Choir! Choir! Choir! Presents: An EPIC 80s Sing-Along
2026-08-08 19:30 - 21:00 (America/Toronto) | Muskoka Chautauqua: Theatre in the Woods, 1039 Golf Avenue, Windermere, ON, P0B 1P0, Canada
Get ready to sing your heart out with Choir! Choir! Choir! during the Muskoka Chautauqua Summer Festival.
This fully interactive live music experience turns the audience into the performers, with no singing experience needed. Directors Daveed Goldman and Nobu Adilman will lead the crowd through some of the biggest pop hits of the 1980s, from Prince and Madonna to Bon Jovi, Whitney Houston, Journey and more.
Bring your friends, warm up your voice, and get ready for a fun, feel-good night of music, laughter and community in Windermere.
A barbecue is included in the ticket price.

Tom Petty & The Cars Tribute
2026-08-08 19:30 - 21:00 | Gravenhurst Opera House, 295 Muskoka Rd S, Gravenhurst, Ontario, P1P 1J1
Enjoy two tribute shows in one night with We Ain’t Petty, a tribute to Tom Petty and the Heartbreakers, and Let’s Go!, a tribute to The Cars.
This high-energy concert features international tribute artist Barry Davis and a skilled band bringing the vocals, guitar riffs, synth melodies and unforgettable hits of both legendary acts to the stage.
Sing along to Tom Petty favourites like Free Fallin’, Refugee, The Waiting and I Won’t Back Down, plus The Cars classics including Just What I Needed, My Best Friend’s Girl, Drive and Good Times Roll.
Doors open at 7pm and the show begins at 7:30pm.

Kim Mitchell Concert at The Kee to Bala
2026-08-08 20:00 - 23:00 | The Kee to Bala

Elliott Brood at Duke's Live Music
2026-08-08 20:00 - 23:00 | Duke Boats Limited, 2 James Bartleman Way, Port Carling, ON, P0B1J0, Canada
Enjoy an intimate night of live music with Elliott BROOD at Duke’s Live Music in Port Carling.
Known for their spirited sound, rich storytelling and roots-inspired energy, Elliott BROOD brings a memorable concert experience to Duke’s historic second-storey wooden boat shop.
With limited seating, great acoustics and a relaxed Muskoka atmosphere, this is a special chance to see a celebrated Canadian act up close.

Clay Whistle & Clay Rattle Workshop with Audrey Mah
2026-08-09 10:00 - 15:00 | Gallery in the Woods, 1039 Golf Avenue Road, Windermere, ON, P0B 1P0, Canada
Get creative outdoors during the Muskoka Chautauqua Summer Festival with artist Audrey Mah.
In this hands-on clay workshop, participants will create a clay turtle whistle in the morning and a clay turtle rattle in the afternoon. Inspired by nature and the significance of the turtle as a symbol of life, balance and connection to the land, this workshop invites participants to explore texture, form and sound while enjoying the creative process.
The workshop takes place on Sunday, August 9 from 10am to 3pm, with a one-hour break from 12pm to 1pm to explore Windermere Village.
Come ready to get your hands a little messy!

Jeremiah Hill at Sip n’ Sounds
2026-08-09 14:00 - 16:00 | Muskoka Lakes Farm and Winery, 1074 Cranberry Rd, Bala, Ontario, P0C 1A0, Canada
Enjoy an afternoon of live music with Jeremiah Hill at Sip n’ Sounds on August 9 at 2pm.
A folk-rock singer-songwriter from Ontario, Jeremiah brings a mellow, soulful style to a wide-ranging mix of music, from oldies and 90s alternative to modern folk-rock and a touch of country.
With a spirit of adventure and discovery woven into his sound, Jeremiah is sure to bring a memorable performance to Sip n’ Sounds.

