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HI-LO Trail Grand Opening: A New Path From Hillsdale to Lake Oswego

Published September 16, 2026 Danielle Bade
Newly opened paved trail winding through September-tinted forested hills southwest of Portland with morning light filtering through Douglas firs

One of the most exciting local-connection projects in southwest Portland officially opens this weekend: the HI-LO Trail, a 6.3-mile pedestrian and cycling path linking Hillsdale to Lake Oswego, celebrates its grand opening on Saturday, September 19, 2026. For anyone interested in 1111 SW Coronado St, the trail is a brand-new reason to love this stretch of the city, turning a scenic forested drive into a walkable, bikeable link between two beloved communities. Here is everything you need to know about opening day, plus the rest of the late-September calendar around Tryon Creek.

HI-LO Trail Grand Opening: Saturday, September 19

The grand opening runs from 8:00 to 11:30 AM, gathering at Ida B. Wells High School (the former Wilson High building) in Hillsdale. The morning celebrates the completion of the 6.3-mile multipurpose trail connecting Hillsdale and Lake Oswego along the historic HI-LO corridor, and it is packed with ways to experience the new path: a trail run, a guided walk of the full route, a shorter 3.1-mile guided walk, and a trail-side trash clean-up for volunteers. It is a classic community celebration, the kind of morning that makes you want to know your neighbors. Hillsdale News has been covering the project's progress, and the organizers recommend arriving early for the run and walk start times.

What makes the trail meaningful for residents near Coronado Street is how it reshapes local errands and recreation. Hillsdale's shops, cafes, and farmers market, Lake Oswego's downtown restaurants and waterfront, and the forested greenway between them become one continuous route on foot or by bike. For a neighborhood already prized for walkability to Tryon Creek, the HI-LO Trail is a genuinely new amenity that extends the walking map for miles.

Tryon Creek Programs Through Late September

Across the street from the property, Tryon Creek State Natural Area keeps its fall schedule rolling. The park's naturalists lead free guided hikes most Saturday mornings, and September 19 and 26 both have 10:00 AM starts from the nature center at 11321 SW Terwilliger Blvd. Themes rotate between birding, forest ecology, and fall color, and the hikes are all ages and free to join. The park's full event list lives on Oregon State Parks' Tryon Creek page.

Sep 26

Creating Backyard Habitat

Friends of Tryon Creek weekend program

A hands-on workshop for turning any yard into habitat for birds, pollinators, and native wildlife, a perfect fit for the nearly 3 acres of forested grounds this property offers. Registration details are on the Friends of Tryon Creek calendar.

Oct 2

Volunteer Trail Work Day

9:30 - 11:30 AM | Tryon Creek State Natural Area

A Friday-morning stewardship session for maintaining trails and habitat. Tools and gloves are provided, and it is a lovely way to give back to the forest that sits directly across the street from 1111 SW Coronado St. See the state parks listing for details.

Oct 11

Morning Bird Walk

8:15 AM | Tryon Creek Nature Center

An early Sunday walk with the park's birders. October mornings in the canyon are one of the best times to catch migrating and resident species, from chickadees and nuthatches to great horned owls. Listed on the Oregon State Parks Tryon Creek events page.

Lake Oswego Farmers Market, Still in Full Season

The Lake Oswego Farmers' Market marks its 25th anniversary season this year, and it remains a fixture every Saturday from 8:30 AM to 1:30 PM at Millennium Plaza Park (200 1st St) through October 31. It is the perfect post-hike outing: after a morning on the HI-LO Trail or a Tryon Creek nature walk, grab lunch, live music, and the season's best produce downtown. The city's market page keeps the full vendor and music lineup current.

And One for the Book Lovers: Jodi Picoult in Lake Oswego

On Tuesday, October 13 at 6:00 PM, bestselling author Jodi Picoult appears at Lakeridge High School to celebrate her novel "Hollow Bones". It is a short drive from the property and one of the season's bigger author events in the area. Check the City of Lake Oswego community calendar for tickets and venue details.

Where to Confirm Dates

Late-September plans change fast, so confirm details with organizers before heading out. The two most useful calendars for this corner of the city are the Friends of Tryon Creek calendar and the City of Lake Oswego community calendar, with Oregon State Parks covering Tryon Creek's official programs.

Fall Is the Best Season to See This Neighborhood

Between the new trail, the park across the street, and a farmers market in full harvest mode, late September is a wonderful time to explore SW Portland. If you have been considering a move to a private, forested setting that still keeps the city close, come walk the grounds at 1111 SW Coronado St while the season is at its best.

Contact Danielle Bade to schedule a private tour of 1111 SW Coronado St. We would love to show you the property, the greenhouse, and your future starting point for the HI-LO Trail.

Planning the season ahead? See the full 2026 fall festival lineup, our October events guide for SW Portland, and what's coming for the holiday season.

Danielle Bade

Danielle Bade

Principal Real Estate Broker, Bade Real Estate