Luxury City Holidays
There’s a certain thrill to a city break – the pulse of pavement cafés, the hush of galleries, the quiet glamour of checking into a sleek, centrally-located hotel. Our handpicked collection of luxury city escapes captures that energy, curating the world’s most magnetic metropolises with stays that blend style, culture and five-star finesse.
In Tokyo, tradition and technology move in perfect step. Michelin-starred dining, tucked-away shrines, and high-fashion shopping are all part of the mix. Across the Atlantic, The Setai Miami Beach is your sanctuary of serenity – all Art Deco poise and beachfront polish, moments from the city’s creative and culinary heart. For Parisian perfection, look no further than Rosewood Hôtel de Crillon, where 18th-century grandeur couples with modern elegance on Place de la Concorde. And in Dubai, sky-high indulgence meets souk-side charm, with bold design and warm hospitality at every turn.
These are escapes tailored to the curious and the cultivated, with private viewings, rooftop apéritifs and behind-the-scenes encounters all part of the journey. Whether it’s a chic weekend or a longer urban affair, let Winged Boots open the doors to your next city story.
There’s a certain thrill to a city break – the pulse of pavement cafés, the hush of galleries, the quiet glamour of checking into a sleek, centrally-located hotel. Our handpicked collection of luxury city escapes captures that energy, curating the world’s most magnetic metropolises with stays that blend style, culture and five-star finesse.
In Tokyo, tradition and technology move in perfect step. Michelin-starred dining, tucked-away shrines, and high-fashion shopping are all part of the mix. Across the Atlantic, The Setai Miami Beach is your sanctuary of serenity – all Art Deco poise and beachfront polish, moments from the city’s creative and culinary heart. For Parisian perfection, look no further than Rosewood Hôtel de Crillon, where 18th-century grandeur couples with modern elegance on Place de la Concorde. And in Dubai, sky-high indulgence meets souk-side charm, with bold design and warm hospitality at every turn.
These are escapes tailored to the curious and the cultivated, with private viewings, rooftop apéritifs and behind-the-scenes encounters all part of the journey. Whether it’s a chic weekend or a longer urban affair, let Winged Boots open the doors to your next city story.
There’s a certain thrill to a city break – the pulse of pavement cafés, the hush of galleries, the quiet glamour of checking into a sleek, centrally-located hotel. Our handpicked collection of luxury city escapes captures that energy, curating the world’s most magnetic metropolises with stays that blend style, culture and five-star finesse.
In Tokyo, tradition and technology move in perfect step. Michelin-starred dining, tucked-away shrines, and high-fashion shopping are all part of the mix. Across the Atlantic, The Setai Miami Beach is your sanctuary of serenity – all Art Deco poise and beachfront polish, moments from the city’s creative and culinary heart. For Parisian perfection, look no further than Rosewood Hôtel de Crillon, where 18th-century grandeur couples with modern elegance on Place de la Concorde. And in Dubai, sky-high indulgence meets souk-side charm, with bold design and warm hospitality at every turn.
These are escapes tailored to the curious and the cultivated, with private viewings, rooftop apéritifs and behind-the-scenes encounters all part of the journey. Whether it’s a chic weekend or a longer urban affair, let Winged Boots open the doors to your next city story.
Luxury city hotels
Explore our personal travel managers' curated list of luxury city hotels.
Luxury city hotels
Explore our personal travel managers' curated list of luxury city hotels.
The Chancery Rosewood
London, UK
Experience unparalleled luxury where time restraints are non-existent at this exceptional Mayfair hotel. Featuring fine dining across upscale restaurants and bars and hyper-personalised service, every moment is thoughtfully curated.
Experience unparalleled luxury where time restraints are non-existent at this exceptional Mayfair hotel. Featuring fine dining across upscale restaurants and bars and hyper-personalised service, every moment is thoughtfully curated.
Experience unparalleled luxury where time restraints are non-existent at this exceptional Mayfair hotel. Featuring fine dining across upscale restaurants and bars and hyper-personalised service, every moment is thoughtfully curated.
