Santana Row is one of The 11 Best Places for People Watching in San Jose.

1. Santana Row

8.9
377 Santana Row (at Olin Ave), San Jose, CA
Shopping Mall · 151 tips and reviews

Teresa B.Teresa Barajas: Drink a coffee, relax and people watch

Elizabeth D.Elizabeth Drescher: Find a seat on the patio and enjoy a Saturday afternoon people watching after lunch at Left Bank

Minion R.Minion Republic: Good place for people watching. Behind Gucci parking usually has parking open

Plaza de Cesar Chavez is one of The 11 Best Places for People Watching in San Jose.

2. Plaza de Cesar Chavez

8.1
Plaza de Cesar Chavez (at S Market St), San Jose, CA
Plaza · Downtown San Jose · 15 tips and reviews

DeekayDeekay: Great place to have a picnic or people watch.

Jessica B.Jessica Brown: Walk thru geysers are functionally and nice to see. Perfect for a casual Sunday!

K12 IncK12 Inc: Did you know? The Plaza was established in 1797 and has been in use ever since, making it the oldest public open space in California. It was also the site of California’s capitol from 1849 to 1851 Read more.

Westfield Oakridge is one of The 11 Best Places for People Watching in San Jose.

3. Westfield Oakridge

7.6
925 Blossom Hill Rd (at Santa Teresa Blvd), San Jose, CA
Shopping Mall · Blossom Valley · 43 tips and reviews

The Discerning Latino L.The Discerning Latino Latino: Great people watching

SarahSarah: A very lively mall with some great eateries and shops.

Dave G.Dave Gabbett: Good luck finding a parking spot on Friday night. Allow 10 minutes for parking and the walk.

Cocola Bakery is one of The 11 Best Places for People Watching in San Jose.

4. Cocola Bakery

7.9
333 Santana Row #1045 (at Tatum Lane), San Jose, CA
Café · 94 tips and reviews

Shirley L.Shirley Liu: Great fruit tart and outdoor people watching seats

AnaAna: A lot of people like the banana hot chocolate, but be warned: It's super sweet! I come here for the people watching and cute european tables.

JoanJoan: Banana hot chocolate (even get it iced), coffee macaroons and a whole lotta different desserts! Even their salmon or lox croissant sandwich is SO good!

Village California Bistro & Wine Bar is one of The 11 Best Places for People Watching in San Jose.

5. Village California Bistro & Wine Bar

378 Santana Row (btwn Olin Ave & Olsen Dr), San Jose, CA
Wine Bar · 60 tips and reviews

Ashley M.Ashley Morris: It's a little pricey, but the atmosphere (outside) is great and it's right in the middle of Santana Row, which is great if you love people watching. Good cheese plates too!

Andrea L.Andrea Lee: Great happy hour menu between 3 and 6. Also, their burger, though not on the happy hour menu, is REALLY good. They also offer a three course menu, which is a very good deal. Make sure you are hungry!

Lexi L.Lexi Loveday: Great wine selection, unfortunately the [table] service leaves much to be desired in terms of promptness...or any real sense of urgency.

Roy's Station Coffee & Tea is one of The 11 Best Places for People Watching in San Jose.

6. Roy's Station Coffee & Tea

8.2
197 Jackson St (at 5th St), San Jose, CA
Coffee Shop · Japantown · 86 tips and reviews

Alan M.Alan Marshall: Great people watching....

Andrew M.Andrew Meyer: Even if you don't like coffee this is still an amazing place. Smoothies, pastries and other great food abounds. A great place to go when I need to work or just hang out and enjoy the atmosphere.

Matt E.Matt Edwards: Go to Roy's Station and get a traditional americano. The less water the better.

Starbucks is one of The 11 Best Places for People Watching in San Jose.

7. Starbucks

7.1
670 River Oaks Pkwy, San Jose, CA
Coffee Shop · River Oaks · 20 tips and reviews

Sitearm M.Sitearm Madonna: Small, crowded, friendly, excellent morning music, excellent morning people watching

Kim D.Kim Dao: Wendy is awesome! Always a good start to your day!

Al B.Al B.: Excellent service here! Open area so it doesn't feel so cramped.

O'Flaherty's Irish Pub is one of The 11 Best Places for People Watching in San Jose.

8. O'Flaherty's Irish Pub

8.0
25 N. San Pedro St (at W. Santa Clara St), San Jose, CA
Irish Pub · Downtown San Jose · 56 tips and reviews

Jennifer E.Jennifer Evans: Bar service is good and beers on tap are plentiful. Perfect place to people watch.

Chris M.Chris McSorley: O'Flaherty's is an authentic Irish pub in the heart of San Jose. They have over 40 beer taps and the food is excellent, not your typical pub-grub.

tom h.tom hirth: AWESOME! JUST GO

The Grill on the Alley is one of The 11 Best Places for People Watching in San Jose.

9. The Grill on the Alley

7.6
172 S Market St (at Paseo de San Antonio), San Jose, CA
Steakhouse · Downtown San Jose · 47 tips and reviews

Kim D.Kim Dao: I love the HH here, it's a great people watching place in the summer, and in the winter, the martinis cannot be beat. If you are being served, by Jessie - then you're all set!

Darrell M.Darrell March: Still the best place to be during happy hour. Try the Blue Cheese Fries and Kobe Sliders with a Stella.

Bill B.Bill Boston: The happy hour food deals are great. The mac and cheese is outstanding.

Giorgio's Italian Food & Pizza is one of The 11 Best Places for People Watching in San Jose.

10. Giorgio's Italian Food & Pizza

7.3
1445 Foxworthy Ave (at Cherry Ave), San Jose, CA
Italian Restaurant · Willow Glen South-Lincoln Glen · 29 tips and reviews

David A.David Acosta: Booth great people watching area and great food !

Frank S.Frank S.: The pizza is the best around! Any topping combination can't fail here! It is a must get!

Andrew S.Andrew Sandler: Neighborhood pizza and Italian joint. Part of the Frankie, Johnnie, and Luigi group. Pizza is a great thickness and has a nice chew

San Pedro Square Market is one of The 11 Best Places for People Watching in San Jose.

11. San Pedro Square Market

8.9
87 N San Pedro St (at W St John St), San Jose, CA
Food Court · Downtown San Jose · 114 tips and reviews

Gnat B.Gnat Brain: Lots of variety. Great people watching. Hipsters do exist in San Jose.

cami j.cami j.: great place for weekday happy hour with coworkers. lots of good beer options and cheap, quick dinner options. I usually get the pizza.

Content MagazineContent Magazine: 2 Hours Free Parking. Park in the garage on San Pedro Street and validate at the bar. Read more.