After Hours in Downtown Orillia

After Hours in Downtown Orillia

Just steps away from waterfront accommodation and lakeside adventure, downtown Orillia is a cultural hub of activity. After a day out exploring the region, visit the Sunshine City’s local pubs and restaurants, where restaurateurs and businesses have perfected niche after-hours experiences to keep you entertained all night long.

Pubs, Music, & Nightlife

If you’re seeking out lively pubs and bars, The Hog & Penny is a British-style pub and restaurant open late seven days a week with imported beers on tap and a hearty and comforting menu. This hidden gem boasts daily specials to add to your visit, including everything from live Celtic music and singalongs and discounts on the delicious pub grub, all designed and perfected by British-born, award-winning Chef Ben Kersley.

For the sports fanatics, newcomer Sidelines Sports Bar is the perfect place to gather with your friends and take in a late night game. Order for the entire table with a scrumptious sharing menu, and take a gander at the signature sports brews on tap. Across the street is Sideline’s late late-night sister restaurant, Kenzington Burger Bar, the home of gourmet burgers, good beer, live entertainment.

When it comes to dinner and a show, Couchiching Craft Brewing Co hosts some of Orillia’s loudest and proudest parties in their state-of-the-art brewery. Check out the Sunshine City-inspired brews while you visit one of the nightly music events and even order a curated pack to go. Don’t forget Orillia’s late-night staple by the waterfront, Studabakers Beachside serves up an extensive cocktail menu with fresh off-the-grill pub foods.

The Sunken Ship Tropical Bar and Tiki Lounge is already well-known for their idyllic outdoor dining domes and heated patio during the winter time, but it’s inside where the night really takes off. Keep an eye out on their socials for some fun, vacation-style karaoke, trivia nights, and special events.

Photo #1 by The Hog & Penny, Photo #2 by @olgoodale.photography_ on Instagram.

Wine, Cocktails, & An Intimate Night Out

For a quiet and cozy night out, the laid-back, friendly coffee shop Lone Wolf café uniquely transforms into a relaxed, speakeasy-style cocktail lounge when the sun goes down. The After Dark event runs late into the evening and serves a creative cocktail menu with seasonal and local inspirations behind every mix.

If you’re someone with more curious tastes, visit PICNIC Tapas & Wine Bar for some worldly gourmet tapas, weekly live music on the PICNIC stage, and unique nightly events – Wednesday night Wine Club with sommelier guest speakers is a definite highlight.

If you’re looking for some good old-fashioned fun with friends in an intimate setting, try visiting the family-owned board game café, Cards and Coasters. The café boasts hundreds of classic and modern board games available for rent at just $5 a person, along with a lively menu that features all your traditional game night treats.

Provenance Wine Bar is a cozy, date-night must. A sophisticated culinary journey for your taste buds, the restaurant sits as a beacon for wine lovers and foodies alike in the heart of the Orillia Arts District. The ambiance is upscale but warm and pairs perfectly with an elegantly curated menu and carefully selected wine listing by Chef Doug Cooper.

Arts, Culture, & History

Theatre lovers can pair their evening out with cultural experiences in the heart of Downtown Orillia. The Orillia Opera House proudly boasts two theatres with a near total of 800 seats, and a year-round lineup of world class entertainment. Check out what’s on the schedule in live theatre, concerts, comedy shows, workshops, and dance performances in the legendary Lightfoot Auditorium and Studio Theatre.

Stay up-to-date with special events at the Orillia Opera House by visiting their website at

Photos are behind the scenes of The Play That Goes Wrong, photography by Deb Halbot.

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No matter what brought you to Orillia & Lake Country, Downtown Orillia offers the perfect night out for every kind of visitor.

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