Pioneer Courthouse Square is one of The 15 Best Places for People Watching in Portland.

1. Pioneer Courthouse Square

8.1
715 SW Morrison St (btwn SW 6th Ave & SW Broadway), Portland, OR
Plaza · 79 tips and reviews

Tariq A.Tariq Ahmad: Good place to chill and people watch.

M Q.M Q: The people watching here is greatly amazing and interesting.

Anastasia X.Anastasia X: Known as "The Living Room" of Portland. Great place to people watch.

Portland Saturday Market is one of The 15 Best Places for People Watching in Portland.

2. Portland Saturday Market

8.1
50-98 OR-99W (at SW Ankeny & Naito Pkwy), Portland, OR
Market · 92 tips and reviews

Stevo M.Stevo Maupin: Great beer and real funny people watching

HoverHereHoverHere: If you like people watching, then the Portland Saturday Market (which takes place Saturdays and Sundays, March through Christmas Eve) is for you!

DanieRaeDanieRae: People watching is as AWSOME here are the food!!!

Director Park is one of The 15 Best Places for People Watching in Portland.

3. Director Park

8.7
825 SW Park Ave (btwn SW Yamhill & Taylor St), Portland, OR
Park · 35 tips and reviews

Paul S.Paul Sorenson: Great Bratts - they have beer and wine and cocktails (!) and fabulous people watching - a more intimate "PDX Living Room"...a foyer, perhaps? :-)

Andrew C.Andrew C: One of our more European style plazas. Modern space for people watching and events.

Lisa P.Lisa Peyton: They have the new fountain going, just waiting for you to make a wish...or go skinny-dipping!

Papa Haydn is one of The 15 Best Places for People Watching in Portland.

4. Papa Haydn

8.7
701 NW 23rd Ave (at NW Hoyt St.), Portland, OR
Dessert Shop · 63 tips and reviews

Bella P.Bella Porter: Wow yummy happy hour from 3-6 great selections on food & prices off regular drinks. Love the people watching on 23rd as an added bonus. Hope to see you soon!

Stewart M.Stewart McMann: Great food...drinks are okay. Desserts are amazin. Great people watching on 23rd

Kadee C.Kadee Charlton: Cakes are amazing they even have good ice cream cake selections and always good berry-like fruity flavors all the way to the truffle chocolates. Also fresh watermelon lemonade during summertime = god

Barista is one of The 15 Best Places for People Watching in Portland.

5. Barista

9.0
539 NW 13th Ave (at NW Hoyt St), Portland, OR
Coffee Shop · 121 tips and reviews

Danny D.Danny Done: Great place to relax and people watch on a hot day.

Ros H.Ros Hodgekiss: Great coffee and people watching from their patio.

Duncan D.Duncan Davidson: Instead of focusing on any one roaster, Barista focuses on showcasing great coffee from around the world. The constantly variety and high execution makes this one of my favorite cafés in the world.

Park City Pub is one of The 15 Best Places for People Watching in Portland.

6. Park City Pub

8.6
8025 NE Sandy Blvd (ne 80th), Portland, OR
Bar · 14 tips and reviews

Valerie H.Valerie Huffman: Great wait staff...good people watching :-)

Samantha D.Samantha Duffard: I love the Sunday bartender...she's fing amazing. Verlinda you are the best Sunday morning bartender....not too loud(hangovers) super friendly....

Erica L.Erica L.: Good food, stiff drinks, & friendly bartenders! Wing night Weds and nacho night Thurs are awesome!

Sizzle Pie is one of The 15 Best Places for People Watching in Portland.

7. Sizzle Pie

8.1
926 W Burnside St (at SW 10th Ave), Portland, OR
Pizzeria · 96 tips and reviews

KatyaKatya: Vegan pizza and people watching

Amber C.Amber C.: Great windows for people watching!

Vijay L.Vijay Lakshminarayanan: Awesome veggie choices and a juke box with Beatles, the stones and Hendrix among others.

Irving Park is one of The 15 Best Places for People Watching in Portland.

8. Irving Park

8.9
3498 NE 7th Ave (at NE Fremont St), Portland, OR
Park · 16 tips and reviews

Stuart C.Stuart Coates: One of my favorite spots for the summer Movies in the Park. Great for people watching, never too crowded and plenty of shaded areas. There's a dog field at the peak of the hill and basketball courts.

