Catch the Vibe: Entertainment-Filled Venues Across South Eastern Ontario
If you love live music and thrilling performances, these venues in South Eastern Ontario host seasonal and annual events that promise unforgettable experiences. Visit their websites for the latest event listings!
Let us entertain you in PRINCE EDWARD COUNTY
Book a tasting or enjoy wine by the glass at their Speakeasy Wine Lounge, where they offer dairy-free cheese, plant-based snacks, and a variety of experiences. Reservations are recommended, but walk-ins are welcome. The Sextus wine is their “unicorn” signature offering, crafted with care to highlight the unique terroir of the region. It is a standout choice for wine enthusiasts and is perfect for pairing with a plant-based charcuterie or savoured on its own. Well-behaved children, friendly dogs, and even resident cats are all welcome! Watch their events page for live entertainment dates, cabaret, and even bitchin’ bingo!
Karlo Estates is located at 561 Danforth Rd, Wellington.
🌈2SLGBTQIA+ Friendly
♿Wheelchair Accessible
The Eddie offers a charming blend of elegance and comfort, perfect for both memorable weddings and serene getaways. With its picturesque setting and impeccable service, it’s a standout choice for celebrating life’s special moments or simply escaping into relaxation. It is one of the most iconic wedding and event venues in Prince Edward County.
The Eddie Hotel and Farm is located at 15786 Loyalist Pkwy, Bloomfield.
🌈2SLGBTQIA+ Friendly
♿Wheelchair Accessible (options available)
The Royal Hotel offers historic charm with modern comfort, offering a delightful retreat in the heart of Prince Edward County. With its elegant accommodations and welcoming atmosphere, it’s a great place to have a meet and greet, a company conference, or plan a beautiful wedding.
The Royal Hotel is located at 247 Picton Main St, Picton.
🌈2SLGBTQIA+ Friendly
♿Wheelchair Accessible
This cozy, 170-year-old barn is a summer favourite in Prince Edward County, offering a lively spot for music and entertainment. From May to October, The Hayloft swings open its barn doors every weekend, featuring a fantastic mix of local, national, and international artists. Whether you're into live music, dance parties, drag shows, or burlesque, it’s the place to be for a drink-sloshing, boot-stomping good time!
The Hayloft Dance Hall is located at 344 Salmon Point Rd, Cherry Valley.
🌈2SLGBTQIA+ Friendly
♿Wheelchair Accessible
Wampoos Estates Winery in Prince Edward County is an exceptional event destination, offering a picturesque setting for memorable gatherings. With its charming vineyard backdrop and elegant tasting room, the winery provides a stunning venue for weddings, private parties, and corporate events. Guests can enjoy exquisite wines, breathtaking views, and personalized service that ensures every occasion is celebrated in style.
Wampoos Estates Winery is located at 3016 County Rd 8, Picton.
🌈2SLGBTQIA+ Friendly
♿Wheelchair Accessible
Re-imagined with modern sophistication, The Cape has emerged as an elegant setting for any event. Travel back in time to old Hollywood glamour. Check out some of these stunning photos from their Instagram page.
The Cape is located at 347 Picton Main Street, Picton.
🌈2SLGBTQIA+ Friendly
♿Wheelchair Accessible
The Waring House invites you to experience genuine country inn hospitality, and everything Prince Edward County has to offer; great local wine, artists and artisans, history, fabulous beaches, breathtaking scenery, delicious dining options, and so much more. Social events, weddings, special gatherings and more, discover the elegance of the Waring House.
The Waring House is located at 395 Sandy Hook Rd, Picton.
🌈2SLGBTQIA+ Friendly
♿Wheelchair Accessible
Grange of Prince Edward Vineyards & Estate Winery offers great wines of the county and special events that evoke all the feels. Enjoy a variety of flavours from the vines as well as a repertoire of musical selections that will have your senses humming. Weddings are magical here. The vineyard also specializes in private and corporate events that can also be booked.
The Grange of Prince Edward Vineyards and Estate Winery is located at 990 Closson Rd, Hillier.
