Located in the historic citadel of Cascais, the Hotel Pestana Cidadela is a Pousada with a modern twist. The historic citadel has been carefully-restored and renovated to incorporate its own on-site art district, including installations and galleries, as well as an in-house “art concierge". The property offers 133 rooms including 23 suites – we particularly recommend the Superior rooms with sea views which also overlook the marina. The hotel is a five-minute walk from Cascais’s centre and a two-minute walk from the famous Santa Maria Lighthouse. Facilites also include a spa, fitness room, and both indoor and outdoor swimming pool. There is a bar and two restaurants: the ‘Maris Stella’ is where breakfast is served overlooking the marina, and the ‘Taberna Da Praca’ offers an inviting space for lunch or dinner specialising in local Portuguese cuisine.
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Contact our expert team for first-hand advice and a tailor-made quotation.
Thomas Brown
Senior Reservations Consultant
Short Break
Highly Recommended
Palacio Ludovice
Lisbon, Portugal
This former private residence dating back to the 18th century has been lovingly restored into a stylish property in the heart of downtown Lisbon between the Bairro Alto and Chiado districts.
Short Break
Highly Recommended
Pestana Cidadela Cascais
Lisbon, Portugal
deluxe
Located in the historic citadel of Cascais, the Hotel Pestana Cidadela is a Pousada with a modern twist.
Short Break
Highly Recommended
Parador Casa da Insua
The Algarve, Portugal
The first Parador outside Spain, Casa da Ínsua is an elegant Baroque mansion in Penalva do Castelo, a small village in the centre of Portugal, close to the city of Viseu.
Short Break
Domes Lake, Vilamoura
The Algarve, Portugal
deluxe
Just half an hour from Faro is the resort of Vilamoura, with its marina ringed by restaurants and bars. The Domes resort is a five-minute walk from the centre, on the edge of a vast private lake and just 10 minutes from a long, sandy beach.
Short Break
Castanheiro
Madeira, Portugal
superior
Located in the heart of Funchal and made up of five interconnecting buildings, Castanheiro offers a blend between old and new. Close to the City Hall and alongside the Palace of Jesuits, the hotel is a short walk from many museums, bars and restaurants.
Short Break
Senhora da Guia
Cascais, Portugal
superior
This elegant retreat is located within the protected area of the Sintra Cascais Natural Park, close to the magnificent beach at Guincho and just two miles from Cascais. It offers an intimate environment where the emphasis is on personal service.
Short Break
Farol
Cascais, Portugal
deluxe
In a dramatic location next to the historic lighthouse and a 15-minute walk from the centre of town, the Farol is a striking modern design hotel housed in a 19th Century mansion overlooking the sea.
Short Break
Four Seasons The Ritz
Lisbon, Portugal
deluxe
This famous hotel, built in 1959, is under Four Seasons management. Situated on one of Lisbon’s seven hills, it enjoys spectacular views over Eduardo VII Park, St. George’s Castle and the old town. The hotel has spacious and extremely elegant public rooms with paintings, tapestries and sculptures.
Short Break
Herdade da Malhadinha Nova
Alentejo, Portugal
In the heart of the Alentejo countryside, the wine estate of Herdade da Malhadinha Nova is two hours drive from Lisbon and 90 minutes from Faro Airport to the south.
Short Break
Casa Velha Do Palheiro
Madeira, Portugal
Built in the early 19th century, the Casa Velha is now a luxurious country house hotel set in landscaped, subtropical gardens in the hills to the east of Funchal.
Tailor-made Holiday
Port & the Wines of the Douro Valley
Oporto, The Douro Valley
At the mouth of the Douro River, Oporto is the gateway to the dramatic valley which stretches as far as the plains of Castille and is home to acres of vines from which Oporto's famous eponymous wine is produced.
7 night price from £1,689 pp low season, £2,048 pp high season
What's Included
Tailor-made Holiday
Lisbon and Oporto
Lisbon, Oporto
Oporto is a charming, unspoiled Portuguese city and makes for a perfect escape, whether you are a Port connoisseur or not… Port tasting and cellar tours are a great way to experience the city’s most famous product and can be arran...
7 night price from £1,298 pp low season, £1,536 pp high season
What's Included
Cultural Tours & Music Holidays
The Spectator Club Tour to Porto & The Douro Valley
Oporto, The Douro Valley
At the mouth of the Douro River, Oporto is the gateway to the dramatic valley which stretches as far as the plains of Castille and is home to spectacular terraced vineyards from which the eponymous wine is produced.
What's Included
Cultural Tours & Music Holidays
Palaces & Galleries of Lisbon
Lisbon
Lisbon, ‘City of the Navigators’, was once the heart of Europe’s maritime power and memories of this Golden Age are still clearly evident today. Our five-night tour will uncover the city’s glittering, powerful history hidden beneath its friendly façade.
5 nights price from £2934 per person
Departs: 21 Sep 2026, 15 Mar 2027, 18 Oct 2027
What's Included
Cultural Tours & Music Holidays
The Peninsular War
Lisbon
Our new itinerary following the Duke of Wellington’s campaign in the Peninsular War is based in Lisbon and the Alentejo region in the south of Portugal, and combines the fascinating history of this conflict with some of the country’s most beautiful landscapes, delicious local cuisine and mediaeval architecture.
What's Included
Cultural Tours & Music Holidays
The Kirker Music Festival in Madeira
Madeira
Our Kirker Music Festival to the subtropical island of Madeira combines winter sunshine with private concerts and exotic gardens. Staying at one of Europe’s most famous grand hotels, the elegant and historic Reid’s Palace, we will enjoy exclusive concerts each evening and explore this diverse island’s astonishing range of plants, trees and shrubs which cover the dramatic volcanic landscape.
6 nights price from £4989 per person
Departs: 21 Nov 2026
What's Included
Cultural Tours & Music Holidays
Porto & The Douro Valley
Oporto, The Douro Valley
At the mouth of the Douro River, Oporto is the gateway to the dramatic valley which stretches as far as the plains of Castille and is home to spectacular terraced vineyards from which the eponymous wine is produced.
4 nights price from £3389 per person
Departs: 29 Sep 2026, 20 Sep 2027
What's Included
Speak to an expert - 020 7593 2288
Our expert reservations team regularly travel to a wide range of destinations to explore new cities, visit hotels and to research museums, galleries and restaurants so that we can offer the most up-to-date advice and recommendations.
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