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Crossword solvers know the thrill of cracking a clever clue that moment when the answer suddenly clicks. On May 28, 2025, the New York Times Crossword delivered one such moment with the clue:
“Musical featuring the song depicted by this puzzle’s circled letters, familiarly.”
The solution? FIDDLER, short for the iconic Broadway musical Fiddler on the Roof.
This article unpacks why FIDDLER was the correct answer, how the puzzle’s design highlighted the song “SUNRISE, SUNSET,” and why this crossword clue matters to both puzzle fans and theater lovers.
The Crossword Clue, Explained
The May 28 puzzle featured circled letters spelling out “SUNRISE, SUNSET” one of the most beloved songs from Fiddler on the Roof. The clue referenced the musical “familiarly,” which points to the shortened form FIDDLER rather than the full title.
This combination the visual element of circled letters and the cultural reference to a classic Broadway show made for a clue that was both challenging and rewarding.
Key takeaways from the clue:
- Clue: “Musical featuring the song depicted by this puzzle’s circled letters, familiarly.”
- Circled Letters: SUNRISE, SUNSET
- Answer: FIDDLER (Fiddler on the Roof)
For crossword solvers, it was a satisfying moment of recognition, blending pop culture, theater history, and wordplay.
Why Fiddler on the Roof Stands Out

First staged in 1964, Fiddler on the Roof has become a cornerstone of American musical theater. Written by Joseph Stein (book), Jerry Bock (music), and Sheldon Harnick (lyrics), the show tells the story of Tevye, a poor Jewish milkman in a Russian village, balancing tradition with change.
Why it’s unforgettable:
- Memorable songs: “If I Were a Rich Man,” “Matchmaker, Matchmaker,” and of course, “Sunrise, Sunset.”
- Universal themes: Family, tradition, resilience, and the bittersweet nature of change.
- Global reach: The show has been performed worldwide, translated into dozens of languages, and even adapted into a successful 1971 film.
When crossword solvers saw the circled letters spelling “SUNRISE, SUNSET,” the answer FIDDLER felt like a perfect fit.
The Puzzle’s Clever Design
NYT crossword constructors are known for innovation, and this puzzle was no exception.
- Thematic Symmetry: Alongside SUNRISE, SUNSET, other thematic entries included GOOD MORNING (13D) and NIGHTY NIGHT (15D), cleverly reinforcing the day-to-night motif.
- Constructor’s Choice: The constructor revealed that they first considered cluing FIDDLER as “singer of ‘Sunrise, Sunset,’” but revised it to reflect the allegorical role of the fiddler — a wiser decision that honored the show’s symbolic meaning.
- Visual Creativity: The circled letters created a kind of impressionistic “image” within the puzzle grid, reminiscent of past NYT experiments from 2010 and 2016.
For solvers, this blend of visual design + cultural reference elevated the puzzle beyond a standard theme.
Other Standout Clues from the May 28 Puzzle
While FIDDLER was the highlight, the crossword was packed with witty, memorable clues:
- 18A: [Decrease?] → IRON
- A clever wordplay on removing creases with an iron.
- 21A: [Understanding] → KEN
- A short but elegant vocabulary clue.
- 38A: [Like many a Swiftie] → TEENAGE
- A modern cultural nod to Taylor Swift’s fanbase.
- 44A: [Eur. alliance] → G SIX
- Playful misdirection, since many expected “NATO” or “EU.”
One particularly fun entry was Bayonne, New Jersey a city that had not appeared in the NYT Crossword for nearly 70 years. While the full census details aren’t necessary for solvers, its inclusion was a nice local touch, surprising veteran crossword fans.
Why “Sunrise, Sunset” Was the Perfect Choice

The emotional weight of the clue came from the song “Sunrise, Sunset.” In the musical, it’s sung at Tevye’s daughter’s wedding, reflecting on how quickly children grow up. Its lyrics capture the fleeting passage of time — a theme universal to all families.
Why it works in a crossword:
- Familiar yet timeless.
- Lends itself visually to the circled-letter format.
- Creates an “aha” moment when solvers connect the letters to the musical.
The song’s nostalgic tone mirrors what crossword solvers often feel: joy, memory, and reflection as they solve.
Tips for Solving Tricky Crossword Clues

If you were stumped by the fiddler nyt crossword clue, you’re not alone. The New York Times puzzle is famous for clever misdirections. Here are some strategies to keep in mind for similar clues:
- Watch for Familiarity Signals
- Words like “familiarly” or “informally” suggest abbreviations or nicknames (FIDDLER instead of Fiddler on the Roof).
- Use Crossings Wisely
- If you had GOOD MORNING or NIGHTY NIGHT filled in, it gave strong hints about the day/night theme.
- Look at the Grid Design
- Circled letters almost always spell something central to the theme. Here, they spelled “SUNRISE, SUNSET.”
- Think Culturally
- The NYT often references classic films, musicals, or literature. If you see a clue about a “musical,” think of Broadway’s biggest names.
- Build a Crossword Vocabulary
- Words like KEN (understanding) or OREO (frequent filler) appear often. Keep track of these repeat offenders.
Learning these techniques makes even the hardest puzzles less intimidating.
Why Fiddler on the Roof Still Matters
Including FIDDLER in the crossword isn’t just about wordplay it reflects the lasting impact of the musical.
- Cultural Legacy: Generations of theatergoers have seen Fiddler, making it a shared cultural reference point.
- Timeless Themes: Balancing tradition with change feels as relevant in 2025 as it did in 1964.
- Crossword-Friendly: The title and its songs have short, grid-friendly words — a boon for constructors.
Every crossword is a cultural snapshot. By choosing FIDDLER, the NYT connected solvers not just to a word, but to decades of shared cultural memory.
Final Thoughts
The FIDDLER NYT crossword clue from May 28, 2025, is a perfect example of why people love the New York Times puzzle. It combined:
- Smart grid design (circled letters spelling SUNRISE, SUNSET),
- A nod to timeless culture (Fiddler on the Roof), and
- Playful, satisfying wordplay.
Whether you’re a die-hard solver or a casual fan, cracking a clue like this feels like unearthing a small cultural treasure. And with every puzzle, you’re not just solving words you’re solving little pieces of history.
So next time you see a tricky clue like “musical featuring the song depicted nyt”, remember: look for patterns, think familiarly, and don’t be afraid to hum a Broadway tune while you solve.
FAQs
What does FIDDLER mean in the NYT Crossword?
It’s a shorthand for the Broadway musical Fiddler on the Roof, clued on May 28, 2025.
Why was “Sunrise, Sunset” part of the clue?
The circled letters in the puzzle spelled “SUNRISE, SUNSET,” one of the musical’s most iconic songs.
How often do musicals appear in the NYT Crossword?
Quite frequently. Classics like Cats, Rent, and Les Mis are common entries, given their cultural impact and convenient letter patterns.
What does “familiarly” mean in crossword clues?
It signals that the answer will be a shortened or nickname form — like FIDDLER instead of Fiddler on the Roof.