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Pestana Churchill Bay

Award-Winning Waterfront Boutique Escape in Madeira with Rooftop Pool

Pestana Churchill Bay logo

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.

Luxury Escapes inclusions (select packages only):
  • Start the day right with daily breakfast of local produce and fresh fruit
  • Up the stakes with a room upgrade to the next available category, subject to availability
  • Toast to your stay with a welcome drink on arrival
  • Sample the local tipples with a complimentary bottle of wine (for stays of 4+ nights)
  • Local delicacies will taste even better with 10% off at Pier One restaurant (for stays of 5+ nights)

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

1 to 21 Nights packages available

package Options

Select duration
Bay View Deluxe Room
Bay View Deluxe Room
Enjoy views over Churchill Bay from your balcony in this contemporary ground-floor room, where modern comforts make for a stress-free stay.
Size: 20
Members get access to exclusive rates
Option 1
Waterfront Escape
  • Daily breakfast
  • Room upgrade, subject to availability
  • Welcome drink
  • Inclusions valid for up to two guests
Bay View Deluxe Superior Room
Bay View Deluxe Superior Room
Wake up to the sights and sounds of Churchill Bay from your Superior Room, with first-floor views over the bay from your balcony.
Size: 20
Members get access to exclusive rates
Option 1
Bay View Deluxe Upgrade
  • Daily breakfast
  • Room upgrade, subject to availability
  • Welcome drink
  • Inclusions valid for up to two guests
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