Caroline Marie Brooks at Muskoka Chautauqua
2026-08-09 19:30 - 21:00 | Muskoka Chautauqua: Theatre in the Woods, 1039 Golf Avenue, Windermere, ON, P0B 1P0, Canada
Enjoy a special evening of folk-pop music with Juno-winning artist Caroline Marie Brooks during the Muskoka Chautauqua Summer Festival.
Best known as one-third of the award-winning trio Good Lovelies, Caroline’s songs celebrate everyday life, nature, motherhood, connection and the beauty found in ordinary moments.
For this performance, she will be joined by longtime friends and collaborators Dean Drouillard on guitar and bass, and Robbie Grunwald on keys.
Doors open at 7pm.

Laser Tag at the Bala Branch
2026-08-10 14:00 - 16:00 | Muskoka Lakes Public Library Bala, Bala Community Centre, Bala
Get ready for laser tag at the Bala branch on Monday, August 10.
Players ages 8 and up can sign up individually or with a group of up to eight people, then battle it out in the Community Centre space during their designated timeslot.
Registration is required. To register, call 705-765-5650 or email info@mlpl.ca.
Children ages 9 and under must have a parent or guardian, including an older sibling, remain in the library for the full program.

Toronto All-Star Big Band at Muskoka Chautauqua
2026-08-10 19:30 - 21:00 | Muskoka Chautauqua: Theatre in the Woods, 1039 Golf Avenue, Windermere, ON, P0B 1P0, Canada
Enjoy the big band sound under the stars with the Toronto All-Star Big Band during the Muskoka Chautauqua Summer Festival.
This exciting young band brings the spirit, style and sound of the 1930s, 40s and 50s to life, celebrating the golden age of big band music with vibrant energy, choreography and nostalgia.
Don’t miss this lively evening of music in the Theatre in the Woods in Windermere.

Graffiti Embroidery with Barbara Klunder
2026-08-11 10:00 - 15:00 | Gallery in the Woods, 1039 Golf Avenue Road, Windermere, ON, P0B 1P0, Canada
Transform stitching into bold wearable art during this hands-on workshop with acclaimed artist Barbara Klunder at the Muskoka Chautauqua Summer Festival.
Participants will explore Barbara’s expressive approach to embroidery, known as “graffiti embroidery,” while learning about the history of the craft and hearing stories from her diverse artistic career in design, costume, posters and textiles.
Guests are encouraged to bring a garment and a few simple sewing supplies to embroider directly onto their own clothing.
This workshop is welcoming for both beginners and experienced makers, and offers a fun chance to create something truly one of a kind.

Forever Plaid at Gravenhurst Opera House
2026-08-11 14:30 - 17:00 | Gravenhurst Opera House, 295 Muskoka Rd S, Gravenhurst, Ontario, P1P 1J1
Enjoy the nostalgic charm of Forever Plaid at Gravenhurst Opera House from August 11 to 19.
This hilarious and heartwarming musical revue is filled with classic barbershop quartet harmonies, pitch-perfect melodies and beloved hits from the 1950s. The story follows four earnest young men who dream of becoming a popular quartet and are given one chance to return and perform the show they never got to deliver.
Presented by Gravenhurst Opera House and produced by Theatre by the Bay, Forever Plaid is a fun, feel-good show full of music, humour and heart.

Jimmy Buffett & Eagles Concert Cruise
2026-08-11 17:30 - 22:00 | Muskoka Steamships, 185 Cherokee Lane Gravenhurst, Ontario P1P 1Z9 Canada
Set sail with Peter’s Players for an unforgettable concert cruise on Lake Muskoka on Tuesday, August 11.
Brian Neale & Northern Harbour return with the sounds of Jimmy Buffett, joined by New Kid in Town with the music of the Eagles. The last time Peter’s Players presented this show, it sold out two back-to-back cruises, so music fans will want to book early.
Enjoy island favourites, classic hits, a Muskoka sunset and plenty of reasons to dance aboard the Wenonah II.
The four-hour cruise departs Gravenhurst Wharf at 6pm and includes a buffet dinner. A cash bar will also be available.

