Walking Portland: Hillsdale, Multnomah Village & Gabriel Park

What do you get when you combine two hip southwest Portland neighborhoods, a city park you can get lost in, an indie-cool shopping village, and the best coconut cream pie in the known universe?Baker Spice Coconut Cream Tart

This heavenly 5-mile walk traversing Portland’s southwest Hillsdale and Multnomah neighborhoods, including beautiful Gabriel Park–guaranteed to chase away winter blues or summer doldrums. In other words. this is a walk you’ll want to take year-round.
But first, let’s take a look at the two Portland neighborhoods in question. Here’s Multnomah.

It includes Gabriel Park, Multnomah Village, and the Multnomah Arts Center.
And here’s Hillsdale.

And now our walking map. Be sure to bookmark it on Google Maps so that you can access it on your iPhone while you’re on the walk.
To get to your saved maps:

  1. On your iPhone, open Chrome.
  2. Open Google Maps.
  3. Tap Your Places.
  4. Tap Maps.
  5. Select map.

This is especially helpful if you’re traversing Gabriel Park for the first time. The trails are not well marked and once you’re in the deep woods, without a map, you may wander a bit before finding your way out.

Not a crisis by any means, but if you’re directionally challenged like me, you’ll be glad you have a map.

Online Route Map: https://drive.google.com/open?id=1xvct7p9_lpp-zYYSxNLSOP9qxyVbtnZr&usp=sharing

Join PDX Women Who Walk for a guided group tour of this engaging walk.

Hillsdale, Gabriel Park, & Multnomah Village Walking Loop Directions

Start & Finish

  • Gabriel Park


  1. Gabriel Park Trail
  2. SW Canby ST | Left/East
  3. SW 37th ST | Right/South


  1. SW Capital HWY | Left/East
  2. SW Capitol HWY | Continue
  3. SW Florida ST | Left/West
  4. SW 32nd AVE | Right/North
  5. SW Vermont ST | Left/West

Extended Route (out & back)

  1. SW Vermont ST | East/Right
  2. SW Capital HWY | Continue


About 3 hours.


Well maintained dirt trail and uneven, broken sidewalks with some moderate hills.


Mostly easy.


Sturdy, well-fitting running/walking shoes are a must on Portland’s notoriously uneven, poorly maintained sidewalks and trails. Walkers beware!
Portland weather can change in a matter of minutes, and it’s not unusual to need several varying levels of warmth and rain coverage on a given walk. Dress in layers and pack a collapsible umbrella and drinking water.

Coffee & Lunch

Best bets for coffee and pastries are Driftwood Coffee, Village Coffee, Grand Central Bakery, and Baker & Spice. Best bets for lunch are Grand Central Bakery, Baker & Spice., and Fat City Cafe.

Portland Walkabouts

The SkyBlue Portland team hosts monthly group walks through some of Portland Metro’s most beautiful and interesting neighborhoods.
For info on our Portland Walking Tours, check out our Women Who Walk Facebook page and sign up for a walk on corresponding Women Who Walk Meetup page. Hope to see you soon!

Copyright 2019-2024 Susan S. Bradley. All rights reserved.

Susan S. Bradley

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