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Go beyond your typical stay in Santiago Maior

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Nov 12 - Nov 13
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Nov 13 - Nov 14
This weekend
Nov 13 - Nov 15
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Nov 20 - Nov 22

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Our top choices for Santiago Maior hotels

A swimming pool with lounge chairs and umbrellas, surrounded by greenery and a stone sculpture.

1. São Lourenço do Barrocal

São Lourenço do Barrocal
5.0 star property
Reguengos de Monsaraz
9.8 out of 10, Exceptional, (121 reviews)
"Excellent hotel, top quality"
United Kingdom
Sajit
The price is ￥63,212
￥67,005 total
includes taxes & fees
Nov 15 - Nov 16
São Lourenço do Barrocal
A stone pathway leading to a building with a white facade and brick columns.

2. Land of Alandroal

Land of Alandroal
5.0 star property
Alandroal
9.8 out of 10, Exceptional, (20 reviews)
"If you are looking for a place to relax an unwind- see stunning sunsets and just be - this is the place"
Canada
Ana
The price is ￥23,955
￥25,393 total
includes taxes & fees
Nov 25 - Nov 26
Land of Alandroal
A bedroom with a bed, bedside lamps, a nightstand, and a window with a view.

3. Estalagem de Monsaraz

Estalagem de Monsaraz
3.0 star property
Reguengos de Monsaraz
9.0 out of 10, Wonderful, (136 reviews)
"Rustic and quaint 200 year old manor outside the town walls. Short walking distance to the castle. The staff was friendly and my husband and I bonded with the charming cat Nina."
United States
ELISA
The price is ￥12,116
￥12,843 total
includes taxes & fees
Dec 13 - Dec 14
Estalagem de Monsaraz
A buffet table with various food items and a coffee station.

4. Convento da Orada

Convento da Orada
3.0 star property
Reguengos de Monsaraz
9.6 out of 10, Exceptional, (17 reviews)
"We loved this property! It was located in a stunning location and was very well maintained. The included breakfast had many options. Only thing that would have been nice was a greek yogurt option vs just natural yogurt but other than that it was great."
Canada
Kimberly
The price is ￥20,869
￥22,120 total
includes taxes & fees
Nov 18 - Nov 19
Convento da Orada
A poolside area with lounge chairs and umbrellas, overlooking a body of water and hills.

5. Herdade dos Delgados

Herdade dos Delgados
4.0 star property
Mourão
9.2 out of 10, Wonderful, (50 reviews)
"Beautiful view and pool"
United States
Marcelo
The price is ￥22,953
￥24,330 total
includes taxes & fees
Dec 10 - Dec 11
Herdade dos Delgados
A courtyard with a tree bearing lemons, a white building with arches, and a bell tower in the background.

6. Casa Dona Antonia - Monsaraz

Casa Dona Antonia - Monsaraz
4.0 star property
Reguengos de Monsaraz
9.4 out of 10, Exceptional, (27 reviews)
"Starting with the staff was really helpful and caring everything was up to standard but the bed was a little hard for my back overall it was excellent"
Canada
Antonio
The price is ￥17,604
￥18,660 total
includes taxes & fees
Dec 11 - Dec 12
Casa Dona Antonia - Monsaraz
A swimming pool with a modern design, surrounded by a covered area and illuminated by ambient lighting.

7. Horta da Coutada

Horta da Coutada
4.0 star property
Reguengos de Monsaraz
9.4 out of 10, Exceptional, (54 reviews)
"So peaceful and beautiful! Room was super clean. Staff were very nice and Breakfast was delicious!"
United States
Robert
The price is ￥17,560
￥18,613 total
includes taxes & fees
Nov 19 - Nov 20
Horta da Coutada
A courtyard with a tiled floor, ornate white walls with blue decorative tiles, and a statue in the center.

8. Hotel Convento de São Paulo

Hotel Convento de São Paulo
4.0 star property
Redondo
9.2 out of 10, Wonderful, (139 reviews)
"A stunning place"
United States
Theodore
The price is ￥21,404
￥22,689 total
includes taxes & fees
Nov 13 - Nov 14
Hotel Convento de São Paulo
A cozy outdoor seating area with a thatched roof, cushioned seating, and a view of a church tower.

