hi,
very nice thing you are doing for your friend...please get the ok from his doctors before you let him take a swig off the big red spring

i am a \"local\" so take this w/requisite grains of salt, but -
i am onsite for maybe 15-20 of the racing dates, my own personal preference is the last week. it is decidedly less crowded, and while the weather around here is tough to gauge - even the \"pros\" consistently whiff on the forecast during the summer - it\'s generally \"nicer\" (meaning: the 145% humidity we sometimes get in july and august is usually gone) that last week. i\'m 1/2 italian and 1/2 irish, and tho i tan like an italian (ten minutes outside in the summer and i look like i been to belize or something), i sweat like an irishman in the oppressive heat, and i think that\'s gotta be considered if you\'re taking someone not that far removed from major surgery: i am assuming you are planning on taking him to either clubhouse seats or tables in the boxes area, and to me at least (and i know am not the only person who feels this way), despite the nice-looking casablanca fans whirring overhead, it can get BRUTAL up in that area on hot days, and on bad days, brief trips to the small, sauna-esque bathroom off of section d and e in the clubhouse can bring even the healthiest among us to the edge of heat stroke.
someone mentioned the live outdoor music on opening weekend; they also have this on closing weekend. i think it\'s called \"hats off to saratoga\" or something like that. it\'s usually worth checking out.
covelj mentioned longfellows, i have not eaten there myself but several friends have and they all spoke well of it. several also spoke well of sargo\'s, at the saratoga national golf course (maybe 1/2 mile south of longfellows).
a restaurant that i can personally testify for is this one:
http://www.chezsophie.com/during younger and happier times made many visits to hattie\'s for the jambalaya - haven\'t been there since they changed hands but it was always sort of a saratoga institution.
i like (so do my kids, for whatever that\'s worth) breakfast at the country corner cafe - two locations, much prefer the one on high rock ave, more roomy/comfy. if you\'re just after caffeine, uncommon grounds on b\'way has the good stuff (the bagels are way too doughy for my taste, tho a lot of people around here swear by them).
if you and/or your friend happen to be history geeks (as i am), the saratoga battlefield, site of one of the more important battles in western history, is a few miles to the east and well worth checking out...if you\'re into history...
to the north, the lake placid area is really nice even just to drive through on a sunny day.
i haven\'t played the aforementioned saratoga national, but the state park course and the \"links\" of mcgregor (where i learned to play the cursed game as a teen) are nice, decent courses, if you want to spend a few hours spoiling a nice walk while you\'re in town.
best of luck to your friend, hope you make it up here and have a great time.