Windham–Bennington–Windsor-1 Vermont Representative District, 2002–2012

The Stratton Mountain School is a college preparatory high school located at Stratton Mountain in Stratton, Vermont. The school was founded in 1972 by Warren Hellman and Donald Tarinelli. The current headmaster is Carson Thurber. Stratton Mountain School trains winter athletes with a focus on alpine skiing (including freeski and freestyle), snowboarding, and Nordic skiing. The school has produced 46 Olympic athletes who have won six medals (3 gold, 1 silver, and 2 bronze). Ross Powers ('97) won a bronze medal (snowboarding halfpipe) at the 1998 winter games held in Nagano, Japan, and a gold medal at the 2002 games held in Salt Lake City, Utah. Powers currently serves Director of the Snowboard program.Other Olympic medalist alumni include Lindsey Jacobellis ('03), who won a silver medal in snowboard cross in Torino, Italy in 2006 and two gold medals in Beijing in 2022. Kristen Luckenbill ('97), won a gold medal in soccer at the 2004 Summer Games in Athens, Greece.

Stratton Mountain Resort is a ski area in the northeastern United States, located on Stratton Mountain in Stratton, Vermont, east of Manchester.

Stratton Mountain is a resort community and census-designated place (CDP) in Bennington and Windham counties, Vermont, United States. Sitting at the northern foot of Stratton Mountain and its ski resort, it was first listed as a CDP prior to the 2020 census. The southern half of the community, including the base of the ski area, is in the town of Stratton in Windham County, while the northern half, including the Stratton Golf Course, is in the town of Winhall in Bennington County. Stratton Mountain Access Road leads north 3 miles (5 km) to Vermont Route 30 in Bondville, while to the southeast Pikes Falls Road leads 8 miles (13 km) to Route 30 in the village of Jamaica.

Bondville is an unincorporated village in the town of Winhall, Bennington County, Vermont, United States. The community is located along Vermont Route 30, 10 miles (16 km) east of the village of Manchester. Bondville has a post office with ZIP code 05340, which opened on May 23, 1850.Bondville also hosts the smallest and oldest consecutive running fair in Vermont. The first year dating back to 1797. [1]

Stratton is a town in Windham County, Vermont, United States. The population was 440 at the 2020 census.

Stratton Mountain is a mountain located in Windham County, Vermont, in the Green Mountain National Forest. The mountain is the highest point of Windham County, and of the southern Green Mountains generally. A fire tower located on the summit is generally open for climbing by the public. There is also a small caretaker cabin (not open to the public) at the summit that is inhabited in season by a caretaker from the Green Mountain Club. The northern end of the mountain is occupied by Stratton Mountain Resort.

West Wardsboro is an unincorporated village in the town of Wardsboro, Windham County, Vermont, United States. The community is located along Vermont Route 100, 19.5 miles (31.4 km) northwest of Brattleboro. West Wardsboro has a post office with ZIP code 05360.

Winhall is a town in Bennington County, Vermont, United States. The population was 1,182 at the 2020 census. In the southeastern corner of the town is the unincorporated village of Bondville. Half of the community of Stratton Mountain, part of Stratton Mountain Resort, is in the southern part of the town.

Jamaica is a town in Windham County, Vermont, United States. The population was 1,005 at the 2020 census. The town includes the villages of Jamaica, East Jamaica and Rawsonville. Its ZIP code is 05343. The town is home to Jamaica State Park, noted for scenic camping spots and various swimming holes, including Hamilton Falls. The nearest large town is Brattleboro.

Wardsboro is a town in Windham County, Vermont, United States. The population was 869 at the 2020 census. The town includes the villages of Wardsboro, Wardsboro Center, West Wardsboro and South Wardsboro.

Jamaica is the central village and a census-designated place (CDP) in the town of Jamaica, Windham County, Vermont, United States. As of the 2020 census, it had a population of 174, compared to 1,005 in the entire town. The CDP is in northwestern Windham County, in the center of the town of Jamaica. It sits on the eastern side of the Green Mountains in the valley of Ball Mountain Brook where it joins the West River, a southeast-flowing tributary of the Connecticut River. Jamaica State Park is on the West River on the northern edge of the village. 1,755-foot (535 m) Ball Mountain rises to the north over the West River, while 2,093-foot (638 m) College Hill rises to the west. Vermont Routes 30 and 100 pass through the center of Jamaica together. Route 30 leads northwest over the Green Mountains 20 miles (32 km) to Manchester Center and southeast down the West River valley 26 miles (42 km) to Brattleboro, while Route 100 leads north 11 miles (18 km) to Londonderry and south 25 miles (40 km) to Wilmington.

The Winhall River is an 18.3-mile-long (29.5 km) tributary of the West River in Windham and Bennington counties, Vermont, in the United States. The Winhall River rises near the western boundary of the town of Stratton near the crest of the Green Mountains. The river flows north, forming the eastern boundary of the Lye Brook Wilderness of the Green Mountain National Forest. It is crossed by the Appalachian Trail along this section. The river then turns east, dropping out of the high ground of the Green Mountains and passing through the town of Winhall. The river flows through the northern corner of the town of Jamaica, then enters Londonderry, where it enters the West River in Ball Mountain Reservoir.