Rosewood Hong Kong
Hong Kong, Far East
A vertical estate anchored at the heart of Victoria Harbour, Rosewood Hong Kong is a cultural centerpiece that combines globally inspired dining and refined accommodations, while remaining deep-rooted in the local community.
A vertical estate anchored at the heart of Victoria Harbour, Rosewood Hong Kong is a cultural centerpiece that combines globally inspired dining and refined accommodations, while remaining deep-rooted in the local community.
A vertical estate anchored at the heart of Victoria Harbour, Rosewood Hong Kong is a cultural centerpiece that combines globally inspired dining and refined accommodations, while remaining deep-rooted in the local community.
Rosewood Villa Magna
Madrid, Spain
Set in Madrid’s beloved Salamanca district, Rosewood Villa Magna is your gateway to a world of city urban buzz, cutting-edge cuisine, and high-end spa afternoons—plus you’re just a stroll from Madrid’s iconic cultural treasures.
Set in Madrid’s beloved Salamanca district, Rosewood Villa Magna is your gateway to a world of city urban buzz, cutting-edge cuisine, and high-end spa afternoons—plus you’re just a stroll from Madrid’s iconic cultural treasures.
Set in Madrid’s beloved Salamanca district, Rosewood Villa Magna is your gateway to a world of city urban buzz, cutting-edge cuisine, and high-end spa afternoons—plus you’re just a stroll from Madrid’s iconic cultural treasures.
Hotel De Crillon A Rosewood Paris
Paris, France
Step into the heart of Paris at Hôtel de Crillon. Nestled near Place de la Concorde, this iconic landmark invites you to experience refined luxury, exquisite French dining, and magical Parisian moments.
Step into the heart of Paris at Hôtel de Crillon. Nestled near Place de la Concorde, this iconic landmark invites you to experience refined luxury, exquisite French dining, and magical Parisian moments.
Step into the heart of Paris at Hôtel de Crillon. Nestled near Place de la Concorde, this iconic landmark invites you to experience refined luxury, exquisite French dining, and magical Parisian moments.
next trip today
Our expert team of personal travel managers are ready to craft your perfect journey. From business trips to luxury leisure holidays, simply put your pin in the map, and we’ll make it happen.
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10 reasons to book with Winged Boots
You'll soon understand why we're a leading luxury travel specialist
New York City
New York City sits where the Hudson River meets the Atlantic Ocean on the East Coast of the United States. It's filled with legendary landmarks like the Empire State Building and the Statue of Liberty.
Hotel De Crillon A Rosewood Paris
Step into the heart of Paris at Hôtel de Crillon. Nestled near Place de la Concorde, this iconic landmark invites you to experience refined luxury, exquisite French dining, and magical Parisian moments.
Aman Tokyo
Located in the heart of Tokyo, this luxury hotel offers serene, minimalist accommodations with panoramic city views. Guests enjoy a spa, fine dining and a tranquil atmosphere, ideal for relaxation amid the bustling urban environment.
Corinthia Hotel London
Corinthia Hotel London is a grand hotel located in Westminster. It's a stone's throw away from the city's attractions, the renowned ESPA Life spa and some of the largest luxury rooms in Central London.
Hotel Arts Barcelona
Hotel Arts promises an unforgettable escape with Barcelona's breathtaking beachfront at your side. This five-star gem blends luxurious amenities with exquisite interior design, ensuring all guests experience unmatched elegance and comfort.
The Ritz-Carlton New York, Central Park
The Ritz-Carlton New York, Central Park is a contemporary hotel on Central Park South, close to Manhattan's top attractions. It has spacious residential-style accommodation, a results-driven spa and a world-class kids' club.
Toronto & New York City, 8 Days
From Niagara’s thundering falls to Manhattan’s glittering skyline, this seven-night city-hopping escape blends eco-luxe living in Toronto with artistic flair in New York - complete with private tours, skyline views and unforgettable urban moments.