Theatre + Live Music

Shatterbox Theatre is a Prince Edward County–based company dedicated to bold, intimate storytelling and community connection. Bringing together a diverse collective of artists, Shatterbox creates dynamic theatrical experiences that inspire, challenge, and bring people together. From innovative stagings to locally rooted collaborations, Shatterbox Theatre is proud to be part of the County’s vibrant arts scene.

Intimate profession theatre in Prince Edward County.

The Regent Theatre is a heritage Prince Edward County landmark that is the anchor of Main Street, Picton. Built in 1918, this not-for-profit theatre brings year-round entertainment to the County .

Join us for movies, film festivals, concerts, theatre, community events and more!

Sandbanks Winery offers award-winning wines, including full-bodied reds and crisp whites, along with vineyard tours, experiences and tastings.

Summer Chamber Music Series and Academy in Prince Edward County since 1987. Music at Port Milford brings together promising young musicians with internationally renowned faculty to create an inspiring chamber music festival and school.

The Hayloft Dancehall is the County's hottest spot for nightlife and live entertainment! This charmingly rustic 170 year old barn throws its barn doors open every weekend for live music, dancing, drag, and burlesque shows! Attend one of the Hayloft's famous Saturday Night Barn Parties for a drink-sloshing, boot-stomping good time. Laugh and cheer your way through one of he raucous drag shows!

The Beau Bistro is a modern Canadian Restaurant in downtown Picton Ontario, Join us for lunch, dinner. Our menu features signature bistro smash burgers, crispy fish and chips, braised beef brisket, and seasonal comfort food made with fresh local ingredients. Enjoy creative cocktails and regional wines on our summer patio. Located at 161 Main Street West, we are just minutes away from Sandbanks Provincial Park. Takeout and delivery available.

Discover the award-winning ANDARA Gallery in the heart of Prince Edward County for contemporary art, fine art paintings, photography, digital art and ceramics. Whether you're an art lover, collector or interior designer ... your visit and art purchase experience will be relaxing and enjoyable. TripAdvisor has ranked ANDARA Gallery on their "Top 10 Best Art Galleries in Ontario" list for two years running (2026, 2025). Located at 54 Wilson Road (just off Hwy 62) we are just a few minutes northeast of the village of Bloomfield - close to the Huff Estates and TerraCello wineries. The gallery is filled with natural light and stunning works of art over two floors. Visit the gallery and meet the artists in person. Ask lots of questions. Learn more about our creative journeys, art making processes and what inspires us. There is no pretentiousness here. We believe that art can transform any space and inspire conversations! Peruse our website at www.andaragallery.com to view available works of art. Painting commissions welcome. Gift certificates available. The gallery's payment plan makes it easy to own a piece of art and start your collection. Shipping and installation can be arranged. The gallery is open daily, year-round from 11 AM to 5 PM. Visit us in person and find out why we’ve earned 5-star ratings on Google and Trip Advisor. ... or visit us online at www.andaragallery.com to find out more about our art workshops, latest exhibitions and upcoming events. You'll love our unique arts destination. We look forward to welcoming you!

Downtown Picton's Acoustic Grill offers great food, beer, wine and live music. Featuring top talent and live recordings for purchase. The hotspot for music in Picton. Great atmosphere both for catching a cool band for just hanging out. Best Burger, Wings, Poutines and our service is second to none. We fill up fast in the summer so call us to reserve a spot. 613.476.2887

The iconic Eddie venue in Prince Edward County now offers weddings, events, theatre, and accommodation on 80 acres, with 10 suites for a relaxing vacation.

Ameliasburgh Fall Fair is a fun, affordable day out for the whole family!

On Saturday 21st September 2024, the beloved local Fair returns to Roblin Lake Park. Boasting live music, local artisans, delicious food and a wealth of free kids entertainment, this hidden gem in the heart of Ameliasburgh offers the traditional country fair experience and so much more!

Mustang Drive-In, established in 1954, offers double features on 2 giant screens in Prince Edward County, Ontario. Family-friendly entertainment under the stars with snacks available.

For programme and ticket info, visit us at biglakearts.com. The next festival dates were scheduled for August 21-29, 2026.

Mark your calendars for the Most Marvelous Milford Fall Fair Saturday, September 13, 2025. The parade starts at 11, so line up early. Admission $5 for adults, $1 for high school students and kids get in free. Bring your dogs, too! Food, fun and more. See you then!

Karlo Estates, a renowned winery in Prince Edward County, offers unique artisanal wines curated by Vintner Sherry Karlo, known for innovation and excellence.

Founded in 2013, the Department of Illumination organizes festivals and workshops to bring joy and creativity to the community in Prince Edward County, Ontario.