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Pestana Churchill Bay

Award-Winning Waterfront Boutique Escape in Madeira with Rooftop Pool

9.2
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Immerse yourself in history and heritage of Madeira with an escape to Pestana Churchill Bay, the first hotel in the fishing town of Câmara de Lobos. Listed as a TripAdvisor Traveller’s Choice Best of the Best in 2021, placing it in the top 1% of properties worldwide, the unique hotel pays homage to one of the bay's most famous visitors, Winston Churchill, with inspirational quotes and framed memorabilia dotted across the two buildings it inhabits.

Sitting opposite a black pebble beach and just 15 minutes drive from Madeira’s capital, Funchal, it’s perfectly placed for island exploring. Split across the former Council Chambers and fish market buildings on the seafront, Pestana Churchill Bay takes full advantage of its sensational setting – spend hours sauntering between the panoramic rooftop pool and sauna before sampling local delicacies at the bay-facing Pier One Restaurant. Don’t forget to order a tipple or two – Câmara de Lobos is the island’s main wine-producing area, so trying the local drops are practically compulsory.

Tripadvisor Travellers’ Choice, Best of the Best 2021 – Top 25 Hotels for Romance – Portugal

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9.2
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