I've owned a 152 (similar in size to the 69 model) and currently own a 65 model. If you're thinking you'll want to do any instrument training in your own plane, you might want to consider the 69 over the 65. Entry into the earlier model is slightly more difficult due to the cutout of the door frame. Also, the 69 doors seal and lock better than the 65. There are numerous reports of the doors cracking at the lower aft edge of the 65 model window cutouts. The baggage space is considerably smaller on the 65.
I love the manual flaps on the 65. The handle gets in the way a little if you're up doing pattern work, but I'd rather have that problem (not a problem really) than have to worry about the electric flap motor and all the associated monkey motion related to the indication. I also really like the flat steel gear versus the tubular steel gear. The latter may be more aesthetically pleasing, and your landings may feel more firm, but the wheel wobble on the ground is minimal if non-existent on the 65.
You mention some very good points on both planes. If the only thing you don't like on airplane A is the lack of intercom, I'd just plan on putting one in. You have the advantage of getting to select the kind of intercom you want. It'll cost a little bit, but in the end, it'll be some of the best money you spend.
On airplane B, the 69, you mention a rudder ding and hail damage on the elevator. If they are airworthy in their current conditions, other than cosmetics, I could live with it. You'll have the standard "T" instrument configuration (very easy to configure for IFR), the wider cabin, the larger doors, and larger baggage area. Aside from cost, and you've given us no indication one way or the other, you're only taking about a 4 year difference, but what a dramatic change in style. They both have their advantages, but what you've told us makes me think one doesn't have a clear cut advantage over the other. You'll have to level your own goals and aspirations for the planes against what they each are individually and arrive at your own personal decision. (I know you've already thought about this long before you started looking, I'm just running my mouth.)
Does the 65 still have a generator? Does the 69 have an alternator? How about the starter? Pull handle on the 65 or key start? Does either one have an established oil analysis program?
What about corrosion? If you're really interested in both, you could have a prebuy done on both. If you really wanted to nail anything, you could work with a mechanic YOU trust and come up with a list of 15-20 things that you want specifically inspected to compare the two. That would define the scope of the inspection and keep your costs down. Then you could really compare apples to apples. I'd recommend a detailed visual inspection of the landing gear torque box areas or both, but particularly the 65 model.
When I bought mine, (65), I knew I wouldn't have a lot of time for the pre-buy. So, I made a list of the items I wanted to see with my own two eyes. I figured if I missed anything else, it wouldn't be that big of a deal to fix. With the help of my buying buddy, we hit everything on the list, with the exception of cutting the oil filter.
It's really nice to have a disinterested, objective buying buddy. If you don't already have one, you could probably come up with one...
Good luck with your decision, and remember, you could choose airplane A, airplane B, or neither A nor B.
Whatever your decision, it'll be a mighty long walk to Clinton without a plane.

Just kidding.
Good luck.