A few years ago, my fiancé and I started a new October tradition. We were engaged in October, and to celebrate we planned a cute weekend getaway at a haunted hotel. We visited a haunted pub and enjoyed the small-town charm and fall weather.
We had so much fun that we started thinking about other haunted hotels we could visit—and the tradition was born!
This year, our Haunted Holiday took us to Toronto.
We had tickets to see the iconic heavy metal band Iron Maiden at the Scotia Bank Centre at the end of October, so it made sense to make a weekend trip. I did a bit of research into haunted locations in the city and booked us a room at the Fairmount Royal York. We also made reservations for a romantic dinner at a 157-year-old historic building known today as the Keg Mansion.
The Keg Mansion, Toronto ON ©2024
Fairmont Royal York
The Royal York Hotel was built in 1928-1929, by the Canadian Pacific Railway as part of its coast-to-coast chain of grand hotels. The skyscraper hotel was the tallest in the British Commonwealth at that time and dramatically altered the Toronto skyline.1
Today it’s one of Toronto’s most famous landmarks.
This stately hotel has played host to many celebrities and dignitaries over the years, such as Louis Armstrong, Ella Fitzgerald, and the Royal family.2 With such a storied past, it’s no surprise that it might also hosts a few ghosts.
The most reported haunting is that of a gentleman who wanders the halls on the 8th floor. He is said to be wearing a purple jacket. This ghostly figure is sometimes seen accompanied by the sounds of children running up and down the halls while laughing. Those who have heard the ghostly children have peeked outside their chamber door to see an empty hallway and find silence. Some have peeked out to see the man in the purple jacket.3
My fiancé and I were eager to chat with someone about the supposed hauntings when we checked in. Unfortunately, we didn’t meet anyone who had any stories to share with us, either being recent hires or as one put it, worked only during the day when nothing spooky happens.
The hotel is immense and beautiful, so we took a bit of time to explore our surroundings while making our way up to our room on the 9th floor.
The Fairmont Royal York Hotel, Toronto ON ©2024
After dropping off our things and settling into our new home for the night, we had some free time before our dinner reservation. We had just enough time for a cemetery visit, some window shopping, and a drink or two at a pub.
Mount Pleasant Cemetery
Opened in 1876, Mount Pleasant Cemetery is considered one of Canada’s most historic cemeteries. It was designed by Henry Adolph Engelhardt and is a beautiful example of landscape design, inspired by the European and American garden cemeteries of the 19th century.4
Spanning 83 hectares in the middle of the city, the many winding paths provide picturesque views of the park-like landscape.4 Mount Pleasant features one of the finest tree collections in North America and walking and running trails that span 1 km, 3 km, and 5 km routes.5
Mount Pleasant is the final resting place of many prominent Canadians, including former Prime Minister William Lyon Mackenzie King, Nobel Prize winner Frederick Banting, founder of the Eaton’s department store Timothy Eaton, and renowned pianist Glenn Gould.6
It’s also the final resting place of many members of the prominent Massey Family. The Massey Mausoleum was built in 1891. Designed in the Romanesque style, the family crypt features a tower, a below-grade crypt, and a statue of Hope, one of the seven virtues perched on top of its roof.7 Industrialist and philanthropist Hart Massey rests within the walls of this mausoleum, as well as his wife Eliza Ann Phelps Massey, and some of their children, like Lillian Frances Massey Treble.
I was particularly interested in visiting the final resting place of Lillian, as we would be dining with her ghost later that evening.
The Massey Mausoleum is massive and was easy to spot once I was pointed in the right direction. I will admit I did need to get directions from a groundskeeper as the cemetery is quite large and easy to get lost in. Especially when you are easily distracted by gravestones, like me.
Standing in front of the immense family crypt, I was in awe of the wealth and stature of this family, which I assume is one of the reasons for building such a massive final resting place.
I peeked inside and admired the beautiful stained glass, in the small sepulchre. The shaft of light coming from the stained glass windows in the ceiling lit the inside of the tomb just enough to make out the nameplates marking the shelves within the crypt. It felt like a special privilege to be able to see inside this final resting place of such a prominent Toronto family.
After paying my respects and taking a few more photos, I made my way back to my waiting fiancé. I excitedly showed him my photos as I described everything I saw during my short walk in the cemetery.
The Massey Mausoleum in Mount Pleasant Cemetery, Toronto ON ©2024
After a short rest and an iced pumpkin spice latte, we continued on our walk down Yonge Street stopping in at a shop here and there. We eventually sat down at a nice little pub called The Quail, where we enjoyed a few drinks and chatted with the owner. Now that I think about it, we completely forgot to ask the owner if he had any ghost stories to share.
