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25 things to do in downtown Kingston this fall

By Visit Kingston

Updated

Kingston in the fall boasts beautiful colours and a variety of activities that range from cozy movie nights and crafts to haunted tours and plenty of live music and performances. Explore downtown Kingston and view our list of things to do to make the most of the fall season this year. 

1. Kingston Witches Walk

  • Family-friendly event.
  • Walk, dress up, dance, and support local charities.
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    Kingston Witches Walk

    McBurney Park/Skeleton Park
    October 9–10

2. Kingston 1000 Islands Cruises 

  • Mutiple types of cruises available
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    Kingston 1000 Islands Cruises

    Crawford Wharf
    Daily

3. Art Classes at Art Noise 

  • Art Classes
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    Art classes at Art Noise

    Art Noise
    Multiple dates

4. The Screening Room - Rocky Horror Picture Show

  • Screenings with live drag artists on October 20, 21 & 23
  • Queer costume contest on Sunday, October 22 at 7 PM
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    The Screening Room - Rocky Horror Picture Show

    The Screening Room
    October 20–31

5. Music From Miles Around, Sponsored by Empire Life

  • Free exhibition about Kingston's music history with items from The Tragically Hip.
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    Music From Miles Around, Sponsored by Empire Life

    Kingston City Hall
    Daily

6. Jimmy Carr: Laughs Funny

  • Comedy show.
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    Jimmy Carr: Laughs Funny

    Slush Puppie Place
    October 24, 2026
    Show: 8:00 PM

7. Santa Parade and Tree Lighting

  • Family-friendly nighttime parade and tree lighting downtown.
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    Santa Parade and Tree Lighting

    Princess St. & Springer Market Square
    November 21, 5:00 PM - 9:00 PM

8. Kingston Frontenacs Home Games

  • Cheer on the Frontenacs at their home games.
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    Kingston Frontenacs Home Games

    Slush Puppie Place, 1 The Tragically Hip Way, Kingston
    Oct. 2–Nov. 27

9. It's a Good Life If You Don't Weaken

  • A new musical with songs by The Tragically Hip.
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    It's a Good Life If You Don't Weaken

    Kingston Grand Theatre
    22 Oct 2026 – 8 Nov 2026

10. Play Me Kingston

  • Play the artist-decorated public pianos around downtown.
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    Play Me Kingston

    Downtown Kingston
    Until November 1

11. The Stampeders...One More Time

  • Live rock music.
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    The Stampeders...One More Time

    Kingston Grand Theatre
    16 Oct 2026

12. Kingston Frontenacs Barrack's Birthday Party

  • Frontenacs home game with a birthday celebration.
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    Kingston Frontenacs Barrack’s Birthday Party

    Slush Puppie Place, 1 The Tragically Hip Way, Kingston
    November 8, 2:05 PM

13. Live Music at Musiikki Café 

  • Art exhibition inspired by The Tragically Hip.
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    Live Music at Musiikki Café

    Musiikki Café
    Every night

14. Kingston Food Tours

  • Classic tours and tapas tours available.
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    Kingston Food Tours

    Visitor Information Centre
    Daily

15. Haunted Walks of Kingston

  • Multiple tours available.
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    Haunted Walks of Kingston

    Multiple Locations
    Daily

16. Ghost and Mystery Trolley

  • Travel around Kingston and listen to stories of ghosts, death and mystery.
  • 90-minute trolley ride.
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    Ghost and Mystery Trolley

    Visitor Information Centre
    Daily until November 1st

17. Escape Rooms

  • Indoor and outdoor adventures available.
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    Escape Rooms

    Impropable Escapes
    Daily

18. She Carries the Song

  • Live performance.
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    She Carries the Song

    Kingston Grand Theatre
    October 15, 7:30 pm

19. Hyprov featuring Colin Mochrie and Asad Mecci

  • Improv comedy meets hypnosis.
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    Escape rooms

    Kingston Grand Theatre
    November 10, 7:30 PM

20. Matthew Good and His Band Featuring Kevin Fox and His String Quartet

  • Live rock concert with a string quartet.
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    Matthew Good and His Band Featuring Kevin Fox and His String Quartet

    Kingston Grand Theatre
    November 12, 7:30 PM

21. Sophie's Surprise 29th

  • Live circus and comedy show.
  • Mature content advisory, 16+ age recommendation.
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    Sophie’s Surprise 29th

    Kingston Grand Theatre
    November 13, 7:30 PM

22. Street Meat's Big Shiny 40th Birthday

  • Birthday celebration night.
  • 19+ drag show.
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    Street Meat's Big Shiny 40th Birthday

    Something in the Water
    October 9

23. Sewing Classes at Wild Bobbin

  • Hands-on sewing classes.
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    Sewing Classes at Wild Bobbin

    Wild Bobbin
    Multiple dates

24. Tonekats

  • Live music.
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    Tonekats

    The Merchant Taphouse
    October 16, 10:30 PM

25. Jelly Train

  • Live music.
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    Jelly Train

    The Toucan
    October 10, 10:30 PM

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