1960 - Private group purchases land and opens Cave Mountain Ski Area, run by the Macomber family.
1963 - Ski lodge built by Avalanche Corporation after ownership transfers to Tom and Bob Sheridan. First snowmaking effort covers 12 acres.
1964 - Wonderama Trail and new lift added.
1965 - Private Windham Mountain Club established. Skiing celebrities Stein Erikson and Suzy Chaffee are regular visitors.
1967 - Residential development begins. Club members own 58 properties on the mountain by 1975.
1971 - "B" lift installed on Wheelchair.
1981 - Snow Time purchases resort and renames it Ski Windham, snowmaking covers 90% of resort.
1983 - Disabled Program (Adaptive Sports Foundation) begins and "F" lift constructed.
1984 - Wheelhouse Lodge built and "D" lift added.
1985 - Brainard Ridge Townhomes, Windham Mountain Village add more housing on mountain.
1987 - New "G" lift accompanies expansion on mountain's East Peak.
1989 - New 72,000 square foot base lodge constructed, Children's Learning Center opens.
1993 - High Speed Quad installed on "A" lift to whisk skiers up the mountain in record time.
1994 - Windham Arms (Winwood Inn) acquired to expand services and offer lodging to guests.
1995 - Pond installed, increases snowmaking.
1997 - Night skiing and riding extend time on the mountain, terrain park opens
1998 - Mountain Top Adventure Park opens for tubing and Wanderer Trail built on East Peak.
2001 - New Windham Mountain name represents the enjoyment of all snow sports on the mountain. New lodge at tubing park constructed.
2002 - Third lift installed at tubing park and 3500 Club expands space.
2004 - Fully-automated snowmaking arrives.
2005 - New Adaptive Sports Center building, "K" lift and larger beginner area debut. Enclave Club Condominiums open in Fall.
2005 - A group of local investors organized by longtime resort president Dan Frank purchases Windham Mountain and begins planning for more new mountain improvements.
2006 - New owners Windham Mountain Partners invest over $5 million - the single largest year of capital improvements at the resort - for three new chair lifts (including a high-speed, detachable quad), three new trails, an ice skating center and the new Trail's End Tavern & Grill.
2008 - Another $4.75 million is invested in Windham's base lodge - including exterior improvements, an expanded retail shop, new cafe, improved firepit area, new barbecue and grill on the patio and The Club at Windham Mountain.
![]() | ![]() |
|---|

