
Windsor Restaurants
Windsor Restaurants

Live Music & Entertainment
Venues featuring live performances and interactive dining experiences
Average live music & entertainment score: 7.0/10
Good Options
Thompson House Restaurant & Pub
8.9Thursday-to-Saturday live music is part of the pub's weekly identity, not a side note. Plan those nights when you want Thompson House to feel like a full social room: dinner, pints, and music all pulling in the same direction.
On a Roll Sushi and Sliders
9.5Weekend music and a rock-and-roll menu identity make the visit feel more active than a standard sushi dinner, especially for date nights and groups.
O'Maggio's Kildare House
8.7The pub leans into live-entertainment energy, especially Sunday afternoons, and the room is framed for family dinner, after-work pints, and bigger St. Patrick's Day crowds.
Jose's Bar & Grill
8.8The interactive side of Jose's comes through in trivia and sports-viewing cues, giving the room a reason to feel active beyond the food. This is the place to choose when the meal is part of a livelier night, not when the goal is a quiet tasting-menu pace.
Eastwood's Grill and Lounge
8.8The upstairs pool-room context gives Eastwood's an interactive social layer: this is the kind of casual room where nachos, wings, and poutine can sit beside a longer hang.