Maggie’s Wake at Muskoka Chautauqua
2026-08-11 19:30 - 21:00 | Muskoka Chautauqua: Theatre in the Woods, 1039 Golf Avenue, Windermere, ON, P0B 1P0, Canada
Experience the award-winning roots sound of Maggie’s Wake during the Muskoka Chautauqua Summer Festival.
This high-energy Canadian folk roots band blends Celtic-inspired fiddle, tin whistle and flute with jazz, Americana and classic country influences. Fronted by award-winning musicians Tara Dunphy and Lindsay Schindler, Maggie’s Wake brings rich harmonies, heartfelt storytelling and irresistible rhythms to the stage.
Winners of the 2025 Canadian Folk Music Award for Best New/Emerging Artist, the band will perform new material from their upcoming album, Lifelines.

Bala Plein Air @ Windermere House
2026-08-12 09:00 - 12:00 | Windermere House, 2508 Windermere Rd, Windermere, Ontario, P0B 1P0, Canada
Join Bala Plein Air at Windermere House Resort on Wednesday, August 12 from 9am to 12pm for a morning of painting overlooking beautiful Lake Rosseau. 🎨
This session will also welcome members of the visiting Niagara Plein Air Artists group. Sessions are free and open to all skill levels. Visit balapleinair.ca for more details.

Summer Lecture Series: Mayor Peter Kelley
2026-08-12 16:30 - 18:00 | Muskoka Lakes Museum
Join the Muskoka Lakes Museum on Wednesday, August 12 for Mayor Peter Kelley’s presentation, Off the Wall.
This special Summer Lecture Series event shares the stories behind a personal collection more than 30 years in the making, celebrating vintage boats, art and Muskoka history. From paintings and plans to handcrafted models, the collection reflects Mayor Kelley’s passion for Muskoka’s boating heritage and the beauty of classic vessels.
Admission is $10 general or $8 for museum members.

Live Storytelling at Brooklands Farm
2026-08-12 18:30 - 20:30 | Brooklands Farm, 375 Butter & Egg Rd, Bracebridge, ON, P1L 0J9, Canada
Spend a summer evening sharing stories and connecting with the community at Brooklands Farm on Wednesday, August 12 from 6:30pm to 8:30pm.
Presented by MSM Connect, this intimate evening will feature live readings from local voices, acoustic music, time to mingle and complimentary snacks. Wine and beer will also be available at the bar.
Tickets are $25 per person. Come enjoy the beautiful barn setting and experience the timeless art of storytelling. 📖🎶✨

En Plein Air Painting with Greg & Sue Hindle
2026-08-13 10:00 - 15:00 | Gallery in the Woods, 1039 Golf Avenue Road, Windermere, ON, P0B 1P0, Canada
Capture the natural beauty of Muskoka during this outdoor painting workshop with Greg and Sue Hindle at the Muskoka Chautauqua Summer Festival.
Participants will explore the art of en plein air painting, learning techniques to bring the surrounding landscape to life on canvas. With personalized instruction and demonstrations, this workshop is welcoming for both beginners and experienced artists.
Acrylic painting supplies are provided, though participants are welcome to bring their own materials in any medium.
The workshop runs from 10am to 3pm, with a one-hour break from 12pm to 1pm to explore Windermere Village.

Muskoka Lakes Volunteer Appreciation Event
2026-08-13 17:00 - 20:30 | Milford Bay Community Centre, Milford Bay, Ontario, Canada
The Township of Muskoka Lakes invites all local volunteers to the Muskoka Lakes Volunteer Appreciation Event on Thursday, August 13 from 5:00 to 8:30 p.m. at the Milford Bay Community Centre.
This special evening is a chance to recognize and celebrate the people who give their time, energy and care to our community. If you volunteer in any way, this event is for you.
Please RSVP to help organizers plan for food, drinks and activities. Those who RSVP and attend will also be entered into the grand prize giveaway. No purchase necessary.

