Restaurantica
Live Entertainment & Interactive Dining icon

Windsor Restaurants

Live Entertainment & Interactive Dining
Live Entertainment & Interactive Dining icon

Windsor Restaurants

Live Entertainment & Interactive Dining
Live Entertainment & Interactive Dining dining experience

Live Entertainment & Interactive Dining

For restaurants where live music, comedy, games, performances, arcade play, classes, or hands-on formats make the meal interactive.

Average live entertainment & interactive dining score: 6.8/10

Good Options

Score 6.0-7.9 • 6 restaurants
1

Thompson House Restaurant & Pub

8.9
Live Entertainment & Interactive Dining · 7.5
British Pub · Olde Riverside · $$

Thursday-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.

2

On a Roll Sushi and Sliders

9.5
Live Entertainment & Interactive Dining · 7.5
Japanese · Downtown Windsor · $$

Weekend 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.

3

O'Maggio's Kildare House

8.7
Live Entertainment & Interactive Dining · 7.0
Irish Pub · Downtown Windsor · $$

The 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.

4

Harbour House Waterfront Eatery

8.5
Live Entertainment & Interactive Dining · 7.0
Seafood · Riverside Drive East · $$

Live music, close-up magic, and monthly Latin Night give the dining room a lively second gear while the seafood menu still carries the meal. It works for diners who want atmosphere without losing the food anchor.

5

Jose's Bar & Grill

8.8
Live Entertainment & Interactive Dining · 7.0
Tex-Mex · Roundhouse Centre / Howard Ave · $$

The 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.

6

Eastwood's Grill and Lounge

8.8
Live Entertainment & Interactive Dining · 6.0
Bar & Grill · Riverside Drive East · $$

The 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.