Gatsby by Windsor Arms

Elegant Pre-Show Dining with a Vintage Twist

Located in the heart of Toronto’s upscale Yorkville neighborhood, Gatsby by Windsor Arms is a stylish, retro-glam restaurant that blends old-school sophistication with modern culinary flair. Inside the historic Windsor Arms Hotel, it's just a short walk or ride from major concert venues and nightlife hotspots, making it an ideal spot for an elevated night out. Think chandeliers, velvet banquettes, and a menu filled with refined takes on Contemporary American cuisine.

Why Concert-goers love it

Gatsby is the kind of place where you can sip a craft cocktail and still make your show on time. Its location near downtown’s major venues means you can dine without the stress of traffic or parking. The atmosphere strikes a perfect balance between lively and intimate—ideal for pre-show energy that doesn’t overwhelm. Service is known to be efficient and attentive, especially for guests on a time crunch before curtain call.

Who this Restaurant is great for

• Groups of friends looking for a swanky spot to kick off the night
• Solo travelers wanting a classy meal before their dream concert
• Couples making a romantic weekend of a show in the city
• Fans who like a buzz-worthy, social atmosphere before heading to the venue
• Budget-conscious music lovers looking for happy hour drinks or light bites without compromising elegance

What People Say

Reviews on TripAdvisor and OpenTable praise Gatsby’s gorgeous Art Deco design and exceptional cocktail list. Diners love the elevated comfort food, from truffle mac and cheese to perfectly-cooked steaks. Many comment on the staff’s attention to detail and thoughtful service, especially when accommodating pre-show timelines. The quiet, intimate setting also gets high marks, offering a welcome escape from the city’s noise.

Areas for Improvement

While the atmosphere and decor are consistently praised, a few guests note that menu prices can feel a bit steep, especially for smaller portions. Some also mention that the vibe may feel more refined than rowdy—great for a date, not a rowdy pre-party.

The Bottom Line

For concert-goers who want a touch of glamour, great food, and a convenient location, Gatsby by Windsor Arms hits all the right notes.