Muskoka Philharmonic Orchestra at Muskoka Chautauqua
2026-08-13 19:30 - 21:00 | Muskoka Chautauqua: Theatre in the Woods, 1039 Golf Avenue, Windermere, ON, P0B 1P0, Canada
Experience the magic of the Muskoka Philharmonic Orchestra during the Muskoka Chautauqua Summer Festival.
Founded in 2022, the Muskoka Philharmonic Orchestra brings together local musicians to share orchestral music with audiences across Muskoka. For this special outdoor performance in Windermere, the program has been curated with summer in mind.
Guests can enjoy a beautiful mix of classical and modern favourites, including selections from Bizet, Strauss, Mendelssohn, Florence Price, Chaminade and Márquez.
Enjoy an enchanting evening of live orchestral music in the Theatre in the Woods.

Basset at Duke's Live Music
2026-08-13 20:00 - 23:00 | Duke Boats Limited, 2 James Bartleman Way, Port Carling, ON, P0B1J0, Canada
Enjoy an intimate night of live music with Basset at Duke’s Live Music in Port Carling.
Known for their warm harmonies, thoughtful songwriting and folk-inspired sound, Basset brings a beautiful listening-room experience to Duke’s historic second-storey wooden boat shop.
With limited seating, great acoustics and a relaxed Muskoka atmosphere, this is a special summer concert for music lovers.

Botanical Relief Casting with Sharon Wagner-Chazalon
2026-08-14 10:00 - 15:00 | Gallery in the Woods, 1039 Golf Avenue Road, Windermere, ON, P0B 1P0, Canada
Create nature-inspired wall art during this hands-on workshop with clay artist Sharon Wagner-Chazalon at the Muskoka Chautauqua Summer Festival.
Participants will gather botanicals from the beautiful surroundings in Windermere, press them into clay, and use plaster to create a botanical relief wall hanging. Skills and techniques will be demonstrated, with time to explore your own creativity under Sharon’s guidance.
Materials and tools are provided.
The workshop runs from 10am to 3pm, with a one-hour break from 12pm to 1pm to explore Windermere Village.

Briar Summers at Windermere Pub
2026-08-14 19:00 - 22:00 | Windermere Pub, 2508 Windermere Road, Windermere, ON, POB IPO, Canada
Enjoy live music with Briar Summers at Windermere Pub on Friday, August 14.
Raised in the Huntsville and Lake of Bays area, Briar is a singer-songwriter with deep Muskoka roots and an alt pop-rock sound. She has been performing since childhood and brings a warm, expressive style to the stage.
Settle in for a summer evening of live music, great food and good company in Windermere.

Folk Night with Beverlie & Friends
2026-08-14 19:30 - 21:00 | Muskoka Chautauqua: Theatre in the Woods, 1039 Golf Avenue, Windermere, ON, P0B 1P0, Canada
Enjoy an evening of folk music, harmony and unforgettable live performances during the Muskoka Chautauqua Summer Festival.
Hosted by Canadian folk pioneer Beverlie Robertson, this special concert brings together an extraordinary collection of women on the outdoor stage in Windermere. The evening features Beverlie Robertson, Christina Hutt and Trish Foster, and Leah Leslie and Tamica Herod.
Expect warm songs, rich harmonies, acoustic sounds, blues influences and a night of connection through music in the woods by Lake Rosseau.

Ladies of the Lakes
2026-08-14 19:30 - 21:00 | Muskoka Chautauqua: Theatre in the Woods, 1039 Golf Avenue, Windermere, ON, P0B 1P0, Canada
Muskoka Chautauqua presents Ladies of the Lakes on Friday, August 14 at 7:30pm at the Theatre in the Woods in Windermere.
Hosted by Beverlie Robertson, the evening will feature performances by Leah Leslie and Tamica Herod, along with Christina Hutt and Trish Foster. Enjoy a special night celebrating talented women and live music in the beautiful outdoor theatre setting.
The Theatre in the Woods is located at 1039 Golf Club Avenue in Windermere. Tickets are available through Muskoka Chautauqua.

