Book the Best HISTORIC Hotels in Pico Island in 2026

A mountain with a lake in the foreground.

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Recommended hotels in Pico Island

A stone building with a red roof, a paved pathway, and a stone wall with a red railing.

A row of stone buildings with red roofs and red umbrellas, a paved walkway, and a view of the ocean.

A coastal village with stone buildings, red roofs, and outdoor seating areas.

A compact hotel room with a bed, a sofa, a kitchenette, and a washing machine.

1. Aldeia das Adegas

Sao Roque do Pico

Nicholas

CA $167

CA $174 total

includes taxes & fees

Sep 22 - Sep 23

A spacious balcony with a clear view of the ocean and a patio area with outdoor furniture.

A modern living room with a sofa, coffee table, and decorative items. A kitchen is visible in the background.

A window with a view of the sea and a distant mountain range.

A modern bedroom with a large bed, a window, a chair, and a nightstand.

2. Vinhas do Calhau

Madalena

Bridget

CA $226

CA $235 total

includes taxes & fees

Sep 19 - Sep 20

A modern living room with a wicker ceiling light, a sofa, a chair, a small table, and a view of the sea through a door.

A modern interior with a dining area, a sofa, and a view of the outdoors.

A modern interior with a wooden dining table, benches, a sofa, and hanging wicker lamps.

A staircase with dark tiles, a wooden handrail, and a potted plant on the landing.

3. Casa do Porto Santa Cruz B&B

Lajes do Pico

CA $148

CA $154 total

includes taxes & fees

Sep 10 - Sep 11

A modern outdoor patio with a wooden deck, a white pergola, and a glass-enclosed dining area.

A hotel room with a bed, a nightstand, and a window with curtains.

A swimming pool with lounge chairs, a stone house, and a mountain in the background.

A modern building with a stone retaining wall and lush greenery.

4. Pico Dreams - Sportfish

Sao Roque do Pico

Rosemary Stevens

CA $122

CA $127 total

includes taxes & fees

Sep 28 - Sep 29

A rectangular pool with clear water, surrounded by stone walls and vegetation, with a mountain in the background.

A stone building with a red-tiled roof, a stone wall, and a mountain in the background.

A wooden interior with tables and chairs, large windows, and artwork on the walls.

A room with a large glass door leading to a stone wall and lush greenery outside.

5. Pico Vineyards

Madalena

Michelle

CA $425

CA $442 total

includes taxes & fees

Sep 15 - Sep 16

A pool area with a view of the ocean and rocky cliffs.

A restaurant with a high ceiling, stone walls, a bar area with shelves of bottles, and a tiled floor.

A tropical resort with a cobblestone courtyard, palm trees, and a red building with a green roof.

6. Aldeia da Fonte Hotel

Lajes do Pico

Teby V

CA $281

CA $293 total

includes taxes & fees

Aug 31 - Sep 1

A wooden deck with a railing overlooking a coastal view.

A bedroom with a bed, two bedside tables, a nightstand, a wall-mounted artwork, and a wooden ceiling.

A living room with a sofa, a television, and a wooden ceiling. There are curtains on the windows, and a balcony is visible through the doorway.

A room with a large window, a sliding glass door, and a wooden floor.

7. Sara Village

Sao Roque do Pico

Ronny

CA $137

CA $142 total

includes taxes & fees

Sep 11 - Sep 12

A wooden table and bench in a garden with a hot tub and a glass door leading to a room.

A rustic kitchen with wooden cabinets, a central island, and a dining table.

A pool with a view of the ocean and hills.

A bedroom with a bed, a wooden shelf with towels, a wooden coffee table with a remote control and a glass of water, and a leather sofa.

8. Aldeia dos Caldeirões

Madalena

"The place is beautiful, in a great location, private and secluded, with nice amenities such as hot tubs, pool, wood BBQ. It looks just like the pictures and overall, we enjoyed our stay. But, - very limited hot water. Takes long to warm up and then only lasts 5 minutes. Not enough for 2 showers. We could only fill the amazing bath up a few inches before it got cold, so kind of useless. - lots of ants, and when we complained, we were told to deal with it ourselves - there was a birds nest...

Evan

CA $152

CA $158 total

includes taxes & fees

Sep 6 - Sep 7