The list of Old School ski areas/resorts below is not meant to be comprehensive. It’s more of a collection of places that can be a starting point for exploring beyond the slopes of better known places. Most of the places on the list were mentioned by Divas based on first-hand experience.
The size split at 500 acres is purely arbitrary. Although multiple regions are represented, there is a bit of a gap for the midwest.
? - Old School to some people, but not to others
CANADA
QUE: Devil's Elbow, Edelweiss, Mont Blanc, Mont Gabriel, Mont Garçeau, Mount Olympia, Mont Ste Sauveur, Mont Sutton, Owl's Head, Vorlage
NL: Smokey Mountain
BC: ?Whitewater (1200 acres)
USA, MORE THAN 500 ACRES
49 Degrees North, WA
Mt. Spokane, WA
White Pass, WA
Willamette Pass, WA
Anthony Lakes (cat skiing), OR
Hoodoo, OR
Dodge Ridge, CA
Homewood Mountain Resort (views of Lake Tahoe), CA
Blacktail, MT
?Bridger Bowl (non-profit), MT
Turner Mountain, MT
Lost Trail Pass, MT
Lookout Pass, ID/MT
Bogus Basin, ID
Brundage, ID
Pebble Creek (near Pocatello), ID
Pomerelle, ID
Schweitzer Mountain, ID
Grand Targhee, WY
?Alta Ski Area, UT
Beaver Mountain, UT
Brian Head, UT
Brighton Resort, UT
Powder Mountain (restricts number of day tickets), UT
Eldora, CO
Loveland, CO
Monarch, CO
Powder Horn (near Grand Junction), CO
Sunlight Mountain (near Aspen), CO
Wolf Creek, CO
Santa Fe, NM
Mt. Bohemia, MI
?Sugarloaf, ME
USA, OLD SCHOOL LESS THAN 500 ACRES
ME: Mount Abram, Shawnee Peak (formerly Pleasant Mountain), Black Mountain (non-profit), Lost Valley, Big Rock (non-profit, formerly Mars Hill Skiway)
NH in general, except Loon: Arrowhead (non-profit), Attitash, Black Mountain, Cannon, Cranmore, Dartmouth Skiway, Ragged, Tenney, Waterville Valley, Wildcat
VT:
Ascutney (non-profit), Bolton Valley, Cochran's Ski Area, Mad River Glen (coop ownership), Middlebury Ski Bowl, Magic Mountain, Northeast Slopes, ?Pico, Queechee,
?Smuggler’s Notch, Suicide Six
MA: Berkshire East, Bousquet, Catamount, Nashoba Valley, Ski Butternut
CT: Mohawk, Powder Ridge
RI: Yawgoo Valley
Central NY: Greek Peak, Labrador, Plattekill, Song, Swain
Catskills NY: ?Belleayre
Upstate NY: ?Gore, McCauley, Mt. Royal, Thunder Ridge, Titus Mountain
West PA (drive from Pittsburgh or DC): Blue Knob, Laurel Mountain
East PA (drive from Philly or DC): Elk, Jack Frost/Big Boulder, Montage, Shawnee Mountain
WV: Winterplace
NC: Appalachian, ?Beech, Cataloochee
OH in general
IA: Seven Oaks
MT: Maverick Mountain
WY: Pine Creek
CO: Echo, Ski Cooper
NM: Pajarito, Sipapu
WA: Bluewood, Loup Loup Ski Bowl (non-profit), Summit East at Snoqualmie Pass
OR: Mount Ashland (non-profit)
CA: Badger Pass (in Yosemite), Boreal, Mt. Waterman, Soda Springs, Snow Valley