Trail

The Meadows Loop

0.95 Miles

This flat trail loops around the lush landscape surrounding The Meadow’s neighborhood’s park and pavilion. Take a break during your walk to enjoy elegantly curated flowers or rest in the gazebo by an outdoor fire pit.

Summer Hill

Summer Hill Loop

0.25 Miles

Featuring a gorgeous pond connecting back to Woodside’s trail network, so you can either enjoy the loop or venture into the community’s extensive system of trails for a more challenging hike with unforgettable scenery.

Reserve Club Cornhole Tournament

The Reserve Park Trail

0.25 Miles

Set in our lushly landscaped Reserve Park, this trail is a quarter-mile paved loop where our residents can enjoy walking to the park and tuning into their favorite music while they walk, jog, or run with a view that a treadmill just can’t compete with.

The Mill Road Trail

1 Mile

This “in and out” trail wanders through a lovely wooded area behind the 15th and 16th fairways of The Reserve’s Nicklaus Design Golf Course. The trail concludes with a beautiful view of the course, where walkers then backtrack to the trail’s starting point.

Woodside Walking Trails

The Oakman Trail

2.1 Miles

A mix of woodland trails and sidewalks that travel between the fifth and sixth holes of The Reserve’s Nicklaus Design Course, with views of Oakman Lake and indigenous wetland areas, crossing over bridges and dams on a timeless adventure through the community.

Walking Trail

The Creek Walk

0.5 Miles

The Creek trail is a short neighborhood trail, perfect for those looking for a casual and scenic stroll. With a flat path that follows and crosses over Cottonwood Creek, observation platforms with seating, all in a shaded woodland area, this trail provides the perfect setting for a retreat into a naturally beautiful setting.

Couple walking

The Azalea Trail

1.5 Miles

Beautifully shaded with the community’s established overhanging flora, the length of this trail in and out totals 1.5 miles and offers hilly terrain to challenge yourself on in comparison to most other trails in Woodside. Make sure to bring a sturdy pair of hiking boots and a walking stick for support!

Wander into Nature


Within Woodside’s gates lies an abundance of preserved green spaces to explore. Click below to download a Trail Map, find hidden gems, and more!

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Trails in The Village at Woodside


3.2 Miles

From lighted paths around landscaped gardens, bridges, and ponds to meandering trails through woodlands, the trails in this thriving neo-traditional community are perfect for a rejuvenating stroll with your morning coffee.

The Village Map

The Hollow Creek Trail


5 Miles

This lollypop-shaped trail follows the perimeter of the 110-acre Hollow Creek Land Preserve, a dedicated nature sanctuary set aside by the community’s developer, Rick Steele, in 2007. While traversing this trail, you’ll enjoy stunning views of 4 golf holes, a pedestrian bridge, beautiful woodland areas, water views, and the Anderson Pond dam.

Hollow Creek MAP

We’re All Children of Mother Nature

For those looking to share in exploration and of the great outdoors, the Woodside Trail Group offers a like-minded expedition club of over 180 nature enthusiasts who organize to explore trails as far as the Midlands area, as well as work parties to maintain the extensive 21-mile system of trails within Woodside.

Since the group’s formation in 2008, members have made critical contributions to improving Woodside’s overall trail conditions, including defining existing trails, marking paths with signs, and blazing trees so that our residents can more easily follow routes.

Interested in hiking with the Woodside Trail Group? Click below to visit their website for more information about upcoming hikes! 

Woodside Trail Group

Nature Conservation

Woodside encompasses over 3500 acres of native longleaf pine forest, flowering meadows, sparkling lakes, and rolling Carolina hillsides ideal year-round for a panoramic vista setting for your home. How do we accomplish this? Quite simply, we stand behind our commitment to preserving what makes our community beautiful, incorporating the natural landscape into our community rather than replacing it.

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Parks & Green Spaces


With dozens of countless neighborhoods with their own distinguished personalities, aesthetics, and styles covering acres of ground within Woodside’s grand gates, each section of the community offers its own private green space for residents to gather, mingle, and reconnect with the wonders of Mother Nature. 

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Woodside Trail Group

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