I got out my English saddle bag and found my folding hoofpick that I used at a Pony Club Rally circa 1962,
I have no idea how old my 3 fold girth is. I was once told it was elephant hide. Haven’t used it in decades but it still has the flannel inside.
There was a time when I had my grandmothers side saddle habit that was made in Paris and was probably a size 0!
not quite horse equipment - but I still have a pair of chaps that I had made in the mid 90’s. Not much use for them in Florida, and not nearly as old as the OP’s stuff! The good news is that they are actually a bit big…
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1920s western saddle from Colorado Saddlery in Denver. It has a brand mark behind the seat. I bought it from a saddle shop when I still lived in Northern Colorado.
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My dad bought me my first western saddle about 40 years ago, and it was very used – he found it at a garage sale! I have that saddle in a place of prominence in my home. 
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I still have and use a few things from my first horse in the mid-80s. I have a lovely soft horsehair brush with a leather back in my show kit. My wool cooler, two solid brass stud chains, a lunge line. I also still have his bridle (which I don’t use) and the wooden tack box my dad made for me which stores extras at home.
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I think the oldest purchase I still have is a Pony Club manual of horsemanship from when I started riding in 1974. I also have older books, but they were acquired more recently than '74.
I have my first pony’s halter in the trailer as a spare, circa 1980. I have a bunch of stuff from the second half of the '80s, like my dressage saddle (1985-still in use), some bridles or bridle parts, brushes, and bandages.
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Not as old as some of these items, but I’ve still got a lot of things from when I started riding in 1998. Some of the brushes I use daily and my grooming tote are from that period. I also have a halter and lead that I won in a raffle in 1999 that ended up being used (by coincidence) on two closely related horses 15 years apart.
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I am still using a dropped noseband that came with a horse we bought in 1966. It was well used at that point.
Music is still wearing the nylon(with leather crownpiece) halter I bought for her when she was 3, in 1989.
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I have a beautiful standing martingale that was made for my father in the 1930s.
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I have a belt buckle I used in the late 60’s.
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My OLD white cedar jump poles, my hand welded metal slide adjustable jump cups? An old pair of ‘full bloom’ jodphurs my mother had from her youth, non zippered Vogels???
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A circa WWII wooden tack box. Actually it was an army footlocker that was given to my dad with a bunch of other stuff. I asked if I could have it and painted it in my stable colors and it has moved with me every time I moved. It’s still in my tack room here at home so I got it 40 years ago; it’s about 80 years old now.
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I have a fox hunting saddle from the 1870s or 1880s - purchased when one of the founding families of our town had a huge estate auction and sold off almost everything. They even had this gorgeous Victorian wicker dogcart for a pony - that went well beyond what I could afford at the time!
I also have a Victorian sidesaddle, and the tree for another. I owned two others once, but have since sold them.
My Kieffer dressage saddle is about 45 years old, and still going strong!
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amazing leather back body finishing brush bought from MIllers in 1978. Still in perfect condition in 2020. COuld put a finishing polish on a horse like no other brush
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Dehner boots from 1973-74. Not still in use, but I have them. My lunge line is 21 years old.
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My rectangular muck bucket (which fits so much better than round in the trailer tack room) dates back to the first horse trailer my parents purchased to take me to Pony Club meetings in the early 90’s. My trailer water caddy dates back to the same time.
My surcingle dates back to my first lungeing lesson in Pony Club in 1995/6.
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Hmmm…probably a driving whip that belonged to my neighbors where I grew up riding. It’s from the ‘60’s at least.
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I haven’t a clue how old it is, but I was gifted an all leather crop by a German gentleman who was in the cavalry pre- WWII. He and his family fled Germany during WWII and the whip came with him. If I had to guess, I would say it is at least 75-80 years old. It obviously doesn’t go anywhere near the barn!
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I have a Passier all purpose saddle bought second hand in 1966. It has been restuffed and widened/narrowed for different horses, and I still use it hunting. It is HARD, tho!
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My oldest piece that I used is my 1970 USPC manual. The oldest piece I’ve bought is a circa 1900 wicker Governess cart. Still have my Stubben Wotan saddle from 1975.
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