But not to worry, we would get our fill of ghost stories at supper time!
The Keg Mansion
Our dinner reservation brought us to the Keg Mansion, a former home of the Massey family. Built in 1867, this elaborate mansion housed 26 different rooms and 17 fireplaces.8 The home was purchased in 1882 by Hart Massey, a Cleveland agricultural equipment salesman, and his wife. They would make additions to the ornate mansion by adding a turret, verandah, and a greenhouse.8
After Hart Massey passed away in 1896, at the age of 72, the estate was taken over by his daughter Lillian Massey. She would name the Mansion Euclid Hall, and reside there until her death. After her passing, the house was entrusted to the University of Toronto, serving as the home for many different establishments over the years. In 1975, the building received heritage status, and in 1976 became the home of The Keg Steakhouse + Bar. Today, it’s known as the Keg Mansion.8
The Keg Mansion does not shy away from its ghostly history. When we arrived for our reservations we were quietly seated on the second floor. Of course, we asked right away if our server had had any ghostly encounters to share. She didn’t have any stories of her own to tell, but she kindly offered to bring over the “ghost book”, a collection of reported hauntings by staff and restaurant patrons.
I was happy to peruse the reported hauntings while they brought out our drinks. Some of the stories I was familiar with, like the story of Lillian Massey and her maid. Lillian passed away in the house in 1915, at the age of 61. Lillian was beloved by her staff, and her maid in particular took her death very hard. The story goes that after learning of Lillian’s death, her maid, distraught with grief brought a length of rope with her upstairs to the oval vestibule, where she fashioned a noose and hung herself.9
The vestibule is still a feature in the Mansion today, just outside the washrooms on the second floor. People have reported seeing Lillian’s spirit as well as the spirit of her maid, in various rooms throughout the house. The washrooms, in particular the women’s washroom, are thought to be one of the most haunted areas in the Mansion. Patrons have reported feeling cold spots, and even capturing ghostly images in photographs taken in a mirror above the fireplace in that washroom.
The stories I found most fascinating though were the sightings of the ghost of a young boy.
Throughout our meal, my fiancé and I couldn’t help eavesdropping on the conversations happening around us. The ghostly phenomenon happening at the Mansion is well known, and we were not the only ones asking questions about ghosts.
One server stopped by our table and told us a story about a mother and son who had come to the Mansion for supper. The little boy went to the bathroom, and on his return told his mother that there had been another little boy in the bathroom, all alone. Worried, the mother told her server who in turn told a manager. The manager went to the bathroom right away to see if the little boy needed help, but there was no one there.
We would learn later in the evening that there had been a young Massey boy, who also died in the house, who was around 10 years old. His playful ghost is also often reported.
Geoff, the Bar Manager stopped by our table after our meal and told us about his encounter with the child ghost. He had been walking with a tray of drinks past the front door area, where the large staircase is when he overheard a little girl telling her mother she wanted to play with the trains. The mother, confused, asked her daughter what she meant. In response, the little girl pointed to the empty staircase and said she wanted to play trains with the little boy. She was quite emphatic saying that he was playing with the trains and that she wanted to play too.
Except there was no one on the stairs, no little boy, and no toy trains!
The Keg Mansion, Toronto ON ©2024
Geoff assured us that even though the ghosts were very active, no one had experienced anything malicious. My fiancé and I hoped we would have an encounter of our own, but alas we didn’t experience anything. We both made it a point to visit the washrooms, and I did take a few selfies in the bathroom mirror, but I didn’t capture anything.
What we did have was a lovely evening of good wine, good food, and ghost stories.
After dinner we made our way back to the hotel to freshen up, then it was off to the Scotia Bank Centre for an evening of heavy metal. Iron Maiden put on an excellent show!
After a couple of hours of rocking out, we walked back to our hotel, stopping on the 8th floor to take a look around. It was quiet on that floor, so we returned to our own room for the night.
Although we didn’t get to experience any hauntings ourselves, we both agreed that it was a great weekend. You can’t go wrong with romance, ghost stories, and heavy metal. It was definitely a haunted holiday for the books.
Thanks for reading!
References:
- Plaque | Ontario Heritage Foundation
- Plaque | Heritage Toronto
- Fairmont Royal York | Tumblr
- Mount Pleasant Cemetery National Historic Site of Canada | Government of Canada
- Mount Pleasant Cemetery | Mount Pleasant Group
- Mount Pleasant Cemetery | Find a Grave
- Massey Mausoleum, in Mount Pleasant Cemetery | ERA
- Haunted Places Series: Keg Mansion | National Property Inspections
- Keg Mansion in Toronto: The Legend and Ghost of Lillian’s Maid | Ghost Walks
Cemetery Photography by Chantal Larochelle 