Entertainment venues and trip ideas


Immerse yourself in a world of entertainment with our curated list of local venues and trip ideas. From vibrant theatres to scenic getaways, indulge in an array of experiences that promise excitement and unforgettable moments.


Looking for ways to gather in Grey County? Check out the list of events below, and visit our website for more information and other great activities. We also have some helpful resources like itinerary and trip ideas to help inspire your getaway. Don't miss these recent blogs and itinerary ideas:

 

Gather in Grey

In partnership with Chef & Artist Roger Mooking as our first Culinary Ambassador, we invite you to Gather in Grey. Explore the flavours, stories and experiences that make Grey County a premier four-season destination. Watch our new video series to immerse yourself in the rich tapestry of food stories and passionate storytellers that call Grey County home.  

 
Grease

Grease

July 3rd

Tribute To Grease and the Music of the 50's and 60's is an all-Canadian professional production complete with amazing multi-media video.

A pizza being cut into slices with a pizza rocker

Pizza Making 101: A Practical Workshop for Homemade Pizza

July 4th

Join us at Red Hen Artisanale for an exciting in-person workshop where you'll learn the art of making delicious homemade pizza!

Paint Night poster - Friday July 4th at 7pm

Paint Night

July 4th

Come join us for a fun and creative evening at Thornbury Craft Co & Blue Mountain Brewing Co! Let your inner artist shine as you follow along with Renee's step-by-step instructions to create your own masterpiece.

The Arrogant Worms

The Arrogant Worms

July 4th

The Arrogant Worms have spent over three decades making fun of a big dumb world. Their songs have been played on the radio, the internet, and in outer space (on the space shuttle Endeavour). 

Painting of flower

EXHIBIT OPENING: Our Bundle, Our Medicine

July 5th

Hailing from Saugeen Ojibway Nation 29, Robert J Henry brings his latest exhibition, Our Bundle, Our Medicine, to The Gallery at L.E. Shore. 

TD Harbour Nights - The Mackenzie Blues Band

TD Harbour Nights - The Mackenzie Blues Band

July 6th

The MacKenzie Blues Band brings a fresh, hard-hitting take on modern blues rock, steeped in the soulful swagger of the ’70s. This is a night not to be missed! Rain or shine event, it will move to the Harmony Centre in the case of  inclement weather.

Drag Queen sipping a drink

Drag Bingo

July 8th

Drag Bingo is becoming an annual affair at Thornbury Craft Co! In collaboration with The Rainbow Club's Collingwood Pride, join us to celebrate!

A presenter speaks to a small group of seated people.

Bread and Butter Pickle Workshops

July 8th - 9th

Join Adriene Mackenzie, of Adriene's Canning & Jamming for fun and instructive Bread and Butter Pickle Workshops! These hands-on workshops cover all the steps to successfully prepare your own 500 ml jar of bread and butter pickles.

Youth Musician Night

Midweek Music - Youth Musicians at The Billy Bishop Museum

July 9th

Cousins “Kenzy & Olivia” are talented singer/songwriters, both born and raised on the Bruce Peninsula. For the summer line up - owensound.ca/midweekmusic

Blue Mountain Village Country Fest

Blue Mountain Village Country Fest

July 11th - 13th

Kick up your boots and turn up the twang—Country Fest is back for a full weekend of live music, line dancing, and mountain-side fun! Celebrate the spirit of country with performances all weekend long.

Dueling Pianos

Dueling Pianos

July 11th - 12th

With year-round touring performances from Vancouver to Beijing, New York to Las Vegas, and Edmonton to Orlando, The Dueling Pianos Show delivers a truly one-of-a-kind live entertainment experience around the globe.

Clark's Drag Show Poster - Saturday July 12 from 12-2pm

Clark's Drag Show

July 12th

Join us for our 4th annual family friendly Drag Show! Free to attend, seating is first come first served. Our performers will entertain both in the Taproom and on the Patio.

TD Harbour NIghts - Maggie's Wake

TD Harbour NIghts - Maggie's Wake

July 13th

Maggie’s Wake is a Canadian, female-fronted roots band that delivers unforgettable performances while creating a sound that is at once, both classic and modern. 

