Downtown East

Wellesley Avenue (not to be confused with Wellesley Street) is a short, narrow street lined on both sides with semi-detached Victorian houses (circa 1888). There is a quaint decoration at the end of the street.

This narrow street, only one lane wide, has a variety of small residences in different styles on both sides of the street, some with narrow front gardens.

A small collection of sculptures to promote local artists. The collection changes every several weeks which might result in additional closed days. (Two founders of the Sculptors Society of Canada were Frances Loring and Florence Wyle who have a small park, Loring-Wyle Parkette, named in their honour.).

Chapel of St. James-the-Less, erected in 1860 and opened in 1861, sits atop a knoll at the highest point in the St. James Cemetery. This small funeral chapel is an example of Victorian Gothic design with stone walls, enveloping roofs, and a soaring spire. It is a designated National Historic Site of Canada.

In summer 2018, artist Okuda San Miguel erected a very colourful, 23-storey mural on the east side of the Parkside Student Residences building. The mural has an LGBT theme.

This small contemporary art gallery has changing displays in five rooms. The gallery is located in a heritage building built in 1858 for a local barrister.

Riverdale Farm is a turn-of-the-20th-century Ontario farm and the site of Toronto's first zoo. Attractions include demonstrations of milking, cream separating, butter-making, egg collecting, sheep shearing, wool spinning and dying, amongst others. There is no parking on the grounds, but street parking is available near by. There is an onsite store and restaurant, Shop at the Farm and Farm Kitchen, in Simpson House (daily 10AM-4PM), and a weekly Farmer's Market (Tuesdays, May 10 - Oct, 3:30-7PM. Riverdale farm is a working farm, with barns and outdoor paddocks, and animals of all types. Tours are available, or you can wander the 7½ acres freely.

This cemetery is the resting place of many prominent Torontonians, and has a chapel at its entrance built in 1872 in Gothic Revival style.

Only two of Banksy's works survive after his secretive visit to Toronto in 2010. This small-size work is preserved in its original location and is enclosed in a simple wooden frame. The second surviving work is located at Harbourfront.

This small park contains a large fountain with a humorous theme; there are statues of dogs perched on 2 levels of the fountain all staring upwards towards a large bone perched at the fountain's peak. A few interesting buildings are easily viewed from the park: A large trompe l'oeil mural on the rear of the Flat-Iron Building, and three beautifully preserved Victorian-era buildings built in 1872 across the street on the south side of the park.

This impressive, Gothic revival cathedral was built in 1844. It has an extremely pleasant garden that allows for relaxing people watching on King St.

Situated on former industrial lands, the park features a lush landscape with a marsh, sprawling lawns, urban prairies, playground areas, a splash pad and other features like a fireplace, permanent barbeque, large communal picnic tables and washrooms. The park has a hill giving views of the surrounding area. Railfans can get a view of the GO Transit Don Yard for storing commuter trains between the AM and PM rush hours.

The Distillery District is a historic and entertainment precinct. It contains numerous cafés, restaurants and shops, as well as art galleries and a theatre, all housed within heritage buildings of the former Gooderham and Worts Distillery. The 13 acres (5.3 ha) district comprises more than forty heritage buildings and ten streets, and is the largest collection of Victorian-era industrial architecture in North America. The district was designated a National Historic Site of Canada in 1988. Walking tours are available from the Distillery Visitor Centre.

Toronto's First Post Office (or Fourth York Post Office) is an 1834 post office that is today a historical museum with a few postal and local history exhibits. It is the oldest purpose-built and the only surviving example of a post office that functioned as a department of the British Royal Mail. The style of the building is late Georgian architecture. Visitors can prepare an old-fashioned folded-sheet letter using a quill pen and sealing wax for a small additional fee. The museum also contains a modern post office outlet.

This building was built in 1827 for the Bank of Upper Canada, a bank that failed in 1866. It is a National Historic Site and one of the few buildings in Toronto that predates the city itself, known as the Town of York until 1834. The building is used today for commercial office space.

