13 Urban Hikes That Link Neighborhoods, Public Art & Outdoor Adventure

Author
  • Karthika Gupta
13 Urban Hikes That Link Neighborhoods, Public Art & Outdoor Adventure

From Boston’s Emerald Necklace to LA’s hidden stairways, these urban hikes prove you don’t need to leave the city to find adventure


Published: 10-06-2025

About the author

Karthika Gupta
 Karthika Gupta
Karthika Gupta is a Chicago based travel photographer, freelance journalist, and podcaster. As an avid adventurer, she also enjoys writing about destinations, brands, and products in the outdoor, lifestyle, and travel space for outlets including Field Mag, Nat Geo, Travel and Leisure, Backpacker, and Conde Nast Traveler. You can follow her journey on Instagram @karthikagupta.

I have always believed the best trails are where wide-open spaces meet true solitude, far from city lights and traffic. It’s a view that’s been confirmed time and time again as I’ve spent the last 25 years hiking thousands of miles across countries like Chile, India, Switzerland, and beyond. It wasn’t until recently, when I hiked sections of the Chicago OuterBelt, a 220-mile network of forests trails, greenways, and parks that loops around the Windy City, that this view was truly challenged. The experience reminded me that outdoor adventure doesn’t always require packing a heavy backpack and flying halfway across the world.

I have since learned that “urban hiking” is a growing trend, both for hikers and city planners. In the last few years, trails have begun popping up across America—while others, like Portland's Forest Park, have long been engrained in the city's identity—with city planners are repurposing old rail lines, connecting city stairways and urban parks to create multi-use walkways to make the outdoors more accessible. The trails provide an ideal experience for anyone who loves being outdoors but may not want to spend hours driving to a remote trailhead. “They share a similar sense of discovery as wilderness treks—just in a different setting,” said Kristina Lambrecht, Destination Manager at Intrepid's Urban Adventure Day Tours in Denver. “Instead of mountain vistas, you might stumble upon a cozy shop, a serene park, or striking architecture you’d never noticed before, often in a compact area.”

Many also link historic neighborhoods, rivers, and public art, giving you a sense of the city’s character while moving at your own pace. “The way I urban hike is quite deliberate and involves months of planning, talking with locals, and learning about the history and culture of a place,” adds Liz Thomas, editor-in-chief at TreelineReview and an avid urban hiker.

To give you a sense of the scope of these adventures available in and around some of America’s cities, I have outlined 13 of the best urban trails across the United States. If you find yourself in any of these cities in the near future, itching to stretch your legs, take the time to check them out.

Our Selection Process, Explained.

We curated this list with insights from speaking with experts like Jay Readey, Liz Thomas, and Field Mag’s own editorial team, highlighting a mix of well-known urban trails and hidden gems. Designed to be a starting point for your own urban hikes rather than a comprehensive list, the selection reflects a geographical spread across the US, from the West Coast to the East, and through the South and Midwest. If you'd like to suggest an addition, reach out to hello [at] fieldmag [dot] com.


13 Great Urban Hikes Across America

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Photo courtesy Justin Katigbak | Travel Portland

Forest Park Trail: Portland, Oregon

Elevation Gain: 160-3,113 feet
Mileage: 80+ miles
Trailhead: No single start or finish, multiple trailhead like Lower Macleay and Springville Road

Portland’s Forest Park feels like a wild escape tucked right into the city limits and spans more than 5,000 acres of native northwest forests. There are about 80 miles of trails that wind through moss-draped trees and ferns for hiking, biking, running or even just a quiet walk into the woods. The trails are a mix of paved roads, dirt paths, and gravel, and about 25+ miles are even open for horseback riding. However, e-bikes, electric scooters and other motorized vehicles are not allowed. Some highlights include the Wildwood Trail where you can see Douglas firs and glimpses of the Willamette River below and the Vietnam Veterans Memorial in Washington Park.

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Photo courtesy Evan Bradley | Emerald Necklace Conservancy

Emerald Necklace of Parks: Boston, Massachusetts

Elevation Gain: Mostly flat
Mileage: 7 miles of trails across 1,100 acres
Trailhead: Boston common and the public garden

This seven-mile loop of parks and waterways was designed by Frederick Law Olmstead—the landscape architect of the 1800s famous for designing New York’s Central Park— to link 1,100 acres of green space from downtown to the city’s edge. It was established almost 100 years ago and is a favorite of Jay Readey, the co-founder of Chicago OuterBelt. “Olmsted’s vision, and the idea of a continuous network of parks that showcase a city served as part of the inspiration for the OuterBelt,” he said. The route winds through the Back Bay Fens, along the Riverway, past scenic Jamaica Pond, into the tree-filled Arnold Arboretum and ends at Franklin Park. Along the way you will find single lane walking paths, waterways, and gardens that offer a quiet escape from the bustling city. This is a multi-use trail suitable for walking and biking, and is a mix of paved roads and gravel paths.

