I’ll start
It’s likely also an Evan’s album for me - Waltz for Debby. Though my Sunday morning go to is Horowitz in Moscow.
Yes, Waltz For Debby is up there for sure.
I can see this thread substantially expanding my record collection.
The notion of “most replayed” assures recordings that remain in my collection since the early seventies. That said there is no ONE most replayed, even within a specific genre or sub-genre. A few immediately came to mind that I’d prefer not returning to, Pink Floyd, and Super Tramp. WIthin the jazz category it would be John Klemmer, Chase and Maynard Ferguson.
Regarding The Grateful Dead replays that I continue to eagerly return to it was a close call, the above being IT as it is significantly different from that which preceded it. The other contender is the wonderful tripped out:

There are quite a few that I often play, but I’d hazardous guess that Blue Rodeo’s album, Five Days in May, is the album that has gotten the most play time. I never seem to tire of it, especially the first 3 tracks.

My apologies if I have spoiled the notion of just the ONE most replayed. There is too much good music in my collection to abide.
Don’t get me started on Chicago oriented creative music.
Wow, this is hard, mainly because interests, if not tastes, develop and change over time. Plus, I don’t think I could identify a single most-played record in my whole collection. So, like @weedeewop, here’s a shot at my historically constant “heavy rotation” list, from the non-classical side. These are pulled out regularly for play, and they will continue to be played until I die:
Bruce Cockburn - all records from Sunwheel Dance through The Charity of Night
Crosby, Stills & Nash (& Young) - debut album and Deja Vu
Stephen Stills - Stephen Stills
Neil Young - Harvest
David Grisman Quintet - David Grisman Quintet (featuring Tony Rice)
JD Crowe & The New South - JD Crowe & The New South (featuring Tony Rice and Ricky Skaggs)
Toad the Wet Sprocket - Dulcinea and Coil
Guster - Lost and Gone Forever, Keep It Together, Ganging Up on the Sun
Pat Metheny Group - Pat Metheny Group, American Garage, Still Life Talking
Grisman, Pedersen, Gill, etc - Here Today
The Beatles - most of the catalog, but especially A Hard Days Night, Help!, Rubber Soul, Revolver and Abbey Road
That may sound like a lot of records for repeated plays, but keep in mind it covers almost 60 years of listening.
I’ll have to give the classical collection some thought…
Without a doubt it’s Abbey Road when I make any significant changes to my system it’s the last album before the change the first after the change.

These other titles from other genres also get lots of play. I know them so well I hear any changes easily. That and I can listen to them over and over.
No comment on the Brubeck Al!
Me and my Arrow
Straighter than narrow…
…
Everyone knows, it’s me and my arrow…






















