Enable JavaScript to run this app.
Skip to main content
OpenTable logo
  1. Home
  2. Canada
  3. Toronto / Ontario

Best Romantic Restaurants in Ossington

Price
Cuisine
Regions
Neighborhoods
Top Rated
Dining Options
Seating Options
Award-winning
Accessibility

372 restaurants available nearby

How are Featured results ranked

A photo of Linny's restaurant
4.7
Exceptional(178)
Price: Very Expensive
• Steakhouse • Ossington
Booked 45 times today

A photo of Mamakas Taverna restaurant
4.8
Exceptional(1404)
Price: Very Expensive
• Greek • Queen West
Booked 71 times today
Mamakas Taverna is an elegant 85-seat Greek taverna on Ossington Ave. Owner Thanos Tripi brings a fresh, authentic approach to Aegean food, offering classical Greek dishes against a contemporary canvas. Each plate is thoughtfully crafted to evoke the way Thanos’ grandmother cooked, inviting guests to explore the Greece he grew up with through food, art and music.Meant to mimic an open market, the room is built of white concrete blocks creating an effect similar to the stucco seen throughout Greece. Mamakas is a nod to heritage, history and family memories – the daily trip to the market for ripe and fragrant tomatoes. Visiting a trusted butcher for fresh paithakia, and the local fish monger for the daily catch.Recipes passed down through generations. Honest Greek fare with a modern twist. Designed to share. Everything just as Thanos’ family has done through the ages.
A photo of Bar Roma Toronto restaurant
4.2
Awesome(36)
Price: Expensive
• Cocktail Bar • Trinity-Bellwoods
Booked 11 times today
Experience the enchanting midnight garden vibe, where handcrafted cocktails meet eclectic tapas in a captivating atmosphere on Ossington Avenue.
A photo of GIA TORONTO restaurant
4.7
Exceptional(884)
Price: Moderate
• Vegetarian / Vegan • Little Portugal / Dundas West
Booked 28 times today
Gia is among the first restaurants in Canada to be recognized and recommended by the renowned Michelin Guide. Gia is a vibrant plant-forward 36 seat restaurant, specializing in handmade pasta with creative takes on Italian classics like plant-based meatballs, Focaccia, Ricotta Gnocchi, Rigatoni Bolognese, White Truffle Ricotta Agnolotti, Eggplant Parmigiana, Asparagus Risotto and Lion's Mane Steak.Reservations: We allocate a dining period of 2 hours and typically book at 5pm, 6pm and 8pm & 10pm, If you need more than 2 hours kindly let us know in advance and we will do our best to accommodate. Maximum party size is 5 Friday and Saturday, Bar seating available. Please visit our website giarestaurant.ca. For more information email us info@giarestaurant.ca or call us (416) 535-8888 after 4pm.Note: We do not have washrooms on the main floor. Our new Diner Stefano's is open, please visit Stefanosdiner.com.PATIO IS OPEN FOR WALK-INS.
A photo of Season Six restaurant
4.6
Exceptional(218)
Price: Expensive
• Farm-to-table • Ossington
Booked 20 times today
Season Six is a cozy, farm-to-table restaurant with a charming ambience. Reviewers frequently mention the 'cozy vibes', 'intimate dining room' and 'private booth' which all contribute to a romantic setting. The food is described as 'delicious', 'generous' and 'spectacular', and the service is consistently praised for being 'friendly', 'personable' and 'warm'. It's the perfect place for a quiet date night or an intimate outing.
A photo of Compton Ave. restaurant
4.9
Exceptional(89)
Price: Expensive
• Cocktail Bar • Ossington
Booked 14 times today
Compton Ave., the newest experiential cocktail bar by the team behind Toronto's renowned BarChef and PREQUEL & CO APOTHECARY brings the look and feel of being transported to a luxurious townhouse on Compton Ave. in Central London.
A photo of Salt Wine Bar restaurant
4.6
Exceptional(915)
Price: Expensive
• Tapas / Small Plates • Ossington
Booked 12 times today
Located at the top of the Ossington strip, Salt wine bar offers a modern progressive approach to Iberian/Canadian tapas. Salt is a bustling, cozy, communal tapas bar with great energy. Our guests enjoy artisanal cheeses, Iberian charcuterie and an excellent variety of small plate dishes. Chef Dave Kemp is strongly committed to using seasonal and local products whenever possible. Our cellar contains an extensive list of Portuguese and Spanish wines which complement each and every dish.
A photo of Stefano's Diner restaurant
4.8
Exceptional(29)
Price: Moderate
• Canadian • Trinity-Bellwoods
Booked 18 times today
Stefano's Diner is owned by Michelin recommended Gia Restaurant.Our plant based menu includes classic Italian fare: Focaccia, Mozzarella sticks, Baby Gem Salad, Meatballs in Sugo, Arancini, Lion's Mane Steak, Chicken Parmigiana, Buckwheat Rigatoni Bolognese, Plant based sandwiches on house made ciabatta, and the city's best plant based Smash Burger with bacon and blue cheese toppings. Saturday and Sunday Brunch we open at 10am serving Eggs Benny, BLTs, French Toast, Matcha Lattes, sandwiches and fresh juice. BRUNCH We only take bar reservations for Brunch, otherwise it's walk in only. We offer 10 bar seats and 18 Dining room seats. The design is upscale with micro cemented walls and floors with a walnut and olive green banquette occupying most of the space.Vegan wine, cocktails and mocktails available and our entire menu is available for take out.We are open late on Fridays and Saturdays till 1145. Happy Hour starts May 14th 3-5pm Wed. to Friday.
A photo of Gift Shop restaurant
4.9
Exceptional(15)
Price: Moderate
• Cocktail Bar • Ossington
Booked 13 times today
Follow the green light box through the barbershop and you’ll find a cocktail den full of strange splendours. This intimate space has played host to some of Toronto's most infamous nights out. A unique cocktail experience awaits, one not soon to be forgotten.
A photo of Mild Afro Lounge restaurant
3.9
Excellent(94)
Price: Very Expensive
• African • Ossington
Booked 4 times today
Welcome to Mild Afro Lounge, nestled in Downtown Toronto. As an Afro-culture brand, Mild Afro serves the lovers of soul food and Afro-pop music with African cuisine, an energetic vibe, a fine-dining restaurant, and a discerning nightlife experience

