All of the above, really, @Brenden4. The still-slightly-frustrating guidebook is a good place to start, and a house manual with loads of recommendations and pamphlets is good, and queuing up an email or saved message (even better) is good too. That saves you from having to suss out what sorts of things they like so you are not recommending the opera to someone who would prefer the park. A good template I have found is:
Were you thinking the outdoors? Here are the trails/canoe outfitters/etc.
Do you like theatre? Here are some options.
Museums? Wineries? etc.
A bit like that. Links can be sent to booked guests, and suggesting search words works for those who are just enquiring.