Portugal

Medieval Alentejo Walking Holiday

History, nature and the peace of the Portuguese countryside come together on our Medieval Alentejo Walking Holiday.

7 Nights
From £2,000 per person

Highlights

  • Explore one of Portugal’s less-visited rural regions.
  • Hike the ancient trails connecting megalithic stones, Moorish castles, and medieval forts.
  • Overnight in the beautiful hilltop town of Marvao.

The Details

Alentejo is often referred to as the breadbasket of Portugal, thanks to its advantageous climate and rich soils. Agriculture dominates day-to-day life across this sparsely populated landscape of arable farms, cork forests and sleepy rural villages, but it’s also a region with a rich and colourful history. The first settlements date back to 5000 BC and Alentejo is home to many of Europe’s most-important megalithic sites – the Romans came next, drawn by the region’s rich natural resources, as were the Visigoths and the Moors who followed. The crusading Dom Afonso Henrique arrived in the 12th century and the formation of the Kingdom of Portugal followed.

Afonso’s descendant, the 13th century ruler Dom Dinis, understood the military significance of the region and set about reinforcing Portugal’s eastern border against his hostile Castilian neighbours. Your holiday begins in Castelo de Vide, considered one of the best-preserved medieval hilltop towns from this period. Plain old ‘Vide’ was rechristened Castelo da Vide when Dinis rebuilt its existing Moorish castle and fortified the city’s walls. The town saw a period of rapid expansion as agricultural workers were drawn in from the surrounding flatlands to the safety the castle provided. Now referred to as Vida’s old quarter, you’ll have a chance to explore this medieval maze of narrow, twisting lanes and cobbled alleyways.

Rampaging Castilian’s aren’t so much of a problem these days, and the meandering waymarked trails of the Parque de Merendas and the Coureleiros Megalithic Park will lead you through a tranquil landscape of hardy Pyrenean oaks, snub chestnut trees and cultivated olive groves.

Leaving Vide, you’ll head up to your new accommodation in the medieval village of Marvao. Sitting on a 900m high granite escarpment, Marvao’s purpose was also military: a hilltop lookout with a panoramic view across plains of the Rio Sever – another of Portugal’s vulnerable borders. To modern eyes, it’s a pretty, fairytale location which wouldn’t look out of place in an episode of Game of Thrones, and is becoming increasingly popular with day-trippers in the summer months.

A stay in Marvao is the only true way to experience life in such a beautifully preserved medieval village. Spring is ideal when the walking trails around Galegos and Portagem are surrounded by a sea of wild flowers and cherry blossoms. Autumn’s also a lovely time to visit – particularly during the chestnut harvest. Like her wines, Portugal’s chestnut crops are subject to Denominacao de Origem Controlada and Alentejo’s magusto chestnut festivals are a wonderful culinary celebration of one of the country’s best-loved seasonal staples.

Gallery

Suggested Itinerary

Best time to go

JanFebMarAprMayJunJulAugSepOctNovDec

Suggested places to stay

Dom Dinis Marvao
Alentejo, Portugal

Dom Dinis Marvao

Hotel
Casa Amarela
Alentejo, Portugal

Casa Amarela

Guesthouse
From £2,000 per person

Price includes: direct flights from the UK to Lisbon, accommodation in twin/double en-suite rooms on a B&B basis, airport transfers, luggage transfers between hotels, digital route maps and restaurant recommendations.

For a personalised itinerary and full list of what's included, please get in touch.

Explore Our Holiday Ideas

Lisbon and Porto by Train
Portugal

Lisbon and Porto by Train

The 18th century elegance of Portugal’s capital meets the cosmopolitan spirit of the north, when you combine Lisbon and Porto by Train.

From £2,000 per person

Guimaraes City Break
Portugal

Guimaraes City Break

Founded in the 10th Century, the beautiful city of Guimaraes is one of Northern Portugal’s lesser-known treasures.

From £2,000 per person

Porto and the Douro Valley by Train
Portugal

Porto and the Douro Valley by Train

Explore Portugal’s beautiful Douro Valley by Train.

From £2,200 per person

Sign up for our newsletter

In our weekly newsletters, we share our first-hand experience of travelling around our favourite destinations, with advice on the best times to visit. We’ll also keep you up to date on all the latest travel news, topical articles, and travel tips from our team of destination experts.

"(Required)" indicates required fields

This field is for validation purposes and should be left unchanged.
We promise not to sell your data or share it with 3rd parties.

You and your money are safe with Archipelago Choice.

All of our holidays come with full financial protection.

24/7 Support

24/7 support for all travellers

100K+ clients

Trusted by over 100,000 customers around the world

10+ destinations

Plan your next unforgettable journey with our curated selection of destinations

8 Specialist Travel Consultants

We look after you from your first enquiry right through to your return home

brochure image

Request a brochure

If you love all things Portuguese, then you’ll love our Portugal travel magazine.

We’ll look at our favourite food and a drink, great places to stay and a world of exciting activities.

The stories and holiday experience featured are based on our love of all things Portuguese and the partnerships we have working with small independent companies in Portugal and around the world who love to travel and see the benefits niche travel can bring to people and communities beyond our shores.

Request a brochure

Award-Winning Excellence

We're honoured that our commitment to exceptional service and unforgettable experiences has been recognised by The British Travel Awards year after year. What makes these accolades truly special is that they're voted for by you, our valued guests! Your continued trust and support mean the world to us.