Your guild sounds somewhat like the one I belong to, but we have grown enough that there is always at least a small show and tell - although often by the same people from month to month.
We have a business meeting, followed by show and tell, and then a short program.
We have surveyed members, most recently at the June end of year Ice Cream Social, as to what they would like. Member trunk shows was a very popular response this past year; maybe you could work that in with Dunster's suggestion for those members who are no longer actively quilting? (I LOVE the idea of having them do a little presentation!) Make sure that they know it doesn't need to be lengthy and perhaps some younger members could help them with transporting and holding things up?
We do a Saturday Sew-In once a month, no charge. In the past, folks have been asked to bring a dish to pass, but due to dietary restrictions, this fall we are going to try having everyone bring their own bag lunch. Anywhere from 6 to 12 people come; it's nice to get to know some of the members a bit better.
Each year for Christmas, we provide a small gift bag for each resident of a local senior housing complex; many of them no longer have visitors or family who give them gifts. Gifts can be homemade or purchased, with popular items being calendars, note pads, pens, puzzle books (large print), place mat or mug rug, hand soap, lotion. We also "adopt" families from a safe home for abused women/children and provide holiday gifts for them. The list is put out and people can check off what they will contribute. These are both optional. We collect for the senior center in November to give their staff time to sort through and make sure each resident is getting something appropriate, then the safe house family/families in December; this also spreads the commitment for our members out a bit.
After the holidays last year, we (program committee) presented a "Letter P" challenge. Each member who wanted to was asked to make something that began with the letter "P" to exchange at our June meeting. Pot holders, placemats, pillows, pillowcases, purses, pink or purple just about anything, a patchwork item .... The "P" part was very lenient as to interpretation. Members really enjoyed it.
This year, we will be doing a paint chip challenge after the holidays. Members will draw a paint chip from a bag and be asked to make something, large or small, using that color.
We gave each member an index card at the beginning of the year and asked them to put their name and 3 things members would not know about them on it. At each meeting, we select a few and read the clues to see if anyone can guess who it is.
We've also started asking folks who bring show and tell to stand up with the item (we'll help as needed for larger things) and tell their name as well as anything they'd like to say - when it was started, who it is for, what they enjoyed-or didn't- about making it, etc. It's another way to help people who are name-challenged (like me...) get to know more people.
Good luck!