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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.

LuxPlus+ benefits will not be awarded in relation to any purchases, transactions or non-transactional actions that are reversed, cancelled and/or refunded.

LuxPlus+ member discounts and bonus inclusions cannot be converted or exchanged for cash.

Luxury Escapes reserves the right to review all bookings and bonus inclusions to ensure compliance with LuxPlus+ terms and conditions.

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Reviews

9.4
Exceptional
Reviews from Google
Andrew S.
Reviewed 23 Oct 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
Avril G.
Reviewed 28 Sep 2025
10
Lovely, small hotel in Camara de Lobos. Best view, lovely pool area with sun beds always available, great restaurant, staff all cheerful and helpful and very comfortable rooms. Had a perfect stay here for a week.
Recommends this hotel
10
Terry S.
Reviewed 16 Sep 2025
10
Had lunch in the hotel which is very good and has a connection to Winston Churchill. The hotel overlooks the harbour of Camra de Lobo which is very pretty.
Recommends this hotel
10
Linsey O.
Reviewed 06 Oct 2025
8.0
Perfect location right on the bay in Câmara de Lobos! Easy walk to lots of lovely restaurants. The staff were really friendly and everything was spotlessly clean. Great breakfast selection and a good restaurant on site. The pool area is lovely – and the Rosé Sangria is honestly the best we’ve ever had! The only small downside was the bed – two singles pushed together, and the mattress was a bit firm for our liking. A proper double bed or a topper would make it even better. Beautiful walk along the promenade into Funchal. Overall, a fantastic stay – we’d definitely come back!
Recommends this hotel
8.0
Reviews: 1-4 of 4
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