I never made a cribbage board, but I've played a lot of cribbage. I like some sort of skunk line, double skunk line, and five point deliniation of sort, but numbers are certainly not needed. There should be a game count scoring area for a full set of games, and three holes for each color/style pins to rest before any scoring begins.
I always like the 29 shaped boards as well hangers or shelf pieces, but a simple rectangular full travel board is much preferred for playing. It makes a nice table divider and allows the dealer to place the stack on his side to keep track of who's deal it is. For a fold up travel board the twice around is ok, but really how many of us are packing everything we own in the saddle bag of our horse anymore?
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I just completed the woodworking part of this cribbage board. The base is made from Padauk, the top is Maple with some nice figuring. It's a surprise for my adult son.
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I've seen boards that are labeled with numbers every 5 peg holes plus Start, Finish, etc. Some have just Start, Finish and an S after hole 90, some have no labeling at all.
I don't know if I want to label this one or not. I'm leaning towards buying the dry-rub lettering and letting my son decide - and do it ;-) - after I ship it to him. (Since it's a surprise, I don't know if wants any labels.)
For those that have made Cribbage boards, do you label them?