There are always plenty of things for visitors to do and see in Stratford in every season of the year.
Here’s a curated list of things that you can enjoy as you are planning your trip to our enchanted city.
Stratford Winter Film Festival
A bright spot in the quietest weeks of winter: a weekend of comedies, documentaries and international films, paired with cocktails and conversation in downtown Stratford.
Date: Early February (2027 dates to be confirmed – the 2026 festival ran February 6 – 8)
Venue: Stratford City Hall Auditorium and downtown venues
Website: Stratford Winter Film Festival
Walking Time from Henry House: 7 minPaul Anthony Gordon’s Song and Dance Show
A night of classic hits, smooth vocals and show-stopping dance as Paul Anthony Gordon pays tribute to Frank Sinatra, Dean Martin, Bobby Darin and more. Make it a full evening with the dinner package – a perfect pre-Valentine’s night out.
Date: Friday, February 12, 2027 · Doors 5:00 pm, dinner 5:30 pm, show 7:00 pm · $30 show only or $95 with a 3-course dinner (plus fees)
Venue: Grayson Mills, 114 Erie St
Website: Ticketbud
Walking Time from Henry House: 9 minINNERchamber - Gravity with Sarah Slean and Roy Lewis
Singer-songwriter Sarah Slean joins Stratford Festival favourite Roy Lewis for an evening of chamber music and song. INNERchamber concerts include a light dinner and often sell out weeks in advance.
Date: Sunday, February 28, 2027
Venue: Factory163, 163 King Street
Website: INNERchamber
Walking Time from Henry House: About 15 minLive Music at The Starlight
Listen to local talent of all genres, sing your heart out at the monthly karaoke night - there is always something happening at The Starlight.
Date: Live music most weekends and more
Website: The Starlight
Walking Time from Henry House: 8 minLive Music and Comedy at The Bunker
The Bunker is one of Stratford’s favourite downtown cocktail lounges, serving up craft beer, signature cocktails, live music and comedy.
Date: Live music every Saturday night and more
Website: The Bunker
Walking Time from Henry House: 10 min
Next Steps? Book a Stay with Henry House.
We hope you found this information helpful in planning your next stay in our enchanting city of Stratford, Ontario.
If you want to be located within a 6 min stroll of most of the attractions, please consider staying with us at the Henry House.
Imagine a Stay in Stratford
Take two minutes to see Henry House and the Stratford around it – the river, the theatres and the restaurants, all just a short walk from our door.