🌈2SLGBTQIA+ Friendly
♿Wheelchair Accessible
Hillier Creek Estates Winery offers a fantastic experience with wine tastings, wood-fired pizzas on the patio, and relaxing vacation rental stays. Visitors can enjoy a selection of Chardonnays and Vidals, with exciting new red wines coming soon. The winery's vacation rental features three bedrooms, each with a bathroom, a chef’s kitchen, and a hot tub on the wrap-around deck. It’s an ideal destination for a blend of fine wine, delicious food, and serene relaxation.
Hill Creek Estates Winery is located at 46 Stapleton Rd, Hillier.
🌈2SLGBTQIA+ Friendly
♿Wheelchair Accessible
The Drake Devonshire features a 13-room boutique hotel, restaurant, bar, and elegant event spaces. This all-season retreat blends stunning art installations and cultural programs with menus celebrating local farmers and vintners. It’s the perfect rural getaway where travellers, culture enthusiasts, and locals come together to enjoy a harmonious mix of new and old, rural and urban, and sweet and savoury experiences. Watch their socials for more.
The Drake Devonshire is located at 24 Wharf St, Wellington.
🌈2SLGBTQIA+ Friendly
♿Wheelchair Accessible
Enjoy weekly live music and a great selection of wines from this family-owned winery in the county. Their mission is to produce quality wines at affordable prices. As farm-first grape growers, they are passionate about pushing the boundaries of Ontario wines. They work hard, play hard, and laugh often, and look forward to sharing their award-winning wines with you on your next trip to the county.
Three Dog Winery is located at 1920 Fish Lake Road, Picton.
🌈2SLGBTQIA+ Friendly
♿Wheelchair Accessible
Meet Ryan and Taylor, the duo behind Wild Lot. Former city dwellers who left their corporate jobs to pursue their dreams traded cubicles for country life and launched their farm distillery in Prince Edward County in June 2023. Located on 35 acres in Sophiasburgh, their distillery features a state-of-the-art facility, retail shop, tap room, and event space, offering innovative small-batch spirits, liqueurs, and cocktail bitters crafted from local and up-cycled ingredients.
Wild Lot Farm Distillery is located at 1990 Fry Rd, Prince Edward.
🌈2SLGBTQIA+ Friendly
♿Wheelchair Accessible
Huff Estates Winery
Stay at the inn, enjoy the selection of wines, and take part in some tastings and tours as a couple, individual or group. Visit the patio restaurant. An indoor and outdoor seating area is open for pizza from May to October, where you can sit back, relax and even listen to live music every Sunday from 1-4 throughout the summer. This room is equipped with two 24-foot sliding doors opening up to a beautiful covered patio overlooking the vineyard.
Huff Estates Winery is at 2274 Prince Edward County Rd 1, Bloomfield.
🌈2SLGBTQIA+ Friendly
♿Wheelchair Accessible
Named after founder Domenic Di Pietrantonio’s wife, Casa Dee (Home of the Goddess), this winery has a fascinating story. Domenic grew up in the small village of Lettomanoppello located in the Abruzzi area of Italy. At an early age, he left home to study with the monks and as he entered the priesthood, he was assigned to the wine cellar room at the monastery. The experience stayed with him and he fell in love with the true art of winemaking— this underlying passion is why Casa-Dea Estates Winery exists today. Enjoy holidays, special occasions, and weddings at Casa Dee. Schedule corporate events, or have a relaxing stay to enjoy the full complement of wine and dining.
Casa Dee Estates Winery is located at 1186 Greer Rd, Wellington.
🌈2SLGBTQIA+ Friendly
♿Wheelchair Accessible
Adega Wine Bar & Bottle Shop offers a delightful mix of tapas-style dishes and an impressive wine selection curated by Sommelier Thierry Alcantara-Stewart and crafted by Chef Lucas Mullins. With a rotating By The Glass wine list, guests can enjoy new and unique wines with every visit. Adega aims to be a welcoming space where communities connect, explore the county and global wines, and savour the beautiful landscape of The County.
Adega Wine Bar is located at 9C Division Boulevard, Consecon.
