Harvard Square is one of The 15 Best Places for People Watching in Cambridge.

1. Harvard Square

8.8
2 Brattle St, Cambridge, MA
Plaza · Harvard Square · 100 tips and reviews

Brett M. R.Brett M. Rhyne: Great people watching here. And great buskers, too!

CollegeFashionistaCollegeFashionista: Along with Newbury Street, Harvard Square is a great place for people watching and style inspiration.

Winston W.Winston Williams: Great funky little neighborhood -- interesting spot to people watch & meet folks on the street

Darwin's Ltd. is one of The 15 Best Places for People Watching in Cambridge.

2. Darwin's Ltd.

8.1
148 Mount Auburn St (Ash St.), Cambridge, MA
Coffee Shop · Harvard Square · 95 tips and reviews

GracieGracie: Love people watching here! My new favorite sandwich is the Foster. Highly recommend especially if you like pickles.

Jacquie S.Jacquie Sandberg: Power cords! Oh happy day! Free dog biscuits. Get a Story sandwich, a chai latte, and enjoy the people watching. No cell phones. Writing this clandestinely.

Jonathan Y.Jonathan Yu: Huron sandwich is a must try. Smoked salmon, tomatoes, onion, cream cheese and fried egg on a sourdough bread!

Whole Foods Market is one of The 15 Best Places for People Watching in Cambridge.

3. Whole Foods Market

8.5
340 River St (at Putnam Ave.), Cambridge, MA
Grocery Store · 52 tips and reviews

Pauline S.Pauline Shaffer: Friendly helpful staff! Also fun to people watch and awesome beer/wine selection

Jess H.Jess Hsiao: Best place to get fish (other than a specialty fish market)!

Jonathan T.Jonathan Thorn: Good beer/wine selection!

Curio Coffee is one of The 15 Best Places for People Watching in Cambridge.

4. Curio Coffee

8.9
441 Cambridge St (at 5th St), Cambridge, MA
Coffee Shop · East Cambridge · 40 tips and reviews

Sara S.Sara Sigel: Drip coffee and a waffle like 🙌 Set up at the window and people watch while you enjoy ☕️

Brendon S.Brendon Smith: This is a great little coffee shop that serves Counter Culture beans. They have the best batch drip coffee in the city, with free refills! Chow down on a liege waffle if you get hungry.

T B.T B: A lovely, relaxed, cozy spot. Great beats. Belgian waffles are absolutely delicious. Warm, doughy, not too sweet. Small space. Lots of light. Similar to White Electric in PVD.

Charles River is one of The 15 Best Places for People Watching in Cambridge.

5. Charles River

9.0
Charles River, Boston, MA
River · Beacon Hill · 63 tips and reviews

Ron J.Ron Jeramiah: Great places to people watch and enjoy the scenery

Kelly A.Kelly A: View is pretty nice! Relax and take in the vibe of beantown!

Carl G.Carl Griffin: Lovely relaxing walks with great views of the city.

1369 Coffee House is one of The 15 Best Places for People Watching in Cambridge.

6. 1369 Coffee House

7.8
1369 Cambridge St (at Inman Square), Cambridge, MA
Coffee Shop · Inman Square · 77 tips and reviews

BeckyBecky: Grab a tea and a seat near the back and have the best people watching experience of your life.

Sofia P.Sofia Papastamelos: Good coffee and relaxing music. They aren't kidding when they say good people watching -never saw so many beanies in one day haha.

Jeremy K.Jeremy Krantz: Quite possibly the best coffee slingin' spot in Cambridge. Their cold brewed coffee is amazing.

Capital One Café is one of The 15 Best Places for People Watching in Cambridge.

7. Capital One Café

8.6
24 JFK St, Cambridge, MA
Café · Harvard Square · 7 tips and reviews

JuanitaJuanita: Good place to work and people watch!

ᴡᴡᴡ.Marcus.qhgw.ru F.ᴡᴡᴡ.Marcus.qhgw.ru Fryer: Great people, good coffee. Lots of space to work and study.

Hudson L.Hudson L.: Use your Capital One card for 50% off on a drink!

Leavitt & Pierce is one of The 15 Best Places for People Watching in Cambridge.

8. Leavitt & Pierce

8.1
1316 Massachusetts Ave, Cambridge, MA
Smoke Shop · Harvard Square · 15 tips and reviews

Natalia W.Natalia Widulinski: Check out the chess parlor on the 2nd floor. Two bucks for an hours play and cool people watching.