9. Casa pinto

Casa pinto
4.0 star property
Reguengos de Monsaraz
8.6 out of 10, Excellent, (75 reviews)
"Excellent location."
Germany
Michael
The price is ￥9,481
￥10,050 total
includes taxes & fees
Nov 15 - Nov 16
Casa pinto
A person relaxing in a clear infinity pool with a scenic view of a lake and hills in the background.

10. Montimerso Skyscape Country House

Montimerso Skyscape Country House
4.0 star property
Reguengos de Monsaraz
9.4 out of 10, Exceptional, (32 reviews)
"What a spectacular place to watch the stars. This is a small hotel with a personal feel. Rooms well appointed with a lovely view over the lake."
United Kingdom
Victoria
The price is ￥35,116
￥37,224 total
includes taxes & fees
Nov 27 - Nov 28
Montimerso Skyscape Country House
A courtyard with stone flooring, outdoor seating, and a water feature.

11. LUXURY PALM SUITES

LUXURY PALM SUITES
3.0 star property
Reguengos de Monsaraz
9.6 out of 10, Exceptional, (5 reviews)
"The stay was very nice , the room was very clean and the staff very nice "
Canada
Suzanne
The price is ￥20,583
￥21,818 total
includes taxes & fees
Nov 18 - Nov 19
LUXURY PALM SUITES
A spacious living area with a wooden staircase, a dining table, and a large window providing a view of the outdoors.

12. Calipo Hotel

Calipo Hotel
4.0 star property
Vila Vicosa
9.0 out of 10, Wonderful, (14 reviews)
"Amazing! Will definitely come back "
United States
Veronica
The price is ￥18,075
￥19,159 total
includes taxes & fees
Nov 19 - Nov 20
Calipo Hotel
A building with a red-tiled roof, a covered porch with wooden furniture, and a garden with various plants.

13. Viva Farmhouse

Viva Farmhouse
3.0 star property
Reguengos de Monsaraz
10.0 out of 10, Exceptional, (3 reviews)
"A thoroughly enjoyable stay - rooms large and attractively furnished, owners extremely friendly, tasty breakfast and peaceful setting."
United Kingdom
Elizabeth
The price is ￥19,223
￥20,377 total
includes taxes & fees
Nov 23 - Nov 24
Viva Farmhouse
A modern living room with a view of a pool, a fireplace, and a dining area with outdoor seating.

14. Octant Evora

Octant Evora
4.0 star property
Évora
9.6 out of 10, Exceptional, (88 reviews)
"Fantastic stay. Amazing place for families with small kids. We’ll come back. "
France
Paul
The price is ￥26,414
￥28,531 total
includes taxes & fees
Dec 9 - Dec 10
Octant Evora
A corridor with a bench, arched ceilings, and patterned windows.

15. Pousada Convento de Vila Viçosa - Historic Hotel

Pousada Convento de Vila Viçosa - Historic Hotel
4.0 star property
Vila Vicosa
9.2 out of 10, Wonderful, (195 reviews)
"Lovely location very central to all sights."
United Kingdom
Elizabeth
The price is ￥21,566
￥22,860 total
includes taxes & fees
Dec 9 - Dec 10
Pousada Convento de Vila Viçosa - Historic Hotel
A person in a swimming pool with a white building and a red-tiled roof in the background.

16. Hotel Solar Dos Mascarenhas

Hotel Solar Dos Mascarenhas
3.0 star property
Vila Vicosa
9.4 out of 10, Exceptional, (78 reviews)
"Everything was perfect!"
United Kingdom
wendy
The price is ￥14,298
￥15,155 total
includes taxes & fees
Nov 15 - Nov 16
Hotel Solar Dos Mascarenhas
A hotel room with a large bed, a view through a door, a painting on the wall, and a chair.

17. Casa dos Lacerdas

Casa dos Lacerdas
3.0 star property
Mourão
9.4 out of 10, Exceptional, (15 reviews)
"Lovely eating area and courtyard"
Canada
Susan
The price is ￥13,542
￥14,355 total
includes taxes & fees
Dec 10 - Dec 11
Casa dos Lacerdas
An underwater view of a swimming pool with a tiled floor and a circular design.

18. Alentejo Marmoris Hotel & Spa,

Alentejo Marmoris Hotel & Spa,
5.0 star property
Vila Vicosa
9.4 out of 10, Exceptional, (108 reviews)
"The staff was exceptionally nice and helpful and our room was lovely. "
United States
Romy
The price is ￥28,824
￥30,554 total
includes taxes & fees
Nov 13 - Nov 14
Alentejo Marmoris Hotel & Spa,
A person sitting by a swimming pool with a view of a field and distant hills.

