48 Hours in Kingston: The Ultimate Guide to the Limestone City

Kingston City Hall and Downtown Kingston lit up at night ©DESTINATION ONTARIO, J.-F. Bergeron/ENVIRO FOTO

Situated where Lake Ontario meets the St. Lawrence River, Kingston is a city defined by its waterfront and its history. Its strategic location made it one of the most important military and trade sites in early Canada, a natural stronghold that controlled access to the Great Lakes and the Atlantic. This significance led to the construction of major fortifications and briefly to Kingston’s role as Canada’s first capital.

Today, Kingston’s historic limestone architecture, lakeside setting, and active cultural life make it one of Ontario’s most distinctive small cities. It also serves as the entry point to the Thousand Islands, a remarkable group of islands stretching east along the St. Lawrence River.

Below are some of Kingston’s most notable attractions, each offering insight into the city’s history, architecture, and surrounding waterways.

How Long Should I Stay?

Kingston is a city built for wandering, where every street and shoreline has a story to tell. On his recent family holiday in Canada, Jeremy Timms, Frontier Canada’s Managing Director, found Kingston is best enjoyed at a relaxed pace,

“We joined a twilight Haunted Walk, toured the historic Fort Henry with its lively re-enactments, and stepped aboard the S.S. Keewatin. With attractions like the Kingston Penitentiary and Murney Tower close by, we agreed that three nights here is perfect, as that gives you two full days to explore without rushing.”

Jeremy visited Kingston with his family as part of a longer tailor-made holiday encompassing Nova Scotia and Ontario ©Jeremy Timms

“Kingston quickly became one of our favourite stops. We loved the vibrant waterfront, handsome architecture, and lively downtown filled with independent shops and cafés.”

Kingston Waterfront & Downtown Heritage District

Kingston’s waterfront is the heart of the city. The area is lined with 19th-century limestone buildings, small green spaces, and the domed City Hall overlooking the marina. The surrounding downtown streets feature independent bookshops, boutiques, cafés, and galleries, making the area easy to explore on foot.

Confederation Basin Marina in downtown Kingston ​©DESTINATION ONTARIO, J.-F. Bergeron/ENVIRO FOTO

Visitors can also enjoy water-based activities such as boating and kayaking or stay on dry land, and cycle along the Waterfront Trail, which runs from downtown Kingston to Lake Ontario Park.

Murney Tower National Historic Site

Murney Tower, a historic landmark overlooking the serene waters of Lake Ontario ©DESTINATION ONTARIO, The City of Kingston/Adam Correia

Completed in 1846, Murney Tower is one of Kingston’s four remaining Martello towers, built to protect the harbour from potential attack. The tower is part of the UNESCO World Heritage-listed Rideau Canal and Kingston Fortifications.

Today, it operates as a museum displaying 19th-century military artefacts, including uniforms, weapons, and equipment. From the upper level, visitors can view the harbour and trace the defensive line that once safeguarded the entrance to the Great Lakes.

Fort Henry National Historic Site

Standing on a hill overlooking the city, Fort Henry is Kingston’s most prominent reminder of its military past. Originally built during the War of 1812 and later expanded, the fort is part of a UNESCO World Heritage Site. Guided tours, re-enactments, and summer events show what daily life was like for soldiers stationed here.

The Sunset Ceremony at Fort Henry, which includes the Fort Henry Guard, cannon fire, and artillery demonstrations

The fort’s elevated position provides impressive views across Lake Ontario and the St. Lawrence River. In July and August, visitors can attend the weekly Sunset Ceremonies, where the Fort Henry Guard performs with precision and in period uniforms, bringing to life the atmosphere of 19th-century military Canada.

The Thousand Islands

Kingston is the starting point for exploring the Thousand Islands, a collection of more than 1,800 islands scattered along the St. Lawrence River. Boat cruises depart regularly from Kingston’s waterfront, passing historic lighthouses, summer homes, and wooded islands. The area is known for its scenic beauty, maritime history, and water based activities such as kayaking, diving, and fishing.

Fall aerial view of 1000 Islands, Ontario, Bridge ©DESTINATION ONTARIO, BEN FLOCK

Alternatively, take the ferry to Wolfe Island, the largest of the group. Here, the country roads are ideal for cycling, the landscape featuring open fields with wind turbines, and picturesque beaches that look across Lake Ontario. From here, Cathcart Tower on Cedar Island can also be seen. Built in the mid-19th century as part of Kingston’s harbour defences, the stone tower remains a striking feature of the shoreline.

Kingston Penitentiary

A visit to the Kingston Penitentiary provides a rare opportunity to explore one of Canada’s most well-known prisons. Tours are led by former staff members who share first-hand accounts of life inside the walls. The penitentiary operated for more than 150 years and held some of the country’s most notorious criminals.

The main staircase at the Kingston Penitentiary ©DESTINATION ONTARIO

One of the most notable ​i​nmates is bank robber Ty Conn, who became the only prisoner in the last half century to escape from the correctional facility, which was known as one of Canada’s most secure jails.

