The easiest way to plan outings for residents is to look at it from your perspective, what would you enjoy doing. Combine that with how much time you have for an outing, etc. Remember most places are handicap accessible. We have 115 residents, my goal is to get them out once a month. I keep track of numbers for each to be sure everyone is being treated fairly.
Here are ideas we have used for outings:
Early morning breakfast (McD's or BK) and a stop at the Dollar Store
Dunkin Donuts
Autumn Foliage ride with a snack stopping for either ice cream, cider, donuts, shake
Lunches (Chinese, Pizza, Subs)
Pontooning
Big Apple Circus
Disney on Ice
Trip to a lake or beach
Hunting for pumpkins (lighted)
Local live theatre (plays)
Bowling
Petting Zoo
Museum
Hot Air Balloon lift off
Any kind of shopping
We rent a nearby cabin on the lake for a week - that's five days worth of trips - all day
Looking at Christmas lights
Scenic Bingo
Fishing
Geo Caching
Recycling Trips
Community Service Trips - tasks
Hope these help you out.