Perfect name for describing the content inside. It's a long name, but clearly usable, easy to spell all words here so not clumsy to type in. If you like developing and hockey, would be a wonderful use for all things-Stanley Cup winners: list of them by year, histories of the teams and their more well-known players and games, a non-cash betting pool on who wins the next one, the sky's the limit.
Only limitation here, and it's a big one, is you'll have to check into exactly how and if you are legally allowed to use the name; Stanley Cup is a live trademark owned by the National Hockey League, so better do a little checking to see how seriously they protect their tm; some corps don't mind info and fan sites with their tm, others will pursue them mercilessly, so do a little legwork before putting in time/money to this.
To valuate, I'd say (without having TM issues; with TM issues, I'd say reg fee or drop the name):
resellers = some obvious use and value, maybe anywhere xx to low xxx at most.
end users = med to hi xxx easily, over the top into low x,xxx if they're real fans.
But, check those TM issues, to make sure they don't entirely kill this name's value for you.