A Fall Crossword Puzzle to Test Your Westchester Knowledge

Adobe Stock / Cagkan

Think you know it all when it comes to Westchester County trivia? Test your knowledge with this county-centric crossword.

Puzzle constructed by Myles Mellor and Nick Brandi

Though not technically New England, there are parts of Westchester that in terms of autumn splendor would have you believe you’re standing in New Hampshire or Vermont. So, cozy up in your favorite chair or sofa and let this 914-centric fall puzzle stimulate your brain the way the idyllic turning leaves do your eyes.


1. Pocantico’s Union Church boasts his last commissioned work

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5. Snoop’s BFF

9. Camera motion

10. One who transported illegal liquor to Pelham Manor during Prohibition

12. Old ___ Church (made famous by Irving)

13. Swerve

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15. Sinatra did it this way

16. Catch, in a way

18. Cornwallis experienced one in Yorktown

24. Compass point

25. No-no embrace during the pandemic

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27. He preceded Astorino

28. “I can resist everything except temptation” (quote from this Irish poet and a fashionista of his day)

30. Bridge with an identity crisis

33. It’s popular at Ebersole or the Ice Hutch

34. Average name on Wall Street

36. He replaced Nita

37. Palomino at Sonora, for example

39. It could be Lower or Upper in Manhattan (2 words)

42. Historic nabe in Ossining where you can visit The Jug Tavern

45. Dieter’s measurement (abbr)

47. Aspiring attorney’s exam

48. Pizza region in Italy

49. A “Rocky” estate in Westchester


1. Dynastic sports family in the 914

2. First name in fashion or an iconic rock opera

3. Where you can pick a Cortland in Granite Springs

4. Long, long time

5. Cellist Yo-Yo

6. He had a fall in the fall of 1780

7. Appellation

8. Its nemesis is a “borer”

9. Eminent and determined prefix

11. Dusk

14. Environmental activist and actor Begley

17. With 35 down, fun, fun, fun since 1928

19. Part of T.G.I.F. (abbr)

20. Furthermore

21. Driving aids at Wykagyl and Leewood

22. You’ll find them black-capped at Ward Pound Ridge

23. 3rd-biggest city in NYS (by pop.)

26. What you’ll hear at Caramoor (2 words)

28. Light-bulb unit

29. This place had Dark Shadows

31. Jersey call

32. Oprah’s network

35. See 17 down

38. Italian car maker

40. Actor Mineo

41. Deer species

43. ___ Baba

44. British thanks

46. Alongside


Fall crossword solution

Our Wunderkinds event takes place on May 23!

Our Best of Business Ballot is open through May 15!

Our Healthcare Heroes Awards event takes place on May 9!

Our Westchester Home Builders Awards take place on April 4!

Our Diversity, Equity & Inclusion Forum is March 14!

Unveiled: A Boutique Bridal Brunch is February 25!

Our Best of Westchester Elimination Ballot is open through March 6!

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