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Pestana Churchill Bay

Award-Winning Waterfront Boutique Escape in Madeira with Rooftop Pool

9.4
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.

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

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Location

Pestana Churchill Bay
R. Nossa Sra. da Conceição 17, 9300-113 Câmara de Lobos Madeira Portugal

Pestana Churchill Bay is in the small fishing town of Camara de Lobos, opposite a pebble beach and a harbour. It’s just a 15-minute drive from Madeira’s capital, Funchal and approximately a 45-minute drive from Cristiano Ronaldo International Airport (FNC). Airport transfers are not included in your package, please plan accordingly.

Need flights? Our dedicated flights concierge can assist with all your flight requirements. Contact sales@luxuryescapes.com.

Facilities

Fine Print

UPDATE [19 Nov 2021]: Room upgrades are strictly subject to availability and cannot be guaranteed.

See full booking terms and conditions.

Package Inclusions: Inclusions are correct at the time of purchase. Refer to your booking confirmation for details. Please note package inclusions for extra guests vary depending on the rate selected, please choose your package carefully.

Please Note:

  • Dining inclusions do not include beverages (unless otherwise stated). Menus are subject to change without notice.

Important: The hotel, transportation and/or destination you are travelling to may have health and vaccination requirements in place. Please ensure you stay up to date with any requirements prior to your departure.

The property, facilities and dining are subject to government regulations and restrictions. Please check the property website for the most up-to-date information as some of the services may be impacted.

Scoopon reserves the right to modify prices for marketing and commercial reasons. Please note that full terms and conditions apply.

LuxPlus+ Terms & Conditions:

  • LuxPlus+ pricing and bonus inclusions apply to LuxPlus+ members only. Please ensure you are signed into the account associated with your LuxPlus+ membership while booking.
  • Bonus inclusions will be automatically applied during checkout when you make a booking with a participating hotel using the account associated with your LuxPlus+ membership.
  • Please note: Bonus inclusions vary depending on the participating hotel. Please refer to your package inclusions upon checkout/purchase to confirm the bonus inclusions associated with your booking.
  • Bonus inclusions are only available when the LuxPlus+ member is the primary traveller on the booking.
  • LuxPlus+ bonus inclusions are not available for bookings made back-to-back (separate bookings for consecutive nights’ stay) at the same hotel. In the instance of back-to-back bookings at the same hotel being made, you will only receive the included benefits once.

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Reviews

9.4
Exceptional
Reviews from Google
Andrew S.
Reviewed 24 Jul 2025
10
Staff, accommodation and food justify a 5* rating. Staff are so helpful and kind. Hotel is set in a lovely location with views around Churchill Bay.
Recommends this hotel
10
Solange L.
Reviewed 14 Jan 2025
10
5 * - really recommend this Pousada, it exceeded my expectations. Staff are friendly, great breakfast, facilities and rooms are in wonderful conditions, all very modern and clean. Really enjoyed the outdoor pool and sauna. The view to Câmara de Lobos' bay is perfect because you can hear the noise from the sea making it a very relaxing holiday.
Recommends this hotel
10
Alice N.
Reviewed 05 Oct 2024
10
This is a very comfortable hotel right on the seafront of a picturesque fishing village. The setting is stunning, with a backdrop of banana terrace plantations. The village still has the charm that made it popular with Churchill as a view for his painting. The hotel is not shy of playing the Churchill card, with a statue by the front entrance. The staff are very friendly and helpful. Breakfast is on the top terrace, where the pool is located. Sun lovers will like the pool in the full sun in the morning and early afternoon. If you prefer shade, go late afternoon.
Recommends this hotel
10
Helene S.
Reviewed 25 Sep 2024
10
Beautiful location, friendly staff and delicious breakfast. Highly recommended! Great view from the room and close proximity to the bay, where you can go for a swim and watch the colourful fishes. However, I would try to get room on the second floor. Our room was on the first floor, and there's frequently people walking by on the street, who will look straight into your room if you don't close the blinds all the time.
Recommends this hotel
10
Reviews: 1-4 of 4
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