Rob Elder

Midweek Music - Rob Elder at The Westside Boat Launch

July 16th

Rob Elder is an independent singer-songwriter based in Owen Sound who could be described as a “re-emerging” artist. In a previous life he was an award winning young musician who self-released two albums.

A photo of the inside of a buffet coach train car.

Tea on the Train

July 17th

Tea on the Train is back at the Community Waterfront Heritage Centre! Join us aboard our historic Coach 4884. Each event will feature, tea, baked goods provided by the Reach Centre, and a a talk on a historic subject.

A pizza being cut into slices with a pizza rocker

Pizza Making 101: A Practical Workshop for Homemade Pizza

July 18th

Pizza Making 101: A Hands-On Practical Workshop for Homemade Pizza. Join us at Red Hen Artisanale for an exciting in-person workshop where you'll learn the art of making delicious homemade pizza.

4th Canadian Division Training Center Open House

4th Canadian Division Training Center Open House

July 19th

4th Canadian Division Training Center is hosting an Open House. There will be military demos, interactive displays, guided tours, kiddie commando course and much more!

The Last Waltz

The Last Waltz

July 19th

Lance Anderson’s critically acclaimed performance of ‘The Last Waltz - a Musical Celebration of The BAND - Live’ celebrates the 49th Anniversary of the historic concert in 2025.



On-Going Events:
A drone photo looking south towards Owen Sound's Harbour. Two freighters are in the port.

Heritage Harbour Walks

July 3rd

Join us on Thursdays and Saturdays on Owen Sound's waterfront for Heritage Harbour Walks! Enjoy a guided walk along the harbour led by the Community Waterfront Heritage Centre's curator Zack McLean

Car show and live music

Crawford Cruise Night

Every Wednesday until September 24th

Bring out your vintage vehicles to the Crawford Cruise Night every Wednesday until Sept 24th. 5-8pm. Live music every week! No admission fees we just ask you support us buy getting a meal and a drink from our Bistro.

The tour begins at the Beautiful Joe statue ..... and be sure to give him a pat for good luck!

Sunny Sunday Tours of Beautiful Joe Park

Sundays until August 24th

Join an expert from the Beautiful Joe Heritage Society for a guided walking tour of this unique park in downtown Meaford. Tours take approx. 30 minutes.

Market & Motor Nights

Market & Motor Nights

First Monday of The Month

We are excited to partner with the Township of Georgian Bluffs to bring you the all-new Market and Motor Nights at Cobble Beach. Join us for an unforgettable evening featuring a classic car cruise and a vibrant community vendor market.

The Owen Sound City Band DIRECTED BY JULIA RICHARDS - PRESENTS FREE SUMMER 2025 MONDAY CONCERTS in BEAUTIFUL HARRISON PARK Show tunes, Marches, Popular, Traditional, Swing, International, Contemporary, Dance Styles... Lawnchairs recommended. New Players Welcome! Harrison Park Inn Restaurant is open 9am to 9pm every day in July and August Serving the Scenic City Since 1920 Music for More than a Century!

Summer Monday Concerts in Harrison Park

Mondays until August 25th

FREE Summer Monday Concerts in Harrison Park, by the Owen Sound City Band - Serving the Scenic City Since 1920. Bring a lawn chair and enjoy music in the park.

Fondue Friday's at The Milk Maid

Fondue Fridays at The Milk Maid

Every Friday

Join us for Fondue Fridays at The Milk Maid! Enjoy a delicious mix of our favourite alpine cheeses, perfectly melted and served with an assortment of fresh bread, roasted vegetables, and savoury meats.

REACH Roast Cafe Photo

REACH Roast Cafe

Select dates until August 12th

Fresh baked treats, smoothies and smiles…what more could you ask for? The REACH Roast cafe is back for another year of deliciousness! Visit the REACH Centre once a week on rotating days throughout the summer.

 
For more great events happening in Grey County, check out VisitGrey.ca!