Colleen S.Colleen Showalter: Nice spot for the dog. Not a ton of shade.

Jewel R.Jewel Rocks: Great courts for a pick up tennis match. ( in good weather ) four lighted courts

Sweet Hereafter is one of The 15 Best Places for People Watching in Portland.

9. Sweet Hereafter

8.7
3326 SE Belmont St (btw SE 33rd & SE 34th Ave), Portland, OR
Cocktail Bar · 58 tips and reviews

Lisa M.Lisa Miller Bishop: Sit in the window.... It's fun to people watch!! Great Art work!!!

PDX P.PDX Pipeline: One of the largest & best bar patios in SE Portland.

Jake M.Jake Markow: Try alcohol, it's great!

Potbelly Sandwich Shop is one of The 15 Best Places for People Watching in Portland.

10. Potbelly Sandwich Shop

8.1
802 SW 6th Avenue, Portland, OR
Sandwich Spot · 16 tips and reviews

Andrea M.Andrea M: Food was great. Sit at the window counter for people watching. Live music was a nice touch!

Celso O.Celso Orange Tree: Food is meh, but indeed the best people watching around.

Chad M.Chad Madron: Menu has calorie counts and many healthy options. Very busy at lunch

Harlow is one of The 15 Best Places for People Watching in Portland.

11. Harlow

8.7
3632 SE Hawthorne Blvd (SE 37th Ave), Portland, OR
Vegan and Vegetarian Restaurant · 52 tips and reviews

Phil N.Phil Newman: Excellent food, service and people watching. The BBQ tempeh was outstanding!

Pao R.Pao Rodriguez: I must confess I'm so obsessed with this place! From the Farmers Scramble, to the Betty Bowl, to the Yamhill Stirfry. You just can't go wrong with any dish! Tip: add their tempeh to everything! YUM!!

LandonLandon: just eat everything

Fehrenbacher Hof is one of The 15 Best Places for People Watching in Portland.

12. Fehrenbacher Hof

8.4
1225 SW 19th Ave (btw SW Jefferson & Madison), Portland, OR
Coffee Shop · 21 tips and reviews

Jen B.Jen B: Fantastic place to get work done since it has free wifi, good food and drink, and most importantly, great people watching.

Megan A.Megan Ann: The Greek salad is authentic and on point. Yummy!

Jonny B.Jonny Bost: Try the breakfast sandwich with corned beef, it's my fav but these days I'm a vegetarian so the veggie patty instead is a close second place.

Laurelhurst Park is one of The 15 Best Places for People Watching in Portland.

13. Laurelhurst Park

9.3
Laurelhurst Park (SE Stark St), Portland, OR
Park · 43 tips and reviews

LisaLisa: Great park to people watch in.

Darkest Hour A.Darkest Hour Apparel: Love this park so much. A perfect location for relaxing and taking in all the greenery, beautiful trees and loads of flowers. Summertime this park is very busy. Highly recommend.

Jill P.Jill P: FAVORITE. This is like wonderland in a city park. The trees are enormous -- this park reminds me that I'm small -- and apparently you can watch Star Trek reenactment rehearsals here too.

Ira C. Keller Fountain is one of The 15 Best Places for People Watching in Portland.

14. Ira C. Keller Fountain

7.9
Ira C. Keller Fountain (SW 3rd Ave & Clay), Portland, OR
Plaza · 12 tips and reviews

Kristin B.Kristin Boden-Mackay: Great place to people watch...

Alex B.Alex Brehm: A great escape from downtown. Enjoy your lunch here.

Najlaa M.Najlaa Mj: I love this place .. but I hate the chlor smell :(

Sunny Day Coffee is one of The 15 Best Places for People Watching in Portland.

15. Sunny Day Coffee

7.9
2310 NW Everett St (at NW 23rd St), Portland, OR
Coffee Shop · 10 tips and reviews

Kerry D.Kerry Davies: Cute side seating, great for sipping and people watching.

Matthew J.Matthew Jones: Best chai in town. Make sure to add vanilla

Thomas R.Thomas Reynolds: Best Toddy (aka cold brewed coffee) in Portland.