19. Aladin Comfort Country Rooms

Aladin Comfort Country Rooms
3.0 star property
Reguengos de Monsaraz
8.0 out of 10, Very good, (4 reviews)
The price is ￥7,345
￥11,544 total
includes taxes & fees
Nov 24 - Nov 25
Aladin Comfort Country Rooms
A stone staircase leading to a castle-like structure with a clear sky above.

20. Landroal Residencial

Landroal Residencial
2.0 star property
Alandroal
The price is ￥8,276
￥8,772 total
includes taxes & fees
Nov 17 - Nov 18
Landroal Residencial
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties

Hotels recommended for families in Santiago Maior

A bedroom with a bed, bedside lamps, a nightstand, and a window with a view.

Estalagem de Monsaraz

Estalagem de Monsaraz
3.0 star property
Reguengos de Monsaraz
9.0 out of 10, Wonderful, (136)
The price is ￥12,116
￥12,843 total
includes taxes & fees
Dec 13 - Dec 14
Estalagem de Monsaraz

Top Santiago Maior Hotel Reviews

A buffet table with various food items and a coffee station.
Convento da Orada

Convento da Orada

Convento da Orada
Reguengos de Monsaraz

10/10 Excellent

Everything for this visit was better than advertised. It is in an old Convent, but they have redone everything and the rooms are very modern, but you can walk the whole building and see several hundred years of history. Anna is super helpful and makes sure everything is perfect. One of the most peaceful and inspiring places we have ever visited.
United States
Edward
Reviewed December 21, 2025
Convento da Orada

Frequently Asked Questions

What are some of the best vacation home rentals in Santiago Maior?

Casa Cordovil Evora: You might want to consider this vacation home rental near Santiago Maior, which is equipped with a balcony, air-conditioning, and laundry facilities to help you feel comfortable during your stay. Kitchen amenities include a dishwasher, a fridge, and a stovetop. See all vacation rentals in Santiago Maior.

If I need to cancel my hotel reservation in Santiago Maior, will I receive a refund?

Yes! Most hotel bookings are fully refundable if cancelled before the accommodation's cancellation deadline, which often is within 24-48 hours of your check-in date. If you booked a non-refundable reservation, it may still be possible to cancel it and get a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Santiago Maior.

Where can I learn more about changing or cancelling my trip to Santiago Maior?

To find more details about picking new dates or cancelling your trip to Santiago Maior, go to https://www.expedia.com/service/.

What are some accommodations with pools in Santiago Maior?

Herdade dos Mestres: Offers buffet, a seasonal outdoor pool, and free self parking. Convento do Espinheiro, Historic Hotel & Spa and São Lourenço do Barrocal are a couple of other choices with an onsite pool. View all hotels with pools in Santiago Maior.

What's the best place to stay near Humberto Delgado Airport (LIS)?

Radisson Blu Hotel is a popular 4-star hotel featuring free airport drop-off and a restaurant. It's located a short 1.5 mi (2.5 km) from Humberto Delgado Airport. Other accommodations close to the airport are Hotel Star Inn Lisbon Aeroporto and TRYP Lisboa Aeroporto.

What's it like staying in Santiago Maior?

Visitors to Santiago Maior are sure to find plenty to explore and enjoy. In Santiago Maior, there are 6 hotels and other accommodations to choose from. Find out more about Santiago Maior.

What should I see while I'm in Santiago Maior?

Places to visit in the wider area include Olaria Tavares, Cromeleque do Xerez, and Monsaraz Castle. You'll also find Alqueva Lake Observatory and Monsaraz River Beach in the area. Check out what more to see and do in Expedia's Santiago Maior guide.

What's the weather like in Santiago Maior?

The hottest months are usually August and July with an average temp of 75°F, while the coldest months are January and February with an average of 51°F. Average annual precipitation for Santiago Maior is 23 inches.

What's the best place for a stay in Santiago Maior?

Based on our traveler data, Herdade dos Mestres is one of the top choices for your stay. This country house offers free breakfast and free parking. Two other choices for your trip to the area are Convento do Espinheiro, Historic Hotel & Spa and Noble House Essence Évora - by Unlock Hotels. See all available top hotels, or vacation rentals in Santiago Maior.