How is content generated

See what locals rave about

From verified diners like you
From verified diners like you
  • Damon
    Toronto / Ontario •2 reviews
    5.0
    Dined 1 day ago
    Great overall experience from staff to food to the ambience of the restaurant. Look forward to another great dinner here
    More info
    Mamakas TavernaPrice: Very Expensive• Greek• Queen West
    4.8
  • JerroldVIP
    Denver / Colorado •46 reviews
    5.0
    Dined 2 days ago
    Seated on time for our second experience at Linny’s. We tried several different plates this time. Salmon with cream cheese on latkes and mushroom crepes both of which were amazing! The salmon was tender and delicious. With the. Crepes, we couldn’t get enough of the chicken gravy. We indulged for our mains trying the fried chicken and pastrami. The chicken was served hot and crispy, accented by two sides: a habaneros sauce and a honey sauce. The pastrami was accented with a delicious mustard on the side. Had to leave with a 🐶y bag, so no chocolate babka for us tonight. Awesome evening!
    More info
    Linny'sPrice: Very Expensive• Steakhouse• Ossington
    4.7
  • Simon
    Toronto / Ontario •6 reviews
    5.0
    Dined 5 days ago
    The food and experience at Season Six was so lovely. Comfortable environment and dishes. Alex was a wonderful server and very helpful. Overall great experience!
    More info
    Season SixPrice: Expensive• Farm-to-table• Ossington
    4.6
  • Alyssa
    Toronto / Ontario •3 reviews
    5.0
    Dined 5 days ago
    The food and drink were amazing as always. We went for the special Mother's Day brunch and it was a fantastic mix of flavours. Our kid was floored and loved each thing we had, they were especially into the focaccia and ravioli. Service was excellent and host was extra sweet and remembered us from last year.
    More info
    GIA TORONTOPrice: Moderate• Vegetarian / Vegan• Little Portugal / Dundas West
    4.7
  • Aaron
    Toronto / Ontario •3 reviews
    5.0
    Dined on May 8, 2025
    I loved this place. Stylish and great atmosphere. The food was amazing. We took recommendations from the bartender and ordered a bunch of plates for sharing. They were all delicious...raw oysters, chicken skewers, Lamb Puri Tacos, grilled octupus and more. The cocktails were great as well. I reccommend the Kshmiri Spicy Margarita. This place is a great addition to the Ossington stip, whether you are going for dinner or just drinks. Highly recommend it!
    More info
    Bar Roma TorontoPrice: Expensive• Cocktail Bar• Trinity-Bellwoods
    4.2

Discover best romantic restaurants in Ossington

Discover the charm of Toronto's Ossington neighborhood with its selection of romantic dining options perfect for a special evening out. The area boasts a variety of restaurants that cater to those seeking a romantic ambiance, featuring cozy settings, intimate booths, and mood-enhancing lighting. Whether you're planning a date night or a meaningful celebration, each restaurant in Ossington offers a unique experience with menus that encourage sharing and connection. The dining scene in this vibrant district combines farm-to-table freshness with culinary sophistication, ensuring every meal is as memorable as it is delicious. Service across these establishments is noted for being attentive yet unobtrusive, adding to the overall enchanting experience. Indulge in a culinary adventure where each bite and moment shared adds to the romance of your evening. Ossington is truly a go-to destination for those looking to create special memories with their loved ones.

OpenTable
  • About Us
  • Blog
  • Careers
  • Press
More
Businesses
  • Restaurant reservation software
  • Industry insights
  • Hospitality resources
  • Marketing resources
  • Operation resources
  • How to open a restaurant
  • For restaurants
  • For restaurant groups
Join us on
  • Privacy Policy
  • Terms of Use
  • Cookies and Interest-Based Ads
  • Do Not Sell or Share My Personal Information
  • Cookie Preferences
Copyright © 2025 OpenTable, Inc. 1 Montgomery St Ste 500, San Francisco CA 94104 - All rights reserved.
OpenTable is part of Booking Holdings, the world leader in online travel and related services.
Booking Logo
Priceline Logo
KAYAK Logo
Agoda Logo
OpenTable Logo