Been a while since anyone signed in on the "ice breaker" thread.
From what you mentioned I assume you do most of your skiing at Wintergreen - a great resort in my opinion.
Real destination ski resorts here in the mid-Atlantic (MA) are not plentiful, but what there are offer a first class, and individually unique experience.
Snowshoe in WV. The largest ski area in the MA, plus a real four seasons resort. Lots of upscale lodging at the top of the mountain.
Seven Springs in PA. Another four seasons resort with a mojor hotel and all sorts of indoor activities when on a ski trip. Lots of slopes, not much vertical, but the number of chairs and great snowmaking negate the lack of vertical.
The Canaan Valley area: Two resorts with good skiing, great potential...unfortunately not yet realized. The Canaan Valley Lodge is a fun place to stay, the wildlife is everywhere.
Wisp in MD. Not much vertical, but well planned and many different slopes from faces to meandering treelined blvds.
Offers golf, white water rafting on a new manmade course and other goodies in the summer. More like Wintergreen, just not the vertical and quality.
And in Northeast PA a bevy of resorts capped by Elk Mountain albeit only a ski resort. But there are numerous small towns and big city hotels that you can call a temporary home while sampling Elk, Snow Mt., Blue Mt., Camelback, Jack Frost, and others.
Look forward to hearing more from you about what you are looking for, both in this area and out west.
Many DCSkiers have multiple years of on slope time and have seen nearly everything and offer great advice on nearly any resort. AD OCCASIONALLY WE manage an informal get together of 6 to 12 folks that we feel we know as "friends" but rarely see in person.