Marco G.Marco Gomez: Best tobacco shop in greater Boston. Ask for a oz of both gold shag and vanilla infused :)

Michael B.Michael Baskin: make sure you talk to the guys who work there

Area Four is one of The 15 Best Places for People Watching in Cambridge.

9. Area Four

8.9
500 Technology Sq, Cambridge, MA
Pizzeria · Kendall Square · 209 tips and reviews

BikaboutBikabout: Their outdoor seating borders a huge, rare open lawn among the glass biotech towers, and the sidewalk seating makes an excellent perch for bike lane people watching.

ElenaElena: Low key and delicious. The pretzel starter might be a beers best friend. The thin crispy crust on the pizza is perfect. I wouldn't change a thing on both the margarita and mushroom pizzas I tried.

Boston.comBoston.com: Two restaurants in one, both tailor-made for Tech Square: an all-day bakery-cafe attached to a sparse, industrial dining room with two wood-fired ovens. Read more.

Russell House Tavern is one of The 15 Best Places for People Watching in Cambridge.

10. Russell House Tavern

8.5
14 JFK St (at Brattle St), Cambridge, MA
Gastropub · Harvard Square · 274 tips and reviews

Gwen S.Gwen Slattery: Reserve a table by the front window for classic Harvard Square people watching. Order the short rib wellington with a puff pastry crown to start...

Chris K.Chris Konecny: Sit outside for good people watching. Decent beers and menu. Good place to stop after a bunch of walking around

Lauren C.Lauren Christopher: The seafood is amazing! Order the swordfish if it's in season. They also had an excellent drinks menu. I had a smoky scotch there that changed my world.

O2 Vegan Café is one of The 15 Best Places for People Watching in Cambridge.

11. O2 Vegan Café

1001 Massachusetts Ave, Cambridge, MA
Vegan and Vegetarian Restaurant · Mid-Cambridge · 10 tips and reviews

Melissa A.Melissa Aucoin: This cafe is great! The smoothies are delish and I just had my first vegan sandwich with tofurkey! So good! Get a seat by the window for great people watching

Amar A.Amar Ashar: Vegan whoopie pies!

Nico P.Nico Parker: Try the cool beans burger and the peppermint patty smoothie.

BerryLine is one of The 15 Best Places for People Watching in Cambridge.

12. BerryLine

1 Arrow St (at Massachusetts Ave.), Cambridge, MA
Frozen Yogurt Shop · 42 tips and reviews

BikaboutBikabout: A charming little nook on a side street in Harvard square offering sweet, tart, mostly fruit-inspired frozen yogurt. If the window spots are available, sit up front on barstools and people watch.

Lauren L.Lauren Lachs: My favorite small business frozen yogurt shop. They are way more generous than pinkberry when it comes to toppings and the mango + original is the perfect summer combo.

Vanessa P.Vanessa Pham: Try the cheesecake bites! They are made by berryline at their mass ave location. So good.

Starbucks is one of The 15 Best Places for People Watching in Cambridge.

13. Starbucks

7.0
1662 Massachusetts Ave (at Shepard St), Cambridge, MA
Coffee Shop · Neighborhood Nine · 13 tips and reviews

Ryan B.Ryan B: Good for people watching stressed out law students

Laura A.Laura Alvarado: The strawberry and blueberry yogurt parfait is surprisingly tasty!

Jarrett G.Jarrett Goetz: This Starbucks seems to have more power outlets than most, good stuff.

Flour Bakery + Cafe is one of The 15 Best Places for People Watching in Cambridge.

14. Flour Bakery + Cafe

9.0
190 Massachusetts Ave (at Albany St), Cambridge, MA
Bakery · 179 tips and reviews

Connie L.Connie Lu: It's pretty busy on the weekends, but perfect for people watching when you need a break.

Annabel T.Annabel Tan: Sticky buns are not ridiculously sweet like other buns. They achieve the perfect balance of flavours in the salted caramel! Also try the oatmeal raisin cookies. All these are best paired with coffee

David H.David Haber: Wireless is turned off from 11-2pm during peak hours. Otherwise the password is their telephone number.

Henrietta's Table is one of The 15 Best Places for People Watching in Cambridge.

15. Henrietta's Table

7.5
1 Bennett St (at Eliot St.), Cambridge, MA
American Restaurant · Harvard Square · 69 tips and reviews

Rem K.Rem Koning: The food is okay but the people watching is Cambridge at its most Cambridge.

Natasha R.Natasha Rishi-Bohra: The vegetarian chilli and empanadas are amazing! If you are ready for dessert, get the chocolate bread pudding - No question about it.

nikhil k.nikhil kalghatgi: When you approach the hostess, say "I'll have Henrietta's Table, please." they love that.