Taking your dog hiking doesn’t necessarily require a trip to the mountains. There are some cities in the U.S. that offer excellent opportunities for dog friendly urban hiking. And, after discovering the my husband and I have wildly different ideas of the “perfect” hike, I gathered this list of  my favorites.

Man walking a dog on a urban hiking trail in Chicago, Illinios


Why Urban Hiking?

I love hiking in the wilderness. A little seclusion, the sounds of nature, and breathtaking views feed my soul. My husband’s perfect hike combines sidewalks, window shopping, outdoor cafés, and stunning architecture. I wear hiking boots; he prefers a good pair of flip-flops. Water, snacks, and a first aid kit are necessities when I’m planning outings; he relies on his intuition and a bit of luck to find everything we’ll need along the way.

The best part is, Ty and Buster are happy either way – as long as we’re sharing the goodies with them!

You might imagine that such disparate views of one of our favorite activities would cause conflict in our small household. But that’s not the case, because we’ve been lucky enough to find cities where there’s middle ground. So, lace up your sneakers, and check out our top 10 cities for dog friendly urban hiking!

Top 10 Cities for Dog Friendly Urban Hiking

Austin, Texas

Accessible from anywhere in downtown Austin, the Butler Hike and Bike Trail is a gravel-covered, 10-mile loop around Ladybird Lake. Offering an enchanting way to experience the city, it’s popular with bikers, walkers, runners, and dogs on leash. From Zilker Park to the Rainey Street Historic District, this tree-lined gem connects some of our favorite parts of the city. And jumping off the trail onto the city streets to find something to eat or drink along the way is a cinch!

READ MORE ⇒   Austin’s Top 10 Dog Friendly Things To Do

Buster and Ty - Austin, TX

Boston, Massachusetts

Boston’s The Freedom Trail is a 2.5 mile route that leads you past 16 Colonial and Revolutionary historical sites. Boston Common, Paul Revere’s house, the Old North Church and Faneuil Hall are are located along the trail. Laid out on the city sidewalks with red bricks, it’s easy to follow, and you’ll also pass parks, eateries, and lots of interesting shops along the way.

While it can be quite crowded on the weekends, you and your dogs will be able to avoid much of the foot traffic if you follow the red brick path from the opposite side of the street (it’s easy to see).

READ MORE ⇒  Walking Boston’s Freedom Trail with Pets

Ty and Buster - Boston, MA

Chicago, Illinois

Lake Michigan is one of Chicago’s main attractions, and the 18-mile Lakefront Trail is the perfect way for you and your dog to enjoy it! This paved path winds along the beaches and parks that run between the city and the lakeshore. Don’t miss Navy Pier, where leashed dogs are welcome at most of the restaurant patios, and Montrose Dog Beach, if your pup likes to swim. The architectural boat tour and water taxis are also pet friendly!

READ MORE ⇒   Chicago’s Lakefront Trail and Navy Pier

Illinois' Top Pet Friendly Attraction: Chicago Lakefront Trail and Navy Pier | GoPetFriendly.com

Los Angeles, California

At over 4,000 acres, LA’s Griffith Park is the largest municipal park and urban wilderness area in the United States. There are over 50 miles of trails, bridal paths, and fire roads for you and your dog to explore together. And if that’s not enough, head over to Runyon Canyon Park where dogs are welcome off-leash on 90 of the 160 aces, and celebrities are often seen walking their dogs in the shadow of the Hollywood sign.

Hollywood Sign - Los Angels, CA


Milwaukee, Wisconsin

The Oak Leaf Trail is the crowning glory of one of our favorite cities. Utilizing paved paths and city streets, the trail connects all of the county’s major parks, with nearly a quarter of its 115 miles hugging the shores of Lake Michigan. For the best urban hiking experience, start with the section that winds through Milwaukee’s East Side neighborhood and follow it down to the 3rd Ward.

READ MORE ⇒   So Much To Do In Pet Friendly Milwaukee

Ty and Buster in Milwaukee, WI

Minneapolis, Minnesota

Minneapolis has two spectacular options for urban hiking. The first is the 12-mile interconnected web of trails surrounding Cedar Lake, Lake of the Isles, Lake Calhoun, and Lake Harriet, otherwise known as the Chain of Lakes. Here you can experience spectacular views, quiet overlooks, and woodsy ambiance in the middle of a major metropolitan area.

The second opportunity is at the Mississippi National River and Recreation Area, which protects a 72-mile stretch of the iconic river that separates the twin cities of Minneapolis and St. Paul. Don’t miss the High Bridge Dog Park if your pup likes to socialize off-leash with the locals.

Appreciating the Mighty Mississippi with Dogs - Minneapolis, MN

New York, New York

Of all the urban hiking we’ve done, New York’s Central Park offers the most striking contrast between metropolis and wilderness. Covering 843 acres in middle- to upper-Manhattan, this is one of the most visited urban parks in the country. Luckily, most people stick to the edges, leaving the vast middle for exploring with your dog! The streets through Central Park are closed to vehicle traffic on the weekends, and it takes an entire day to meander from one end of the park to the other and back.

READ MORE ⇒   A Day In New York’s Central Park With Dogs

New York's Top Pet Friendly Attraction: Central Park | GoPetFriendly.com

Portland, Oregon

Portland is an urban hiker’s dream! The Eastside Esplanade runs along the Willamette River and serves up some great shots of the city. The path through Waterfront Park following the west bank of the river, and offer easy access to the eateries and food truck pods. And Forest Park flanks the hills on the west side of the city, boasting more than 70 miles of hiking and walking trails. As if that weren’t enough, Portland’s Crystal Springs Rhododendron Garden and International Rose Test Garden also welcome your dog to join you for a stroll!

READ MORE ⇒  Portland Offers Great Options For Exploring With Your Dog

Oregon's Top Pet Friendly Attraction: Portland's Parks | GoPetFriendly.com

San Diego, California

At 1,200 acres, San Diego’s Balboa Park is one of the largest urban parks in the country. It’s also the oldest urban park in the United States dedicated to public recreational use. In addition to wide open spaces, the park has gardens and walking paths, and a fenced dog park. You’ll also find museums, several theaters, and the world-famous San Diego Zoo. Vendors and food trucks are scattered around the park, so you’re never far from snacks and drinks.

READ MORE ⇒  Top Dog Beaches in San Diego

Dogs - Buster and Ty - San Diego, CA


Washington, District of Columbia

The National Mall in Washington, DC offers a great opportunity for dog friendly urban hiking! Stretching for two miles, it’s home to some of our country’s most famous buildings, structures, and memorials. Spend a day walking to see the US Capital, past the Smithsonian’s National Air and Space Museum and National Museum of Natural History, the Lincoln Memorial, the Washington Monument, the World War II, Korean War, and Vietnam War memorials, and the Holocaust Memorial Museum.

Of course, dogs cannot go inside the buildings, but there’s so much that you can enjoy together! You’ll also find interesting eateries, food truck, and many, many park benches where you can rest your paws.

READ MORE ⇒  Seeing Washington DC’s Best Sights With Pets

Buster and Ty, the GoPetFriendly.com dogs in Washington DC

The next time your hiking buddy suggests getting out without leaving town, we hope these ideas for dog friendly urban hiking encourage you to explore more together! And please share your urban hiking recommendations in the comments below.


Gear Used in This Post:
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Freedom No-Pull Harness

Alcott Martingale Collar

Alcott Weekender Leash

Sleepypod Clickit Car Safety Harness

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Category: Travel Destinations / Tagged with: Hiking, Pet Friendly Cities