My 80+ mom really liked getting a small fruitcake from Harry & David. I bought her a tea collection that she requested and added on the fruitcake and it was a hit. They are more rare now precisely because they are so old-timey. Just like Victorian ribbon candy and candy sticks used to be when I was a kid.
Here is a company my grandma bought from. It's still operating:
https://collinstreet.com/
The best thing I ever got my grandfather was a donation of a spiral binding machine to an elementary school through Donors Choose.
My widowed mother-in-law...some kind of convenient snowblower. It might have been all electric.
Once I got my grandma a gag gift figurine and she just went wild over it. It was a solar waving Queen Elizabeth. So sometimes small funny things are quite cheering. I nearly bought myself a Squishmallow Flipmallow at the grocery store this year. It was a green squishy moose stuffed animal that inverts to form a stuffed peppermint candy. Nobody needs this kind of thing but if you know your recipient's sense of humor, it can be worth it just for one spell of hilarity.