The Sheepdogs Concert at The Kee to Bala
2026-08-14 20:00 - 23:00 | The Kee to Bala
The Sheepdogs also play on Saturday, August 15th! Get tickets for the Saturday show here: The Sheepdogs Tickets Aug 15, 2026 Bala, ON | Ticketmaster

MasterCraft The Gathering at Port Sandfield Marina
2026-08-15 11:00 - 16:00 | Port Sandfield Marina, 1327 Peninsula Rd, Muskoka Lakes, ON, P0B 1J0, Canada
MasterCraft owners, get ready for The Gathering at Port Sandfield Marina on Saturday, August 15. 🚤
Muskoka’s 1st Annual MasterCraft Meet-Up brings together boating, watersports and the MasterCraft community for a full day on the water from 11am to 4pm.
Enjoy on-water demos, certified instructors and athletes, wakeboard demos from Muskoka Wake, food by The Funky Fork, DJ entertainment by Floh Back Productions, exclusive swag and the chance to connect with fellow MasterCraft owners.
Registration is $50 and covers everyone on your boat. Space is limited, so gather your crew and don’t miss this first-of-its-kind Muskoka event.

CNIB Lake Joe: Muskoka Kitchen Party
2026-08-15 16:00 - 21:00 | CNIB Lake Joseph Centre, 4 Joe Finley Way, Seguin, Ontario, P0C 1H0, Canada
The summer’s biggest night returns to CNIB Lake Joe with Lake Joe Live: Muskoka Kitchen Party on Saturday, August 15.
Presented by IG Wealth Management Throssell Group, this unforgettable evening brings the spirit of an East Coast kitchen party to the shores of Muskoka. Alan Doyle, founding member of Great Big Sea, will headline the night with a high-energy set of East Coast favourites, while guests enjoy best-in-class BBQ from Ted Reader, known as the “Godfather of the Grill.”
Lake Joe Live supports CNIB Lake Joe and its work creating life-changing camp experiences for children, youth and families. This year’s goal is to raise $400,000, enough to send 160 children to camp next summer, with priority for children from lower-income families.
Tickets are limited and Lake Joe Live sells out every year.

Jaclyn Kenyon at Windermere Pub
2026-08-15 19:00 - 22:00 | Windermere Pub, 2508 Windermere Road, Windermere, ON, POB IPO, Canada
Enjoy live music with Jaclyn Kenyon at Windermere Pub on Saturday, August 15.
A Canadian singer-songwriter with powerful vocals and a bold, rock-influenced sound, Jaclyn brings emotional honesty, energy and strong stage presence to every performance.
Settle in for a memorable summer night of live music, great food and good company in Windermere.

Gina Horswood at Duke’s Live Music
2026-08-15 20:00 - 23:00 | Duke Boats Limited, 2 James Bartleman Way, Port Carling, ON, P0B1J0, Canada
Australian singer-songwriter Gina Horswood, now based in Muskoka, returns to Duke’s Live Music on Saturday, August 15.
With a career shaped by touring across Australia, Nashville and North America, Gina brings heartfelt songwriting, rich storytelling and an intimate acoustic sound to the stage. Her music reflects a life of travel, creativity, resilience and connection.
Gina will be joined by talented bass player Brandon Munday for this special 50-seat concert inside Duke’s historic second-storey wooden boat shop.
Doors, bar and menu open at 7pm, with music starting at 8pm.

Windermere Family Fun Day
2026-08-16 11:00 - 16:00 | Windermere Wharf, 2510 Windermere Road, Windermere, ON, P0B 0A2, Canada
Spend Sunday, August 16 at Windermere Family Fun Day at the Windermere Wharf from 11am to 4pm.
Rosseau Lake College will be joining the fun with canoe demonstrations for kids, plus a canoe race from 2pm to 3pm. The day will also feature live music and entertainment, local vendors and food, kids’ activities and plenty more for the whole family.
Come enjoy a lively summer afternoon by the water and cheer on the canoe race! Tickets are available through Muskoka Chautauqua.
