Statesman, Military Officer, Writer
Statesman, Military Officer, Writer
1874
Woodstock, United Kingdom
British
$550
Winston Churchill stayed at the Ritz-Carlton Montreal, a Sherbrooke Street landmark that first welcomed guests in 1912. Its appeal today lies in the contrast between that grand history and a thoroughly comfortable modern stay. Afternoon tea is served in the Palm Court, where original details survive, while Maison Boulud pairs French cooking with local ingredients. An indoor saltwater pool looks out across the skyline. For travellers drawn to historic hotels, this is an address where the setting gives the famous guest list a sense of place.
Hôtel de Paris has faced Monte Carlo's Casino Square since 1864, pairing Belle Époque grandeur with harbour views and the storied Le Louis XV restaurant. Winston Churchill returned for year-end stays after 1945 and later occupied the top-floor suite that still carries his name.
Winston Churchill stayed here in 1949, when this Back Bay landmark was Boston's original Ritz-Carlton. Now The Newbury Boston, the same building gives its history a contemporary setting: softly coloured rooms, oak furnishings and, in selected rooms, views across the Public Garden. The Street Bar brings dark wood and an intimate neighbourhood atmosphere, while glass-enclosed rooftop restaurant Contessa looks out over the city. Opened in 1927 and reintroduced under its current name in 2021, it pairs a substantial past with a particularly useful address for Newbury Street shopping and garden walks.
Winston Churchill was among the guests of Brussels' Grand Hotel Astoria, long before its return as Corinthia in 2024. The revived Rue Royale address makes an occasion of arrival, with restored heritage salons and a reconstructed stained-glass skylight above Palm Court. Today's rooms bring softer contemporary comforts to the historic setting, while Le Petit bon bon serves Belgian brasserie cooking and Under The Stairs turns to cocktails. A modern spa adds a quiet counterpoint to the grand public rooms. This is a renewed chapter of the old Astoria, not a hotel frozen in Churchill's day.