Best Bars on Ossington

Written by Jordan Carter

Ossington Avenue is home to some of Toronto’s trendiest and most eclectic bars. From cozy speakeasies to lively craft beer spots, this vibrant strip offers a diverse drinking scene. Whether you’re looking for a laid-back evening or a night of excitement, Ossington has the perfect bar for you.

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Expect an exciting and eclectic nightlife experience on Ossington Avenue, one of Toronto’s trendiest strips. This vibrant area is known for its unique mix of cozy speakeasies, lively craft beer spots, and innovative cocktail bars. The atmosphere ranges from laid-back and intimate to buzzing and energetic, catering to all kinds of bar-goers. With a variety of establishments offering creative drinks and friendly service, a night out on Ossington promises something memorable for everyone. Whether you’re a local or a visitor, Ossington’s dynamic bar scene is sure to leave a lasting impression and provide countless opportunities for an unforgettable evening.

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With so many distinct bar options to choose from, each venue offers its own unique charm and flavor, making Ossington Avenue a true gem for nightlife enthusiasts. From intimate speakeasies that transport you back in time to bustling craft beer bars where the latest local brews are always on tap, there’s something to satisfy every palate and preference. Cocktail aficionados can delight in bars that push the boundaries of mixology, while those seeking a casual night out can find cozy spots perfect for relaxing with friends.

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Image credit: Sprezzatura Spaghetti Disco

Sprezzatura Spaghetti Disco

A lively and unique fusion of Italian cuisine and retro disco vibes. Step inside to find a vibrant atmosphere where colorful disco balls reflect against walls adorned with vintage posters and neon lights. The menu offers a delectable array of homemade pasta dishes, rich in authentic Italian flavors, paired with a curated selection of wines and creative cocktails. As the night progresses, the space transforms into a dance floor with a DJ spinning classic disco hits and contemporary beats. The combination of delicious food, energetic music, and a lively dance floor makes Sprezzatura Spaghetti Disco a go-to spot for a night filled with fun and flavor.

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Image credit: Get Well

Get Well

This palace is a beloved bar that perfectly combines the charm of a vintage arcade with the experience of a craft beer haven. The decor is eclectic and nostalgic, featuring retro video games, pinball machines, and quirky artwork. The bar boasts an impressive selection of local and seasonal craft beers on tap, along with a menu of delicious bar snacks, including artisanal pizzas. The relaxed and friendly atmosphere makes Get Well a great spot for casual hangouts, where you can unwind, play some games, and enjoy quality brews. Regular events like game tournaments and themed nights add to the fun, ensuring there’s always something new to experience.

reposado bar toronto

Image credit: Reposado Bar (via their Facebook page)

Reposado Bar

For those who are mezcal enthusiasts or just like tequila, Reposado is a must-visit, offering a cozy and intimate setting with rustic-chic decor. Dim lighting, wooden accents, and colorful Mexican tiles create a warm and inviting ambiance. The extensive menu features a wide variety of tequilas and mezcals, expertly crafted into creative cocktails like the signature “Mezcal Margarita.” Live jazz performances on select nights add to the sophisticated atmosphere, making Reposado an ideal spot for a refined yet relaxed evening. The knowledgeable staff are always on hand to guide you through the drink selection, ensuring a memorable and educational experience.

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Image credit: Bar Banane (via their Facebook page)

Bar Banane

Bar Banane is a stylish and tropical-themed bar that transports you to an exotic paradise. The vibrant decor, featuring banana leaves, colorful murals, and bamboo accents, creates an inviting and lively atmosphere. The cocktail menu is inspired by tropical flavors, offering fruity and refreshing drinks like the “Banana Daiquiri” and “Pineapple Mojito.” The bar also serves a selection of light bites and snacks that complement the drinks perfectly. The relaxed yet festive vibe makes Bar Banane a great choice for those looking to escape the ordinary and enjoy a taste of the tropics. The lively atmosphere and creative drinks ensure a fun and memorable night out.

downtown winery toronto

Image credit: Downtown Winery

Downtown Winery

If you’re opting for a touch of the vineyard to the city with its stylish urban setting and extensive wine list. The modern, sleek decor features exposed brick walls, wooden barrels, and elegant lighting, creating a sophisticated and welcoming ambiance. The bar offers a wide selection of locally produced wines, available by the glass, bottle, or in curated wine flights. Guests can also enjoy tastings and pair their wines with a menu of small plates and charcuterie boards that perfectly complement the drinks. The knowledgeable staff are always ready to guide you through the wine selection, making Downtown Winery an excellent choice for wine lovers seeking a refined and educational evening out.

union restaurant toronto

Image credit: Union Restaurant (via their Instagram page)

Union Restaurant

This farm-to-table restaurant and bar emphasizes on fresh, locally sourced ingredients and a rustic, welcoming atmosphere. The decor is warm and inviting, with wooden tables, cozy seating, and charming vintage accents. The menu features hearty, delicious meals that showcase the best of seasonal produce, along with a rotating selection of craft cocktails that complement the dishes. The friendly, down-to-earth vibe makes UNION a great spot for a casual dinner with friends, a relaxed date night, or a laid-back evening out. The commitment to quality and sustainability adds to its appeal, making it a favorite among those who appreciate good food and a warm, community-focused atmosphere.

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Image credit: Paris Paris (via their Facebook page)

Paris Paris

A wine bar with a touch of Parisian charm awaits you at Paris Paris, located on Ossington Avenue. The elegant, yet relaxed decor features cozy seating, large windows, and plenty of natural light, creating a sophisticated and inviting ambiance. The extensive wine list includes selections from around the world, with a focus on natural and organic wines. The menu offers a variety of small plates and charcuterie that pair beautifully with the drinks, including artisanal cheeses, cured meats, and fresh, seasonal dishes. The sophisticated atmosphere, attentive service, and carefully curated wine selection make Paris Paris a perfect spot for a romantic evening, a refined night out, or simply enjoying a glass of wine with friends.

pastiche toronto

Image credit: Pastiche (via their Instagram page)

Pastiche

Pastiche is a chic, stylish bar that offers a blend of modern design and classic elegance. The sleek decor, featuring marble accents, plush seating, and soft lighting, creates an upscale and sophisticated atmosphere. The cocktail menu is innovative and carefully crafted, showcasing unique flavor combinations and expertly mixed drinks. Guests can also enjoy a selection of fine wines and premium spirits, along with a menu of gourmet small plates and snacks. The sophisticated setting and creative drinks make Pastiche an ideal choice for a special night out, a celebration, or a luxurious evening of indulgence.

bar bowie toronto

Image credit: Bar Bowie (via their Instagram page)

Bar Bowie

This vibrant, music-themed bar that pays homage to the legendary David Bowie. The decor is inspired by Bowie’s eclectic style, featuring bold colors, striking artwork, and vintage memorabilia. The atmosphere is lively and energetic, with a soundtrack of classic Bowie hits and other iconic tunes that set the mood for a fun night out. The cocktail menu features creative, music-inspired drinks like the “Ziggy Stardust Martini” and the “Rebel Rebel Punch,” each as playful and innovative as Bowie’s music. Bar Bowie’s unique theme, lively vibe, and creative drinks make it a great spot for music lovers and anyone looking to enjoy a night of fun, nostalgia, and celebration.

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