Joining the chorus - DoWork has it right. $699 pass at Stratton because, duh ... plus Magic to break up the boredom and escape crowds when conditions permit. And you'd be surprised how often conditions permit, with natural snow, low skier traffic, and tree skiing out the wazoo you can have a lot of fun at Magic even when you see brown on the broader trails from the road. And they're doing a lot of repair work on the snowmaking system this summer that should help with the trail coverage.
As to pass purchase and/or discount cards at other mountains you've gotta do the math. A couple of additional factors:
1 - College season pass at Magic is $129. No-brainer for the girlfriend.
2 - Check out the VT Travel Club Card for discounts at several different VT hills, including Okemo, Magic, Mt Snow, and Stratton (but unfortunately not Bromley). http://www.classicskitours.net/vermontTravel.asp . I forget the cost but it's roughly the same as a frequent skier card at a single resort but it opens up many options.
3 - Okemo's frequent skier card for the past couple of years included a couple of free days late in the season - if you know you'll be up there it more than pays for itself as a standalone discount card.
Finally, this may be off topic but someone should say it -- if my family were shelling out for a condo at Stratton (in my real estate fantasy it's Bromley, but whatever ...), we would DEFINITELY buy a share in the Magic partnership. Full disclosure, I already did and we don't even own a condo! It's $3K (come on, what did the condo cost?) and less painful now that they have a payment plan. I don't understand why more Stratton and Bromley skiers don't do this to invest in such an easy and accessible option for lower crowds and challenging terrain. And with a Stratton condo you'll reap continuing benefits from it staying open (compare the current liquidation at Ascutney), so its well worth buying into the Magic partnership and crossing your fingers.