The 25 Most Boston Things That Have Ever Happened (Ranked)

Boston is a city with BIG personality. We have our own slang, our own rules, our own driving style, and our own way of reacting to absolutely everything. If you have lived here long enough, you know the exact type of chaos, comedy, and charm that only happens in this city.

Aerial of Boston

Photo: Todd Kent

1. The entire city loses its mind over a Dunk painted crosswalk

Boston’s version of breaking news.

2. A truck storrowed during orientation week

Welcome to Boston, kids. Hope you bought insurance.

3. Someone put a lawn chair out and the entire block respected it

Spot saved. Law enforced.

4. A guy shoveled out his car for two hours then spent three more hours telling people about it

Winter pride.

5. Bruins fans threw a parade for a regular season win

Normal behavior in this city.

6. Someone used a traffic cone to call dibs on a Whole Foods parking space

Boston ingenuity.

7. A tourist tried to pronounce Worcester

Legendary fail.

8. The Green Line stopped because it felt like it

Everyone shrugged.

9. A seagull stole a slice of Regina pizza

They fear nothing.

10. A Southie resident said they live “near the beach” and meant Castle Island

Locals know.

11. Someone got into a heated brunch feud

Brunch is our blood sport. For more spots to fight over, read the 8 Best Brunch Spots in Boston for 2025.

12. A Sox fan yelled instructions at the TV

Tradition.

13. The Red Line shut down and nobody reacted

We have accepted our fate.

14. A Boston driver waved you through then yelled at you for going

Boston hospitality in action.

15. People lined up in freezing weather because a new bakery opened

We would do it again.

16. Someone complained about rent then spent twenty dollars on pastries

Balance.

17. A firefighter rescued a cat and half the city insisted it was “peak Dorchester”

Hyper local accuracy.

18. A local insisted their neighborhood is the true best

If you want to explore more neighborhoods for yourself, try our guide to 20 Unique Things To Do in Boston.

19. A tourist tried to cross the Public Garden bridge during swan boat traffic

Mistakes were made.

20. Someone said they were moving because Boston is too expensive then never moved

Classic.

21. A Celtics fan claimed every ref is biased

Core belief.

22. A group of friends debated which Irish pub has the best vibe

There is no wrong answer.

23. Someone planned a whole weekend around saving money

This is a Boston rite of passage. For inspiration, check out 10 Best Free and Cheap Things To Do in Boston in 2025.

24. A local corrected someone for saying “downtown Boston”

It is just downtown.

25. The entire city watched a squirrel carry a slice of pizza

For one beautiful moment we were united.

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