De La Salle Institute built a Catholic school here in 1871. The institute took over the First Toronto Post Office building in 1874 and the Bank of Upper Canada Building about 20 years later. The institute left all three buildings in 1916.

The Gooderham Building, generally known as the Flatiron Building, is a five-storey, wedge-shaped building at the intersection of Front, Church and Wellington Streets. It was built in 1892 and was the first flatiron building in a major city. Until 1952 the building housed the offices of Gooderham & Worts Distillers, whose distilling buildings now make up the Distillery District several blocks to the east. Also, take a look at the trompe-l'œil mural on the rear of the building from the adjacent Berczy Park.

For fans of the CBC TV comedy Kim's Convenience. With a switch of name on the exterior signs, Mimi Variety Store became Kim's Convenience to appear in the like-named sitcom. Mimi's/Kim's is still a functioning variety/convenience store.

This Greek Revival building was the Toronto Street Post Office (1851–1872) and a Bank of Canada branch (1872-1959). It was later owned by Argus Corporation which came under the control of Conrad Black. It was here that Conrad Black got in trouble with the U.S. justice system by removing boxes of documents from this office. The building is a designated National Historic Site of Canada.

This ornate, Renaissance Revival building was built in 1850 to be Toronto's main meeting space and was a major centre for political speeches and concerts. It is now used for a diverse range of uses, from weddings to art shows.

St. Lawrence Market has been bringing fresh foods into the city for Torontonians and visitors alike since 1901. Located at Jarvis and Front, the market stretches over 2 buildings, an older main building on the south side of Front St., and a modern north building (opened in 2025) directly across the street. The main building has over 50 specialty vendors, with a large seafood section, a dozen butchers, several bakeries, and three very extensive cheese shops. In the basement, there is also a specialty area for handcrafters, and an extensive food court, with merchants often cooking food that they bought fresh that morning from upstairs. The north building is home to a farmer's market, open Saturdays year round, featuring fresh vegetables in season, preserves, spices and herbs, and direct from the source foods, such as honey direct from the beekeeper or maple syrup from the people who tapped and boiled it, and Ontario wines. The north building also features an antique market on Sundays.

Toronto Sculpture Garden has a changing exhibit of sculptures. The small park is nestled between two buildings and has a waterfall fountain along its east wall.

Underpass Park is located under bridges for an expressway ramp, a location one would normally associate with ugliness. However, artists have created a colourful mural gallery at the east end of the park (at Lower River St) painting bright murals on all the pillars and crossbeams supporting the bridges. There are also a few similar murals nearby where the same expressway ramps cross King St E at Virgin Pl.

City-funded LGBTQ community centre hosts various community, athletic and cultural groups.

An urban boutique spa that is natural, modern, and environmentally responsible. Elm spa treatments are designed to de-stress, relax, and revitalize your soul.

A men's bathhouse open 24/7/365. Clean, well kept w/ friendly staff. Wide demographic - probably the best of 6 or 7 baths in Toronto. Open daily 24 hours. A short distance outside of Church-Wellesley Village but still in the spirit of the village.

A small massage studio offering treatments based on shiatsu techniques. Sessions are conducted in private rooms, providing a towel and comfortable environment.In addition to standard massage services, the studio also offers options such as sauna and body scrub. Availability can be checked online in advance.

Variety of dramatic productions staged by a long-running women-led company in a converted firehall (Berkeley Fire Hall Number 4, built in 1905).

Performing arts theater: stage plays.

Venue for bold gay & lesbian theatrical expression.

Venue at a contemporary dance school offering classic & new choreographed dance shows. Since 1979, the theatre has been housed in the former St Enoch's Presbyterian Church built 1891 in Romanesque Revival style.

Performing arts venue with 2 small theatres for theatre, art & musical performances in many genres.

Large venue with elegant decor hosting concerts, theatre performances & cultural events.