Imagine waking up to the sound of birdsong, opening your doors and looking out over rolling hills dotted with olive trees and cork oaks. With a cup of coffee in hand, you ease into the day as the morning sun rises, this is what staying in Alentejo feels like. From stylish country houses surrounded by vineyards to cozy B&Bs hidden in nature, this region in Portugal is all about space, tranquility and pure beauty. In this guide, we share the best places to stay in Alentejo, including unique boutique hotels and charming countryside escapes.
1. Octant Évora: A luxury hotel in Alentejo surrounded by hills and vineyards
A truly stunning place to stay, surrounded by rolling hills and vineyards, is Octant Évora. This luxury hotel offers high-end comfort without feeling over the top. Everything here is designed for relaxation, and with such a vast estate set in the Alentejo countryside, unwinding comes naturally. The property features both stylish hotel rooms and private villas, creating a peaceful oasis where you can truly slow down. The design is minimalist, with warm earthy tones that blend beautifully into the surroundings. Scattered across the estate, you’ll find several infinity pools that seamlessly merge with the landscape. It’s also a great place for a scenic walk. The on-site restaurant is known for its excellent cuisine, prepared exclusively with fresh, local ingredients.
Octant Évora
A luxury retreat for those looking to escape the hustle and bustle of Lisbon and unwind among the vineyards. Relax by the infinity pools, enjoy regional cuisine and indulge in the spa. Rates start at around €250 per night, including breakfast.
Comfort is in no short supply at this property. In addition to beautiful pools, a scenic walking trail and even food trucks on-site, you can also make full use of the excellent spa facilities. There’s a sauna and steam room, a range of wellness treatments, and for those who like to stay active, a well-equipped gym.
Tip: Just a 20-minute drive from Octant Évora, you’ll find the historic city of Évora, one of the best-preserved medieval towns in the Alentejo region. Wondering what to do there? Check out our tips for Évora.
2. Land of Alandroal: a charming boutique hotel in Alentejo
Sometimes you simply want to stay somewhere where everything feels just right — and Land of Alandroal is exactly that kind of place. This charming boutique hotel, located in the village of Alandroal, is set in a traditional Alentejo property that has beautifully preserved its authentic character after renovation, while seamlessly incorporating modern comforts. You can stay in atmospheric rooms with wooden beams and whitewashed walls, or opt for one of the stunning suites overlooking the rolling countryside.
Land of Alandroal
If you truly want to escape the hustle and bustle and fully immerse yourself in nature, Land of Alandroal is the perfect choice. This charming retreat, tucked away among cork trees and rolling hills, radiates peace and simplicity. Rooms start at around €300 per night, including breakfast.
Due to the property’s beautiful yet somewhat remote location, the restaurant is where you’ll enjoy breakfast and dinner. Luckily, this is far from a chore. The restaurant not only boasts stunning architecture but also serves excellent traditional local cuisine. Don’t forget to relax in the spa facilities and take a dip in the pleasantly heated swimming pool.
3. Monte da Estrela: a small-scale family hotel in Alentejo
This small family-run hotel, Monte da Estrela, is one of our favorite places to stay in the Alentejo region. Guests are welcomed with open arms and quickly become part of the family during their stay. Sharing drinks and meals is a given, and incredibly enjoyable. The serene location and almost timeless interior create a warm, inviting atmosphere. You can easily spend several days here without ever getting bored.
Monte da Estrela
At Monte da Estrela, everything is centered on simple pleasures, from long meals made with fresh local produce to relaxing by the pool. And the best part? The owners greet you with open arms, making you feel completely at home in this special retreat in the heart of the Alentejo region. The average nightly rate is around €180.
Scattered throughout the hotel’s lobby are posters showcasing the renovation of the mansion. A remarkable project the family has poured their passion and dedication into. It’s truly fascinating to see! The property also features a small spa and some fitness equipment, but the main focus here is on relaxing and enjoying your stay.
4. Montimerso Skyscape Countryhouse: an eco-friendly resort in Alentejo
What makes Montimerso Skyscape Countryhouse so special is that this eco-friendly resort is located in the heart of the Alqueva Dark Sky Reserve, one of the best places in the world for stargazing. During the day, you can explore the stunning surroundings, including the charming village of Monsaraz, just a 10-minute drive away. At night, fall asleep under a breathtaking star-filled sky, surrounded only by the sounds of nature. With its unique location and immersive experience, Montimerso Skyscape Countryhouse is truly one of the best places to stay in Alentejo.
Montimerso Skyscape Countryhouse
At Montimerso, you’ll sleep under a twinkling starry sky in the heart of the Alqueva Dark Sky Reserve. Experience a peaceful oasis, take in the stunning natural surroundings, and enjoy endless panoramic views. Overnight rates range from €175 to €300, depending on the room type.
Tip: Visiting the village of Monsaraz is one of the best things to do in Alentejo, but there is much more! How about buying beautiful handmade ceramics? Or taking a walk through the cork oak forest, ending with a well-deserved wine tasting? Alentejo is definitely worth exploring!
Fun activities in the Alentejo region of Portugal
From relaxing wine tastings at local vineyards to hiking through expansive cork oak forests and exploring picturesque villages, Alentejo offers plenty of activities to fully immerse yourself in the region’s peace and natural beauty. Discover historic towns, savor the local cuisine, and experience the charm of authentic Portuguese life.
Combine your trip to Alentejo with Lisbon
Want to expand your Alentejo trip with a city break? Fly to Lisbon and explore the charming streets, iconic trams, and the remarkable Belém district, with its impressive monuments and delicious pastéis.
Wondering what to do during your city break? Check out our tips for what to do in Lisbon. Also useful: discover where to stay in Lisbon, from charming boutique hotels to centrally located guesthouses.
For extra freedom during your trip, you can rent a car in Lisbon via Sunnycars and explore the Alentejo region and beyond at your own pace.
Tailor-made trip to Portugal
Do you want to experience the peace and beauty of Alentejo at your own pace? Let us create a tailor-made trip for you. Stay in charming country houses and cozy B&Bs, explore rolling hills dotted with vineyards and cork oaks, and savor the region’s delicious local cuisine. We take care of everything down to the smallest detail, from flights and accommodations to excursions, wine tastings, and authentic culinary experiences. As your personal travel advisor, we ensure your Alentejo adventure is fully customized to your wishes. Request your Alentejo travel proposal today!
