Secret Stairway Hike

Secret Stairway Hike in Oakland

Secret passageways aren’t just found in the movies. The East Bay has over 400 of them winding unseen through the hillsides. Explore Oakland’s hidden passages on a 6-mile urban loop hike using shortcuts originally built to help an influx of residents reach streetcars post-1906 earthquake. Following a route (detailed directions below) from Jerome and Oakland Avenues, seven staircases and passageways meander through an eclectic mix of hillside homes and neighborhood parks to a thigh-burning hike high—about 300 steps sandwiched between residential houses that climb up and over Walavista Avenue to Mandana Boulevard.

Pass stunning views of a shimmering Lake Merritt and downtown skyline en route to the lake’s Bonsai Garden and Wildlife Sanctuary before making your way to the west end.

TIP: On weekdays only, the Kaiser Center’s little-known rooftop garden can be accessed via the parking garage elevator near 21st and Webster. Atop the building’s five-story parking structure you’ll find a wooden bridge, 3.5 acres of landscaped lawns, and a large reflective pool with three fountains (skip this part if you're there on a weekend!)

BONUS WINE & CHEESE: Ordinaire—a wine bar and retail shop featuring a unique collection of wines that you’ve probably never tried—is along the route and well worth a visit. Relax with a glass, and charcuterie made by the acclaimed Chris Lee, former executive chef at Chez Panisse.

Printing a map is highly recommended; secret staircases and passageways are clearly designated and visible on Google Maps but hidden in between residential homes and easy to miss without one. Kaiser Rooftop Garden is free and open Monday through Friday from 9:00 a.m. to 5:00 p.m. Rooftop access is via parking garage elevators on 21st and Webster. Ordinaire open 12:00 noon to 10:00 p.m., seven days a week; closed first Tuesday of every month.

Hike Directions: Park in neighborhoods near Jerome Ave. and Oakland Ave. and begin south on Jerome. Turn right onto Nova Dr. At the traffic circle, turn left onto Arbor Dr. and almost immediately right onto the first hidden stairway down to Magnolia Ave. Turn left, and almost immediately right onto the next pathway to Palm Dr. Continue straight up Wallace Rd. and veer right onto Winsor. Turn left onto Wildwood behind the residential retaining wall. Soon after, turn right between homes onto another stairway down to Ranleigh Way. Turn right and then briefly left onto Annerly before the next passageway, signed Portsmouth Walk, on your right. Emerge on Lakeshore Ave. and turn left, following it as it veers right and intersects Walavista Ave. Turn right onto Walavista. Pass Arimo Ave. and look for the next staircase on your left—the largest of the hike. Two staircases totaling 154 steps cross Balfour Ave. and emerge on Calmar. Turn left. Almost immediately turn right and take 142 steps down to Mandana Blvd., crossing Santa Ray Ave. in the middle. Turn right. Turn left onto Paloma Ave. and take a set of stairs on the right through Oak Grove Park. Emerge back on Mandana Blvd. and follow left for 0.6 mile past Vermont St. to Grand Ave. Especially good views of Lake Merritt can be seen on Vermont. Turn left onto Grand. Ordinaire will be on the left. Continue along Grand to Lake Merritt, turning left onto Bellevue Ave. to circle the lake past the Rotary Nature Center and the Bonsai Garden. Continue to Harrison and turn left. Turn right at the corner of 21st to reach the Kaiser parking garage. Rooftop Garden is accessible via elevators. Turn left back onto Harrison and begin the loop back. Follow Harrison for 0.8 mile before veering right onto Oakland Ave. Follow for 1.2 miles back to Jerome Ave. 

Trending Stories NorCal

View all Stories
  1. Sunnyvale and Salty

    For up-close bird watching, it’s hard to beat a walk along the San Francisco Bay. This 5-mile loop on the Sunnyvale coast is a favorite of local wildlife photographers.

    View
  2. A man takes a break at a temple spot on a hike at Dragon Mountain in Milptas

    Dragon Quest

    The newly reopened, 4-mile out-and-back hike at Dragon Mountain in Milpitas mixes the physical with the spiritual for a serene hiking experience.

    View
  3. Mike Zakowski (aka Mike the Baker) standing in front of his wood-fire oven at the Sonoma Valley Farmers' Market

    NEW! Walkin' and Talkin': Break Bread, Go On a Panoramic Hike

    What’s a world-traveling, medal-winning baker’s favorite local hike? Weekend Sherpa co-founder Brad Day caught up with Mike Zakowski (aka Mike the Baker) at Sonoma’s Friday farmers' market, where his wood-fired loaves draw loyal crowds. Between bites of fresh-baked bread, they talk baking, travel, and why Sonoma's Overlook Trail is one of his favorite quick, panoramic hikes.

    View
  4. Hidden Botanical Garden

    Forget a dozen roses. Give your love a botanical garden. Hidden on the western slope of Sonoma Valley’s Mayacamas Mountains, Sonoma Botanical Garden has one of the Bay Area’s best displays of Asian flora—and it’s a brilliant place for a quiet picnic and some calming contemplations.

    View

Trending Stories SoCal

View all Stories
  1. People on ice learning to curl at Hollywood Curling

    You Go, Curl!

    Hollywood Curling’s Learn to Curl classes make the perfect setting for newcomers. Take the ice, and friendly curling instructors will teach you the basics.

    View
  2. Sponsored

    Warm Up to Winter in Reno Tahoe

    2026 is just getting started, but there’s one place already rising to the top as the best for adventure and relaxation: Reno Tahoe. The awe—and ahhhs—begin as soon as you arrive. G

    View
  3. Fall for These Falls

    Chase waterfalls in Redding’s Whiskeytown National Recreation Area. This 42,000 acres of wilderness park is home to four waterfalls. Hike to the tallest, the three-tiered, 220-foot Whiskeytown Falls.

    View
  4. Oh Snow Nice

    Live in California long enough, and you’ll come to know the rite of passage called “going to the snow”–when we ditch our fair-weather cities and towns in search of winter weather. Sequoia & Kings Canyon National Parks deliver a winter wonderland worth a visit if there’s been a good dose of snow.

    View