🌈2SLGBTQIA+ Friendly
♿Wheelchair Accessible
Gillingham Brewing Company, an award-winning family-owned brewery in Prince Edward County, combines small-batch brewing with a stunning vineyard backdrop at Domaine Darius. With a rotating selection of unique beers inspired by global styles, including IPAs, Ales, Lagers, and Porters, visitors can enjoy a new experience with every visit. The brewery's industrial-inspired design, complete with an inviting outdoor beer garden and fire pit, creates a fun and interactive environment for craft beer enthusiasts. Supported by family and friends, Gillingham Brewing Company is dedicated to offering a memorable and quality-driven beer experience.
Comedy, live music, beer – what’s not to love about a visit to the Gillingham Brewing Co.
Gillingham Brewing Co. is located at 1316 Wilson Road, Bloomfield.
🌈2SLGBTQIA+ Friendly
♿Wheelchair Accessible
For good wine and good vibes, check out this 16-room boutique motel in wine country. At the heart of The June is the inviting indoor/outdoor Lobby Bar, a perfect spot to savour morning coffee and never miss happy hour. The lobby bar offers complimentary morning coffee, light snacks, local wines, craft beer, and canned cocktails. For the best experience, enjoy your drinks in the sunshine or around the campfire at golden hour.
The June Motel is located at 12351 Loyalist Pky, Picton.
🌈2SLGBTQIA+ Friendly
♿Wheelchair Accessible
Let us entertain you in LENNOX & ADDINGTON
MacKinnon Brothers Brewing Co.
Since their ancestors settled in Upper Canada in 1784, the family has built a thriving farm. As the eighth generation to inherit the business, they have introduced a farm-based brewery. By renovating century-old barns and planting hops and malting barley in the fields, their mission is to ensure that the character and history of their home are reflected in every glass. The MacKinnon Brothers Brewing Co. offers a fun dining experience with live entertainment. The Tap Room is a cozy space highlighting a farm-field patio in warmer weather and casual indoor seating year-round.
The MacKinnon Brothers Brewing Co. is located at 1915 County Rd 22, Bath.
🌈2SLGBTQIA+ Friendly
♿Wheelchair Accessible
Doghouse Studios is a family-owned event space with a rich history. Since purchasing the building in 2013, they’ve transformed it into a versatile venue for weddings, concerts, craft fairs, and more. Once the Ross-Miller Biscuit Company and later a Gibbard Furniture warehouse, the building earned the nickname “The Doghouse.” With a capacity of about 150 for seated events, ample free parking, and a full commercial kitchen, Doghouse Studios, along with its sister company Little River Vintage Rentals & Event Design, is ready to make any occasion memorable.
Doghouse Studios is located at 99 Dairy Avenue, Napanee.
♿Wheelchair Accessible
🌈2SLGBTQIA+ Friendly
Let us entertain you in FRONTENAC COUNTY
The Hotel Wolfe Island, formerly the General Wolfe Inn, is now under new ownership. The historic landmark hotel and waterfront are being revitalized to feature sustainable, locally sourced food, along with live music, arts, and community events. This transformation is rooted in the Island’s rich agricultural heritage and the thriving local creative community. The Hotel Wolfe Island is bringing the best in local, national, and international touring artists in music, theatre, dance, DJ nights and more, helping to foster a thriving local arts scene.
The Wolfe Island Hotel is located at 1237 County Rd 96, Wolfe Island.
🌈2SLGTBQIA+ Friendly
Let us entertain you in KINGSTON
Musikkii Café offers fair trade, locally roasted coffee with a variety of unique espresso blends, specialty coffees, and teas. Live music is featured every night, supporting musicians from local to international stages. The intimate upstairs stage, atmospheric downstairs bar, and the beautiful back courtyard each provide a distinctive live music experience. With a focus on sound quality, experienced sound engineers ensure every performance is perfect. The cafe also boasts an extensive whiskey selection, specializing in Irish whiskey, Scotch, Canadian Rye, and American Bourbon, along with high-end whiskey cocktails and local craft beers. Live music nightly!
The Musikkii Café is located at 73 Brock St, Kingston.
🌈2SLGBTQIA+ Friendly
♿Wheelchair Accessible
Welcome to The Royal Canadian Horse Artillery Brigade Association (RCHA), Kingston’s hub for live music. As the home venue for the Kingston Blues Society and a participating location in the Homegrown Festival, RCHA showcases a diverse range of talented musicians. Since 1947, this downtown landmark has been open to all, with memberships available for those interested, especially active or retired military personnel. The RCHA also offers two event spaces for rent. Check the Events Calendar and Membership Benefits pages for more details and watch their Facebook and Instagram pages for more.
