First Ill start off saying you don't want to set the dog up to fail or get scared. definately work within their comforts and keep distance if they need it.
parades
fairs
bikes races! (haha chaz)
downtown shopping (window shopping of course)
the park
local baseball/outdoor games
praire path or bike path
ask the nice policeman to say hello to your puppy

and firemen etc
fireworks (careful cause the sound! Duchess didn't even look up when she was a pup)
petstore
near construction sites (not in any danger though

)
car rides or sometimes just being in the car with them while in a parking lot is nice to get them comfortable with a stranger walking NEAR the car.
neighborhood garage sales (probably should know the people that are having it)
or have your own garage sale

shelter activities like walk-a-thons or other events to raise money
outdoor pet expos
playground equipment (cofident booster and learns some agility-like stuff)
Bank drive-thru
food drive-thru
SECURE fenced in tennis courts that are NOT in use

Ice cream places with out door seating
taking the puppy to get groomed at a place even though they might not need it
local outdoor concert
thats all i can think of for now...or atleast what I only can get away with lol
although my old chiropractor wanted to see Duchess when she was a puppy and it became a regular thing for duchess to go to the chiropractor with me!!! that was cool. but I don't go anymore. but that was great for her since she was kinda young
