Best hotels in Windsor
Best hotels in Windsor: the best-rated on Staylist is Hyatt Place Windsor (AI score 8.7, typically $139 a night); the best-rated under $150 is Caesars Windsor- A Caesars Rewards Destination (AI score 9.1, typically $144 a night). Staylist lists 7 hotels in Windsor, Canada, each with a booking link.
More about hotels in Windsor
Across the 5 with a previously observed price, typical nightly rates run from about $122 to $139, with the middle around $138. Of the 7 with listed amenities, common ones include wi-fi in public areas (100%), gym (86%), indoor swimming pool (57%), restaurant (57%). Guests most often mention friendly host, clean and tidy, comfortable bed.
- 18.7Hyatt Place Windsor3-star$139 / night
- 28.6Holiday Inn Express Windsor Waterfront by IHG3-starCheck live price →
- 39.1Caesars Windsor- A Caesars Rewards Destination4-star · Pitt St E$144 / night
- 48.6DoubleTree by Hilton Windsor Hotel and Suites4-starCheck live price →
- 57.7Hampton Inn and Suites by Hilton Windsor2-star$138 / night
- 67.0Four Points by Sheraton Windsor Downtown3-star$122 / night
- 76.9Travelodge by Wyndham Windsor2-star$73 / night
Previously observed price; confirm current price and availability. Data updated 2 October 2026. How Staylist ranks hotels.