The Twilight Haunted Walk

The Twilight Haunted Walk is one of Kingston’s most popular evening activities. The tour departs from the old courthouse near Springer Market Square and is led by guides dressed in black, each one carrying a suitably spooky lantern. Participants follow them through Kingston’s historic downtown while hearing stories about local legends, unexplained sightings, and the city’s most famous hauntings.

Many of these tales are featured in The Ghosts of Kingston: From the Files of the Haunted Walk, which includes accounts of the ghost said to haunt Kingston Penitentiary, the spirit of a soldier at Fort Henry, and the tragedy of Deadman’s Bay.

S.S. Keewatin

The S.S. Keewatin offers a rare look into early 20th-century passenger travel on the Great Lakes. Built in 1907, this Edwardian steamship is even older than the Titanic. Operated by the Canadian Pacific Railway, she once carried passengers and freight between Port Arthur (now Thunder Bay) and Port McNicoll on Georgian Bay.

A commemorative photograph highlighting SS Keewatin and the liner’s return journey to what was its homeport ©DESTINATION ONTARIO, Windsor Aerial Drone Photography

The ship has been carefully restored and now serves as a museum. Visitors can explore original staterooms, the dining saloon, and the engine room, all preserved to show what travel was like during the golden age of lake steamships. Informative displays tell the story of her voyages and the people who worked aboard the vessel.

Artists & Galleries

Kingston’s artistic community reflects the city’s long history and its connection to the region. The Agnes Etherington Art Centre at Queen’s University houses more than 17,000 works, including pieces by Canadian and Indigenous artists, as well as European paintings. Current renovations are set to make the centre, the largest university museum in Canada.

Discover local and international artists at the vibrant galleries of Kingston ©DESTINATION ONTARIO

Throughout the downtown area, smaller independent galleries and studios showcase local artists, adding to the city’s reputation as a centre for arts and culture in Eastern Ontario.

Theatre and Music

Kingston has a strong performing arts scene supported by several well-known venues. The Grand Theatre hosts a full calendar of drama, dance, and orchestral performances, while the Baby Grand and the Isabel Bader Centre for the Performing Arts offer smaller stages for local and touring artists.

Experience the magic of live performances at Kingston’s Grand Theatre, a beloved community landmark ©Kingston Grand Theatre

During the summer months, live music and theatre events often move outdoors to public squares and along the waterfront, giving visitors a chance to experience the city’s creative atmosphere.

Gourmet food & Local Markets

Kingston’s food scene combines history with regional flavour. Many restaurants in the downtown area use local produce and lake-caught fish, often pairing dishes with Ontario wines or craft beers from nearby breweries.

The Pan Chancho Bakery & Café is a highly recommended lunch spot in Kingston ©DESTINATION ONTARIO

A well-known local favourite is Pan Chancho Bakery & Café. Known for its artisan breads, pastries, and locally inspired gourmet dishes, its adjoining café offers breakfast and lunch. The patio is perfect for dining on a summer’s day, with the downtown eaterie also revealing their culinary secrets in a cookbook that is available for sale in store.

The Kingston Public Market, located in Market Square, is the oldest continuously operating public market in Ontario. It features local fruits and vegetables, baked goods, flowers, crafts, and other regional products. Seasonal festivals celebrate the area’s food culture, including events dedicated to cheese, beer, and local specialities.

Kingston’s Waterfront Parks

Kingston’s shoreline includes several parks that provide access to the lake and open views of the islands. Breakwater Park and Lake Ontario Park both offer walking trails, swimming areas, and picnic spaces.

Discover Lake Ontario Park, where lush landscapes meet the sparkling waters of Lake Ontario ©By P199 – Own work, CC BY-SA 4.0

The city’s waterfront also attracts a variety of birdlife, especially during spring and fall migrations. Along the shore and around the nearby wetlands, visitors commonly spot species such as herons, ducks, gulls, and terns. In Lemoine Point Conservation Area, located a short drive west of downtown, you should watch out for deer, foxes, and a wide range of songbirds.

There are countless ways to enjoy the outdoors in Kingston, from kayaking and paddleboarding to sailing and fishing on the waters of Lake Ontario and the St. Lawrence River.

The Spirit of Kingston

​Kingston may not be a large city, but it delivers an experience that’s both rich and accessible. Its walkable downtown, historic architecture, and scenic waterfront create a setting where the past and present flow into each other.

Capturing memories in front of the iconic Kingston sign, a popular spot for visitors ©Jeremy Timms

Jeremy Timms reflects on his past visit, “Kingston’s appeal lies in its balance of history, culture, and waterfront charm. It’s small enough to explore comfortably yet full of experiences that reflect Canada’s story. From its preserved limestone buildings to its lively food and arts scene, the city continues to evolve while ​s​till connect​ing you to its heritage.”

Ready to explore Canada? Let us create an experience that feels personal to you. Connect with our dedicated team of Canada specialists on 020 8776 8709 or email Frontier Canada at canada@frontier-travel.co.uk and start planning your tailor-made holiday with the experts. ATOL PROTECTED No. 5405 ABTA W3207.