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Photo courtesy Minneapolis Parks and Recreation Board

Grand Rounds: Minneapolis, Minnesota

Elevation Gain: 1,282 feet
Mileage: 50 miles
Trailhead: Any location on the loop around downtown Minneapolis

This 50-mile loop, which is considered the only urban National Scenic Byway in the country, continuously linking together parkways that include the city's best lakes, parks, and riverfront paths into one big outdoor experience. Designed in the late 1800s by landscape architect Horace Cleveland, the idea was to make sure the city’s natural spaces stay public and accessible. This paved trail is open to bike or walk through seven distinct sections. You’ll walk across the Stone Arch Bridge, originally built as a rail track in the late 19th century, then down the riverfront to Minnehaha Falls and the Chain of Lakes. Other highlights include Victory Memorial Parkway, which honors World War I veterans, a wildflower garden at Theodore Wirth Park, a rose garden at Lake Harriet and a beautiful waterfall at Minnehaha Park.

Inman 300: Los Angeles, California

Elevation Gain: 32,000 feet for the complete route
Mileage: 300 miles
Trailheads: No single start or finish; most hikers begin with popular segments in Silver Lake, Echo Park, or Griffith Park

The Inman 300 is an urban adventure designed by Bob Inman, a photographer and avid hiker who documented the country’s first long distance hike in a major metropolitan area, linking together hundreds of LA’s hidden stairways and scenic passages. Far from a wilderness trek, it offers a one-of-a-kind way to see the city while passing through eclectic neighborhoods, historic staircases, and hilltop parks with sweeping views. This was also Thomas’s first city hike. “It is almost the same length and elevation gain as the John Muir Trail, a famous thru hike in the Sierra Nevada mountains,” she said. “I was struck by the wildlife, the physicality, and the beauty of a city I had previously only associated with smog and cars.” Some highlights include Griffith Park’s rugged trails, the mosaic-covered Micheltorena Stairs, and the rustic Beachwood Canyon steps. It is a mix of paved roads and dirt paths and while it can be biked, some sections include steep stairways which may be cumbersome to navigate with a bike.

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Photo by Graham Hiemstra | Field Mag

Manhattan Greenway Trail: New York City, New York

Elevation Gain: Almost flat
Mileage: 32 miles
Trailhead: Battery Park in lower Manhattan

The Manhattan Greenway is a 32-mile waterfront trail that nearly circles the island of Manhattan, connecting the Hudson, East River, and Harlem River. Mostly car-free and paved—with some dirt trail sections—the Greenway offers cyclists, runners, and walkers a scenic route past parks, piers, and skyline views. Field Mag's own Graham Hiemstra recently walked this on a Sunday afternoon and found it a nice way to enjoy the waterfront. “It even connects to much longer trails that extend well up the Hudson River Valley, providing adventurers access to more greenery north of the city itself,” he added. The trail is also often used by bike packers and other hikers looking to access upstate nature like Bear Mountain.

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Photo courtesy Visit Denver

Cherry Creek Trail: Denver, Colorado

Elevation Gain: Mostly flat
Mileage: 40+ miles
Where to Start: Downtown at Confluence Park

The Cherry Creek Trail is a popular 40-mile paved path that runs from downtown Denver’s Confluence Park all the way southeast to Cherry Creek State Park and beyond into Douglas County. “It really showcases the spirit of the mile high city with friendly people and a vibrant mix of old and new neighborhoods to explore,” said Lambrecht. It kicks off downtown at Confluence Park, where Cherry Creek meets the South Platte River, the trail winds through the heart of the city, offering easy access to attractions like the Denver Art Museum, Cherry Creek Shopping District, and various parks along the way. The multi-use paved trail is suitable for walking, biking, and skating and it links up with bigger routes like the South Platte River Trail for longer mileage.

Trinity Trails: Fort Worth, Texas

Elevation Gain: 23-587 feet
Mileage: 100+ miles
Trailhead: Panther Island Pavilion (downtown) offers parking, trail maps, and kayak rentals.

