Pat-
This shouldn't be too difficult a problem. I'll outline it for sake of clarity.
1. Get the measurements from an existing C-Dory 22 of the distance back of the anchor locker bulkhead and it's height. If you plan on having more than 300" of 1/2" anchor line, add a few inches to the first dimension for good measure, as the locker is a bit small for deep anchor rodes.
2. Using the dimensions above, make a cardboard template for your new bulkhead. Cut it out of 1/4" marine plywood, check it carefully for fit, then glass both sides of it while it's still out of the boat.
3. Sand the Zolatone or other paint finish down to fiberglass resin in the boat and then glass the new bulkhead in with fiberglass tape. Be sure to rough up the resin on the new bulkhead too, so that the new tape and resin sticks to both surfaces. This has to be done so the sides and the bottom of the bulkhead are water tight.
4.Paint the new bulkhead as best you can to match or contrast with the old hull paint.
5. Go to the photos in the Anchoring Section of the Library and look at Tyboo's locker drain photo and the instructions there for installing it, then proceed.
Link
6. Buy a suitable windlass and install it according to the directions provided.
Lots of choices here. The Simpson/Lawrence Horizon 600 and Sprint 600 have the best track record on this site for trouble free performance.
7. Get the Simpson/Lawrence Pivoting Anchor Roller (drop nose style) and install it. No other component will do more to insure your windlass self-launches.
8. Select an anchor of your choice that works in your anchoring situations. We have discussed this at length before. Local practice as to what works is a great guide. The Delta Fastset and Bruce (type) anchors are great choices for varied conditions. The Fortress and other Danforth work great in mud and sand, but don't reset as well in a current change.
9. Add 15 to 30 feet of 1/4" high test GS 40 chain (required by windlass gypsy) and as much New England Ropes 1/2" Premium (firm) 3-strand nylon rope and have them spliced, or do it yourself carefully. S/L and West Marine also make ready-made windlass compatible rode combinations. Add a swivel connection at the rode/anchor junction if you desire, or simply a quality anchor shackle. If in doubt, go with the plain shackle, and you can substitute the swivel type later if your use indicates you need it.
10. If you want, you can add a hinged door at the bulkhead you built in steps 2-3 to your anchor locker if you so desire with couple of brass or stainless hinges and some of the extra plywood and fiberglass components from the above job as you do it. Personally, if you don't operate a lot in stinky mud, I'd leave it open for air to circulate so as to dry the rode faster.
11. Get a fairlead fitting that will span the gap on the inside studs of the U-bolt that is the underside trailer tow bow eye and add it to the U-bolt. This can probably be done by just adding the fairlead and new nuts to the existing U-bolt and nuts if the threads are long enough. Dead-end your rode to this fairlead.
12. :beer &/or :cigar
Joe.