Walking Lake Oswego: Millennium Park, Oswego Lake, Lakewood Bay, Jantzen Island

Thinking of walking beautiful Lake Oswego? This 4+ mile walk through the Evergreen and North Shore Country Club neighborhoods, along the north shore of Oswego Lake, delivers stunning views of the lake and some of the most spectacular lakeview homes in the region.

Lake Oswego is known for its beautiful, well-maintained parks and numerous walking trails, making it ideal for lovers of the great outdoors. The pathways around Oswego Lake offer scenic views and a serene walking experience. Additionally, the streets are generally walker-friendly with good sidewalks and safe, pedestrian-focused areas.

The area’s natural beauty, combined with its friendly, safe and engaging community, makes it an excellent location for both leisurely strolls and power walking.

This route begins in Lake Oswego’s beautiful Millennium Plaza Park with sweeping views of Lakewood Bay. (That tiny red umbrella in the distance beckons from Stickmen’s Lakeside Smokehouse & Brewery, the only eatery on the lake with lakeside dining.

Take your time appreciating architectural details of luxury homes, along with lake views and gorgeous gardens.

Walking Lake Oswego: Millennium Park, Oswego Lake, Lakewood Bay, Jantzen Island

This walk heads east down a long, wide staircase (or alternate ramp) and across an adjacent railroad track, before heading east along Headlee Walkway.

Interactive Route Map

From your computer, grab our interactive route map of Walking Lake Oswego: Millennium Park, Oswego Lake, Lakewood Bay, Jantzen Island. And then save and open from your iPhone to follow along as you walk. No more missed turns or getting lost!

Walk Directions

Join PDX Women Who Walk for a guided tour of this iconic Portland walk.

Start & End

St Honore Boulangerie, Millennium Plaza Park, Lake Oswego.

Route Out

NOTE: Public restrooms are available at Millennium Plaza Park (and nowhere else along the route.

STEPS DOWN | East, then Southeast (From Millennium Plaza Park, head down the steps leading to Lakewood Bay.)
TRAIL | Right/West
RAILROAD CROSSING | CAUTION! | Right/North
3rd STREET | Left/North
LAKEVIEW COURT | Left/West
LAKE BAY CT | Left/Southwest
RAILROAD CROSSING | Left/Southeast
CABANA LANE | Continue West
NORTHSHORE RD | Continue West
NORTHSHORE ROAD | Left\South then West
DIAMOND HEAD ROAD | Left\Southwest (This is the steepest hill on this lakeside journey. Take it slow and enjoy the views. It’s worth the climb. You can do it! 🙂

Route Back

DIAMOND HEAD RD | Turn around and walk down the steep hill.
NORTHSHORE RD | Right/ East
JANTZEN ISLAND/DIAMOND HEAD (PRIVATE DRIVE)
NORTHSHORE RD | Right/East
CABANA LANE | Continue East (Ignore NO OUTLET sign)
RAILROAD CROSSING | Left/Northwest across train track and onto path
LAKE BAY CT | Right/East
3rd ST | Left/North
EVERGREEN ST | Right/East

Distance

About 5 miles for complete loop.

Time

About 2 hours.

Terrain

In the beginning the route is fairly flat but then becomes progressively steep as it approaches Jantzen Island and then Diamond Head Road (which is a challenging climb, so take it slow).

Difficulty

Mostly flat, but somewhat difficult at Diamond Head Road, with plenty of eye candy along the route to keep you engaged.

Gear

Sturdy, well-fitting running/walking shoes are a must on Lake Oswego’s various neighborhood roadways and gravel or bark trails.

Camera

Bring it! (Your iPhone camera is great for walking photo shoots. (Here’s the one that I use that folks are always asking about: Taporse for iPhone 13 Pro Max Crossbody Wallet Case with Credit Card Holder, Detachable Crossbody Lanyard Strap )

Coffee

There are two bets for coffee at the start/end of this route and for easy reference they’re indicated on the route map. In Millennium Plaza Park the options are St. Honore Boulangerie and Peet’s Coffee. Both are excellent. Our fave however is local Morse Coffee Company, across A Avenue on 1st Street. Tell owner Sam Morse we sent you. 🙂