The RCHA Club is located at 193 Ontario St, Kingston.
♿Wheelchair Accessible
Let us entertain you in GANANOQUE
Siblings Jenn and James have crafted a cozy year-round retreat with a stunning patio for enjoying drinks, meals, and treats. The kitchen offers fresh breakfasts, soups, salads, sandwiches, and baked goods with a daily-changing menu. Friendly baristas always serve delicious espresso drinks and smoothies with a smile. In the summer, Dad runs the patio bar, offering local draught beer, wines, and cocktails. The full-service restaurant, "Pasta on the Patio," serves dinner from 5 to 9 p.m., weather permitting.
The Pistachio Café is located at 90 King St E, Gananoque.
🌈2SLGBTQIA+ Friendly
♿Wheelchair Accessible
A family-oriented and very traditional pub, the Old English Pub was built on a reputation for great food and also the region's finest selection of craft beers.
Mavericks Restaurant offers a large menu of burgers and wings, tacos, pizza, pasta, and so much more. With 10 cold beers on tap as well as our Mavericks specialty cocktail menu – there’s something for everyone. Watch their Facebook page for a list of upcoming events.
Mavericks is located at 98 King St. E. Gananoque.
🌈2SLGBTQIA+ Friendly
Let us entertain you in 1000 ISLANDS AND RIDEAU CANAL WATERWAYS
The Cove Inn is special for visitors and residents alike who enjoy great food, comfortable accommodations and the best live entertainment. Open seven days a week for dining. Watch their events page for more on live entertainment.
The Cove Inn is located at 2 Bedford St., Westport.
♿Wheelchair Accessible (ramp and washroom, not second floor)
🌈2SLGBTQIA+ Friendly
Tucked in the village of Chaffey’s Lock on a sprawling acreage of mature trees along the shore of Opinicon Lake, the Opinicon offers a unique setting for your private group dining event. Exceptional hospitality is paired with a thoughtfully prepared menu that is seasonally inspired, fresh and locally sourced. Enjoy dinner out in the dining room, have a cool beverage in the pub, or languish in the lounge, the Opinicon has you covered. Watch their events page for ongoing weekend entertainment options.
The Opinicon is located at 1697 Chaffey’s Lock Rd., Elgin.
♿Wheelchair Accessible
🌈2SLGBTQIA+ Friendly
BUSL Cider is located on a 300-acre farm in a charming rural setting, where ciders are hand-crafted, unpasteurized and infused with fragrant natural ingredients. From the terrace overlooking the 10-acre orchard to the intimate BUSL boutique, you can relax and take in the beauty of the rolling lavender fields or the tranquillity of the duck ponds that sit on the farm. This is a great venue to host an event, get married, or have a unique overnight stay in a rustic cabin or yurt. Watch their socials for more. Open Saturday and Sunday from 12 to 5 p.m.
BUSL Cider is located at 75 Quabbin Rd., Mallorytown.
♿Wheelchair Accessible
🌈2SLGBTQIA+ Friendly
O’Heaphy’s Pub is a historic local Irish pub with the largest patio with a riverwalk view, live music, and events. Enjoy breakfast, lunch, and dinner while connecting with the community over drinks. Dine-in, take-out, and reservations are available. Don't forget to book the private “Cabin" lounge for special occasions! Watch their events page for a list of entertainment.
O’Heaphy’s Pub is located at 101 King Street West, Prescott.
♿Wheelchair Accessible
🌈2SLGBTQIA+ Friendly
Let us entertain you in BROCKVILLE
An iconic neighbourhood pub on the waterfront in Brockville, Moose McGuires is the quintessential neighbourhood hangout. Enjoy the warm, laid-back atmosphere with delicious eats and treats.
Watch their socials for more of what’s happening for entertainment.
Moose McGuires is located at 6 Broad St., Brockville.
♿Wheelchair Accessible
🌈2SLGBTQIA+ Friendly
For some great pub eats and cool beverages, check out the Keystorm Pub in the centre of the city. Lots of entertainment regularly. The Keystorm Pub is located at 2 Court House Av, Brockville.
