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Lake Couchiching ( KOO-chitch-ing; from the Ojibwe gojijiing meaning "inlet") is a medium-sized lake in Central Ontario, Canada, separated from Lake Simcoe by a narrow channel. Lakes Simcoe and Couchiching are popular spots for fishing in summer and ice fishing in winter. Singer-songwriter Gordon Lightfoot paid homage to the lake in the song "Couchiching". The Couchiching Institute on Public Affairs holds its annual conference on the shores of the lake every August. Camp Couchiching is also located near the lake.

The Dougall Canal is a canal in Simcoe County, Ontario, Canada. It was named in 2015 for Bruce Dougall, who undertook its construction during the 1960s. It is located in Orillia on Couchiching Point, a piece of land that separates Lake Couchiching from Lake Simcoe. The development of Couchiching Point was originally going to be a denser subdivision according to plans filed in 1890. The land remained undeveloped until Dougall began development in the 1960s, but the plans changed during development to be lower density and added the canal. The new development was known as Crescent Cove, and the canal was unnamed. The canal route generally follows the path of what was originally set aside for Cumberland Avenue. By cutting the canal, 55 lots had lake access instead of the original 25. The canal and small sections of land on either side of it were owned by the city, who had responsibility for keeping it operational. They failed to do so, and by the 2000s it was overgrown. The city agreed to give the land to the homeowners, many of whom had already build on the land. In exchange, the homeowners association took over maintenance of the canal. The canal is 12 feet (3.7 m) deep in the center, but reduces to 6 feet (1.8 m) at either end where it connects to the Trent-Severn Canal system. It is about 0.5 miles (0.80 km) long, running roughly north–south across the peninsula.

The Atherley Narrows Swing Bridge is a Canadian National rail bridge located at the confluence of Lake Simcoe and Lake Couchiching at the Atherley Narrows, near Orillia, Ontario. The current bridge was constructed in 1970 as a plate girder bridge, consisting of nine steel through plate girder sections supported on eight steel pile bents. The western end of the east approach for the steel through plate girder structure is supported by a concrete pier on wooden piles built in 1919. The end of the eastern pier is made of concrete. Between 1843 and 1964, three railway bridges were constructed at the site and a navigation channel was dredged, all of which disturbed the Mnjikaning Fish Weirs. The swing bridge was deemed unsafe in a 2010 inspection by the railway. Reports to local police and the railway in 2011 declared that the wooden timber cribbing at the base of the swing bridge was decaying and shedding material into the water below. As of 2013, the swing bridge is currently under review for use with the local trail system, as a link for pedestrian trails and snowmobile trails on both sided of the Narrows. The swing bridge is currently locked in the "open" position since the Canadian National Railway abandoned the line into Orillia and lifted the rails.

The Mnjikaning Fish Weirs are one of the oldest human developments in Canada. These fishing weirs were built by the first nations people well before recorded history, dating to around 4500 BP during the Archaic period in North America, according to carbon dating done on some of the wooden remnants. The weirs were built in the narrows between Lake Couchiching and Lake Simcoe, now known as Atherley Narrows, over which Ontario Highway 12 passes today. They were preserved by the water and layers of protective silt. The weirs were built as fences using local wood species, including eastern white cedar, sugar maple, and white birch for the stakes. The weirs were used to trap the various fish species swimming through them. The early fishermen wove brush and vegetation among the weirs to make net-like fencing where the fish were guided to be speared, netted or kept for later use, particularly for consumption during the winter. The weirs – historically called ouentaronk (Huron) and tkaronto (Mohawk) – are believed to have provided the City of Toronto with its name, following a series of copy errors. They were in use for about 5,000 years, until about the early 1700s. Samuel de Champlain recorded their existence on September 1, 1615, when he passed the weirs with the Huron en route to the battle with the Iroquois on the south east side of Lake Ontario. The Mnjikaning Fish Weirs was officially recognized as a National Historic Site of Canada on 12 June 1982. It is managed by the Rama First Nation, who created the Mnjikaning Fish Fence Circle to protect and promote the site.

Mariposa Folk Festival is a Canadian music festival founded in 1961 in Orillia, Ontario. It was held in Orillia for three years before being banned because of disturbances by festival-goers. After being held in various places in Ontario for a few decades, it returned to Orillia in 2000. Ruth Jones, her husband Dr. Crawford Jones, brother David Major and Pete McGarvey organized the first Mariposa Folk Festival in August 1961. The inaugural event, covered by the Canadian Broadcasting Corporation, featured all Canadian performers. The festival grew in popularity, size and rowdiness until the popularity of the 1963 festival (with over 8,000 advance tickets sold), and the lack of sufficient security, led to a backlash from town locals. The city of Orillia secured a court injunction to prevent the festival from continuing in the town limits. The first festival held in the Toronto area, in 1964, was at Maple Leaf Stadium. The subsequent three festivals were held at Innis Lake in Caledon, northwest of the city. In the 1970s it was held on the Toronto Islands before shifting to Harbourfront (Toronto) and Bathurst Street and later Molson Park in Barrie. In 2000, the Mariposa Folk Festival was invited back to Orillia by city councilors Tim Lauer and Don Evans. The festival continues to be held in Orillia. As well as folk music, the festival highlights other aspects of folk culture including dance, crafts, storytelling.

Mara Provincial Park is a provincial park in Ramara, Ontario, Canada. It is situated on the northern shore of Lake Simcoe, and provides camping, boating, swimming and other recreational activities.

Orilla/Pumpkin Bay Water Aerodrome (TC LID: COP4) is located on Lake Couchiching adjacent to Orillia, Ontario, Canada.

Webers (also known as Webers Hamburgers) is a hamburger restaurant on Ontario Highway 11, located 15 kilometres north of Orillia, Ontario that opened in July 1963. Webers grills their burgers over charcoal, with a grill man said to be able to flip up to 800 patties an hour. Long line ups are a common sight at the restaurant, which made the restaurant build a footbridge over the highway to provide access for guests from the southbound side. The restaurant's hamburger patties are also sold at Loblaws outlets. As of 2009, Webers is reported to sell approximately 8000 hamburgers on a typically busy Friday. The restaurant is open weekends from Thanksgiving until Christmas, but closed from January to March break.

Orillia Transit is operated by TOK Transit under contract to the City of Orillia in central Ontario, Canada. TOK Transit provides drivers, maintains the vehicles and supplies fuel. Service is provided on six routes throughout the city every day except statutory holidays, and one weekday special industrial area service. All of these routes run on loops which depart and end at the downtown bus terminal on West Street and Mississaga Street.Orillia has had transit service since the 1950s when a private operator, Orillia Transportation Company, started to provide local bus service to the city. Responsibility for the service was assumed by the city in 1975 and in 1978 a specialized transit service for persons with disabilities was introduced.

Orillia Opera House is a historic building in the city of Orillia, Ontario, Canada. It has been listed as a historic property under the Ontario Heritage Act.

Tudhope Building is a multi-use building with western wing home to Orillia City Council since 1997 while the eastern wing is used as condominiums and as a satellite location for Lakehead University. From 1909 to 1990s it was a manufacturing facility. The building is named for James Brockett Tudhope, who founded the Tudhope Motor Company and later served as reeve/mayor of Orillia.

The Orillia Public Library is a single-branch public library in Orillia, Ontario, Canada.