Canada

Rosewood Hotel Georgia revives Vancouver's 1927 grande dame with Art Deco poise and contemporary polish. Laurence Olivier was among the screen legends who slept here, sharing its storied guestbook with Marlene Dietrich, Katharine Hepburn, Elvis Presley and Frank Sinatra.

Tom Cruise rented an entire penthouse floor at Shangri-La Vancouver while working in the city in 2013, turning the top of the tower into a private production-era residence. The arrangement fits the hotel's strengths: height, discretion and broad views over Vancouver. Rooms feel removed from street level, while the central address keeps the city within immediate reach.

Queen Elizabeth II and Prince Philip stayed in Outlook Cabin at Fairmont Jasper Park Lodge in 2005, choosing a private retreat within the Canadian Rockies. The royal visit captures the lodge's particular allure: seclusion without isolation, with mountain scenery and the rhythms of the lake close at hand. It is a grand hotel experience softened by cabins, woodland and open sky.

Leonardo DiCaprio joins a guest history at Château Frontenac that also includes Céline Dion, Charles de Gaulle and Charlie Chaplin. Few hotels possess a more cinematic silhouette, rising above Old Québec like a castle created for a film set. Inside, historic rooms and river views sustain the sense of occasion, while the city's cobbled streets begin just beyond the door.

Fairmont The Queen Elizabeth turned one Montreal suite into a piece of music history. John Lennon and Yoko Ono occupied Room 1742 for eight days in 1969, staging their Bed-In for Peace and recording Give Peace a Chance amid flowers, handwritten signs and a stream of visitors.

Fairmont Royal York is a four-star landmark hotel opposite Union Station in central Toronto. Its historic rooms, indoor pool, health club and restaurants occupy the same operating property where Queen Elizabeth II used the Royal Suite on multiple Toronto visits.

Bisha Hotel Toronto occupies a distinctive address in the city's entertainment zone, giving the stay an immediate connection to Toronto. The atmosphere is unfussy, allowing the destination itself to provide the sense of occasion.

George Clooney has been linked with a stay in the residence section of The Ritz-Carlton, Toronto during the city's film-festival season. The detail suits a property designed for privacy above the downtown crowds. Lake and skyline views give the rooms a sense of remove, while the central address keeps premieres and restaurants close—a useful balance when Toronto becomes a temporary capital of cinema.

Park Hyatt Toronto pairs Yorkville polish with the discretion of a private residence, moving from serene, art-led rooms to the skyline views and cocktail ritual of the Writers Room. Brad Pitt stayed here during the 2008 Toronto International Film Festival, when the hotel became part of the city’s cinematic orbit. The appeal remains quietly star-ready: museum-neighbourhood elegance, assured service and a calm retreat above the festival-season crowds.

JW Marriott Parq Vancouver draws its character from on-site dining and a five-star address in Vancouver's bustling entertainment quarter. The stay remains closely tied to Vancouver.

Ritz-Carlton Montreal offers a hotel base in Montreal. Its role is simple: a calm place to return to between time spent discovering the destination.

There is a clear focus at Loden Hotel: a spa and on-site dining, a boutique address in Vancouver, and the wider appeal of Vancouver just beyond the hotel.

The Westin Bayshore is a five-star hotel in Vancouver. The experience is deliberately straightforward, giving guests a composed base while the destination itself supplies the sense of occasion.

Opus Hotel Vancouver sits in central Vancouver, bringing together a fitness centre and on-site dining. The result is a well-placed stay with a clear sense of place.

The Sutton Place Hotel Vancouver sits in Vancouver, with a spa anchoring the stay. It is a five-star base for exploring Vancouver, shaped more by its setting than by spectacle.