♿Wheelchair Accessible
🌈2SLGBTQIA+ Friendly
The Thousand Islands Brewery is a perfect place to grab a bite and a refreshing pint. Local hand-crafted beer, cider and hard sodas on tap. Watch their events page for happenings around Brockville.
Let us entertain you in SD&G COUNTIES
Stone Crop Acres can help you plan a perfect wedding or other celebration. Their facilities are available for rentals and then you can plan it your way. They’ve hosted birthdays, anniversaries, bridal and baby showers, crafting parties, bachelorettes and more at the winery. And they can recommend vendors to help make it perfect for you. A wonderful list of entertainment is also on the way this year. Watch their page for more.
Stone Crop Acres is located at 5242 Smiths Rd, Morrisburg.
♿Wheelchair Accessible
🌈2SLGBTQIA+ Friendly
Lost Villages Brewery is a fun place to hang out with your friends. Not only is the beer cold but the entertainment sizzles. Watch their Facebook page for more details.
Lost Villages Brewery is located at 16133 County Road 36, Long Sault.
♿Wheelchair Accessible
🌈2SLGBTQIA+ Friendly
La Maison is a live venue entertainment destination that features karaoke, DJs, and live bands. Watch their Facebook page for events as they happen.
La Maison is located at 900 Montreal Road, Cornwall.
🌈2SLGBTQIA+ Friendly
Lola’s Pub and Grub is located at 616 Pitt St, Cornwall.
♿Wheelchair Accessible
Let us entertain you in PRESCOTT RUSSELL
In 2019, Teresa and Scott took ownership of Vankleek Hill Vineyard with a vision to create a welcoming space for the community to gather. Though new to the wine industry, they were determined to build a place where guests could unwind, socialize, and feel at home. Through countless hours of restoration and rebranding, they transformed the vineyard into a local hotspot within their first year, even amid the challenges of a global pandemic. Watch for live music on Friday evenings and Sunday afternoons.
Vankleek Hill Vineyard is located at 3725 Dandy Rd., 3725 County Rd 12, Vankleek Hill.
♿Wheelchair Accessible
🌈2SLGBTQIA+ Friendly
The Atlantic Pub is your destination for live entertainment, great pub fare and the best beer garden in the Glengarry Area. You’ll feel like you’ve gone back in time. Watch the Atlantic Pub’s Facebook page for a list of upcoming events.
The Atlantic Pub is located at 36 MacDougald St, Alexandria.
♿Wheelchair Accessible
🌈2SLGBTQIA+ Friendly
Beau’s All Natural Brewing Co. offers a welcoming taproom experience with a variety of craft beers and an open-concept view of their 15-barrel brewhouse. Visitors can also enjoy sampling spirits from onsite partner Dunrobin Distilleries, with no reservations needed for groups under ten. Watch their events page for upcoming entertainment.
Beau’s Brewing Company is located at 10 Terry Fox Dr, Vankleek Hill.
🌈2SLGBTQIA+ Friendly
♿Wheelchair Accessible
Broken Stick Brewing Company crafts exceptional beers that reflect the unique flavours of the region, using locally sourced ingredients and foraged produce from the Hammond Golf course. Enjoy a welcoming, dog-friendly atmosphere, delicious food from the onsite restaurant, and even glamping at nearby Hammond Hill. Watch their event page to keep up to date on what’s happening.
♿Wheelchair Accessible
🌈2SLGBTQIA+ Friendly
Stonehouse Vineyard, a family-run winery in Ontario’s Celtic Heartland, began as a reclaimed MacMillan family farm dating back to 1793. Today, the vineyard produces cold-climate grapes and offers a scenic setting steeped in rich Scottish history. Watch their events page to keep track of the fun things happening at the vineyard.
♿Wheelchair Accessible
🌈2SLGBTQIA+ Friendly
Whether you're in the mood for a cozy pub experience, a lively music night, or a relaxing stay surrounded by vineyards and scenic views, South Eastern Ontario has something for everyone. Be sure to explore these venues and experience the vibrant entertainment they have to offer. Cheers to unforgettable moments and discovering your next favourite spot in the region!