This area features wide, paved riverside trails with some dirt sections that are perfect for cycling, running, and long walks. The trail system connects 21 parks across 31 neighborhoods, offering easy access to coffee shops, breweries, and public art. A few highlights include Airfield Falls which is the county’s largest natural waterfall, murals at Riverside Park, and the horse-friendly trails near Benbrook Lake.

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Photo courtesy Tennessee Tourism

Ijams Nature Center & Knoxville Urban Wilderness: Tennessee

Elevation Gain: 1000+ feet
Mileage: 14+ miles within a 1,000-acre wilderness
Trailhead: Ijams Visitor Center

This wilderness area includes a blend of reclaimed quarries, forested ridges, and wildlife-rich wetlands. Trails vary from flat lakeside strolls to rugged climbs and support hiking, walking, and mountain biking. You can even paddleboard or birdwatch at Meads Quarry Lake. The limestone climbing wall at Ijams Crag is a favorite for kids and in spring the wildflowers along the River Boardwalk Trail attract both photographers and nature enthusiasts.

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Photo courtesy Ryan Ketterman

Kathryn Abbey Hanna Park: Jacksonville, Florida

Elevation Gain: 22 feet
Mileage: 20+ miles
Trailhead: Main entrance is 500 Wonderwood Dr and a parking fee required.

This park is home to a dense coastal hammock forest that offers plenty of shade from the Florida sun while sandy paths and wooden boardwalks lead to dunes along the Atlantic shoreline which can be used for hiking and biking. However e-bikes with throttles are not allowed. Lake Hanna is also great for kayaking and fishing with more than a mile of soft white sand that is good for swimming or surfing. There is even a butterfly garden near the campground in the park.

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Photo courtesy Visit California

San Francisco Crosstown Trail: California

Elevation Gain: 2000+ feet
Mileage: 17 miles
Trailhead: Candlestick Point State Recreation Area (south) or Lands End Lookout (north).

This urban trail includes a patchwork of paved city sidewalks, community gardens, tiled staircases, and dirt trails through many parks. In true San Francisco style, expect plenty of hills that offer sweeping views of different neighborhoods. The mosaic 16th Avenue Tiled Steps, Golden Gate Park meadows, Presidio Tunnel Tops, and the dramatic cliffs of Lands End are some of the highlights you can expect on this trail. While biking is allowed, some sections with steps and steep inclines/declines may be difficult to navigate.

McDowell Sonoran Preserve: Scottsdale, Arizona

Elevation Gain: 3861 feet
Mileage: 200+ miles
Trailhead: Gateway Trailhead (18333 N. Thompson Peak Pkwy)

This trail system passes through expansive desert preserves with trails from short interpretive walks to strenuous mountain climbs. The trails are a mix of rocks, sand and dirt paths that are best suitable for hiking, mountain biking, and horseback riding. They are well-marked but best enjoyed at sunrise or sunset. Tom’s Thumb Trail gives you sweeping views of the McDowell Mountains whereas the gentle Bajada Nature Trail is great for families. For panoramic desert vistas head to Lost Dog Wash Trail.

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Photo courtesy Visit Pittsburg

Three Rivers Heritage Trail: Pittsburgh, Pennsylvania

Elevation Gain: 713-730 feet
Mileage: 35+ miles total
Trailhead: Point State Park in downtown

The hikes within the city are a mix of riverside greenways, steep hillside staircases, and wooded trails that pass through many city parks like Point State Park and Color Park. It is mostly paved and best suited for walking and biking. Some options include biking the Great Allegheny Passage (150+ miles to Maryland), climbing historic stairways on Mount Washington for skyline views, or exploring redbud groves in Frick Park.

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Photo courtesy Karthika Gupta

Main Street To Mountains Trail System: Bozeman, Montana

Elevation Gain: 250-650 feet
Mileage: 0.8 to 15 miles
Trailhead: Varied based on trail

Montana State University’s Main Street to the Mountains trails initiative connects downtown Bozeman with the surrounding foothills and open spaces through an extensive network of walking, biking, running, and snow sport trails. Some even have off-leash dog areas. They are a mix of paved roads and gravel paths for bikers, walkers, and runners to encourage active transportation and easy access to nature. There are over 24 different trails of varying mileage like 15-mile Gallagator trail or 13-mile Cherry River trail. My favorite is the 2.4-mile College M trail that connects to the big “M” sign across the hilltop. In my opinion, it is one of the best places to catch the sunset especially in winter.

Check out more hiking guides for urban and adventurous routes