Choosing from the many boutique hotels in Alentejo can be difficult, but with Lulu's fabulous selection of chic city hotels and luxury country retreats, you are sure to make the right choice. From the romantic Pousada de Estremoz to the family-friendly Casa do Largo, Lulu's collection of chic hotels and B&Bs in Alentejo is second to none.

All of our boutique hotels in the Alentejo have something special that sets them apart from the rest, so browse our collection of small luxury hotels and boutique villas today to find your perfect Chic Retreat.

Showing 1-10 of 14 results

Herdade de Vale do Manantio - Alentejo, Portugal

Hide & Chic Retreats

Good for:

experiencing Portugal at its most authentic

Portuguese hospitality doesn't get better than this.  Herdade de Vale do Manantio is a breathtaking boutique hotel situated in Alentejo, Southern Portugal.

Welcome drink.

per room per night  EUR 150
Prices from

Casa do Largo - Alentejo, Portugal

City Chic Retreats

Good for:

the perfect base to explore the Alentejo region

Casa do Largo is hidden behind a white façade. It is an old, traditional family house that has been transformed into a gorgeous, small chic hotel with 7 rooms.

5% off room rate
per night  EUR 110
Prices from

Cerca do Sul - Alentejo, Portugal

Budget Chic Retreats

Good for:

amazing value in a fantastic location

Cerca do Sul is a small boutique B&B in Odemira on the south coast of Alentejo. This gorgeous beach retreat has a bright seaside-style and a large pool, great for relaxing in the sun, or get active with a surfing course.

A welcome drink & room upgrade (subject to availability)

per room per night (min 2 night stay)  EUR 60
Prices from

Herdade da Chamine - Alentejo, Portugal

Chic Houses & Luxury Villas

Good for:

creating your own tailor-made experience

Herdade da Chamine is a small luxury villa in the rolling hills of Alentejo. This laid-back rural retreat has just 4 rooms for individual or exclusive rental, an outdoor pool, an amazing list of activities and serves great local food.

A welcome drink

per room per night  EUR 206
Prices from

Herdade da Malhadinha Nova - Alentejo, Portugal

Country Chic Retreats

Good for:

exclusive rental, an amazing list of activities & great local food

Herdade da Malhadinha Nova is a beautiful country farmhouse, privately owned, where tradition and modern comforts have been blended effortlessly and with taste, style and charm.

5% off room rate
per room per night.  EUR 250
Prices from

Herdade do Nespereira - Alentejo, Portugal

Hide & Chic Retreats

Good for:

a relaxing holiday for all of the family on an expansive estate in Alentejo

Just 10 miles inland Herdade do Nespereira in Alentejo has been designed for guests in search of a holiday immersed in nature yet surrounded by creature comforts.  The 4 private self-catering villas all have vast bathrooms and plenty of space to enjoy inside and out.  The villas share an outdoor poool and there is also a clubhouse and cafe.

Welcome drinks and hamper

per house per week  EUR 700
Prices from

Imani Country House - Alentejo, Portugal

Hide & Chic Retreats

Good for:

a charming rural retreat just an hour from Lisbon

Imani Country House is 60 minutes from Lisbon and just 10 minutes from Evora.  An unassuming and beautifully stylish & soulful small boutique hotel Imani is a converted agricultural farm surrounded by 4 acres of land complete with donkeys and sheep. Relax in a hammock, choose between two pools and enjoy a fresh and delicious breakfast.

Welcome drinks.

per room per night  EUR 135
Prices from

Monte Gois Country House and Spa - Alentejo, Portugal

Country Chic Retreats

Good for:

a happy and peaceful Chic Retreat in Alentejo just an hour from Faro

Catia and Ricardo are the young, creative owners behind Monte Gois Country House and Spa, Alentejo, Portugal.  The rooms at this small boutique hotel are filled with vibrant colours and light and the lovely pool has a shaded area with hammocks and lounges, perfect for a relaxing holiday.

Welcome drinks.

per room per night  EUR 85
Prices from

Pousada de Alcacer do Sal - Alentejo, Portugal

Budget Chic Retreats

Good for:

good food and great service in a ancient castle

Pousada de Alcacer do Sal has been expertly converted from the thousand-year-old Alcácer castle overlooking the fertile valley of the Sado River into a beautiful boutique hotel. This chic retreat has a fascinating & visible history.

A fruit basket & water in room

per room night  EUR 110
Prices from

Pousada de Arraiolos - Alentejo, Portugal

Budget Chic Retreats

Good for:

staying in a historical Pousada with simple , stylish interiors

Pousada de Arraiolos is a luxury hotel in a converted 16th-century convent in Alentejo. This historical pousada has been thoughtfully restored with simple contemporary interiors and a large swimming pool with wonderful country views.

A fruit basket & water in room

per room per night  EUR 110
Prices from
Showing 1-10 of 14 results