Uncover Portugal’s Alentejo: Historic Towns and Countryside Road Trip
Journey Through Portugal
Travelers exploring central and southern Portugal often highlight Evora for its unique mix of history and culture, making it a favorite no matter the season or focus of their journey. This road trip weaves through charming towns like Monsaraz and Estremoz, offering access to striking medieval castles, tranquil countryside, and lively traditions. Although lesser-known stops such as Vila Viçosa might see fewer recommendations, each destination brings something special for those seeking a deeper look at the region’s authentic character.
Cultural Sites
Natural Beauty
Perfect For All
About This Road Trip
This route leads you through some of Alentejo’s most historic and scenic towns, giving you a perfect blend of culture, heritage, and picturesque countryside. From the haunting Chapel of Bones in Evora to the renowned castle walls of Monsaraz and the ducal palace at Vila Viçosa, each stop presents discoveries waiting to be made. It’s suited for couples, culture lovers, nature fans, and anyone passionate about history. Experiences include exploring ancient monuments, strolling charming village streets, and enjoying peaceful rural vistas.
View route on map
Starting Station: Ponta Delgada Airport (PDL)
Trip Duration: 2 days
Mileage Distance: 163 km
Perfect For: Couples, History Enthusiasts, Culture, Nature
Loading map...
Reddit Reviews
· Evora is included in many road trip itineraries through central and southern Portugal.
· The Bone Chapel in Evora is specifically mentioned as a notable site to visit.
· Evora is worth visiting even during the off season.
· Evora is a popular and recommended stop for roadtrips through central and southern Portugal, especially for those interested in history, unique sites like the Bone Chapel, and even nature-focused itineraries. Vila Viçosa receives less attention, with limited user experiences and recommendations.
👍 85 % positive|👎 15 % negative
Listen to our favorite spotify Music lists for roadtrips
Loading...
Where To Stop
Road Trip Stops
Discover five remarkable stops across Portugal's Alentejo region. Each destination offers its own unique history, attractions, and opportunities for exploration.
1
First stop
Evora
Begin in Evora with a visit to the Chapel of Bones, a unique site where the walls are lined with human bones and skulls. This chapel offers a moving and contemplative atmosphere, providing a powerful introduction to the deep history of the city. Located within Saint Francis Church, the Chapel is unforgettable for those interested in unusual cultural landmarks.
Based on 5728 reviews
(4.3/5)
2
Second stop
Monsaraz
In Monsaraz, the highlight is the impressive Castle and town walls. Set atop a hill overlooking the Alqueva reservoir, the castle provides incredible sweeping views of the surrounding plains. Wander through narrow streets and take in historical architecture along with one of Portugal’s most iconic medieval fortresses.
Based on 1353 reviews
(4.7/5)
3
Third stop
Vila Vicosa
Vila Viçosa is home to the stunning Paço Ducal, a ducal palace dating back centuries. The palace stands as a symbol of Portugal’s noble heritage and includes beautiful interiors, tilework, and gardens. It's both a local landmark and a glimpse into aristocratic lifestyle, perfect for history buffs.
Based on 429 reviews
(3.9/5)
4
Fourth stop
Estremoz
In Estremoz, don’t miss the Pousada Castelo. This magnificent castle, now a hotel and restaurant, allows you to step back in time while enjoying panoramic sights of the region. The medieval castle square and city ramparts are great for brief explorations and photo opportunities.
Based on 130 reviews
(4.1/5)
5
Fifth stop
Evora
Conclude your journey at Evora’s Roman Temple, also known as the Temple of Diana. As one of Portugal’s best-preserved Roman ruins, the temple offers a glimpse into the city’s ancient origins, surrounded by charming city streets and local cafes.
Based on 3947 reviews
(4.2/5)
All you need to know before you go!
Frequently Asked Questions
Many travelers consider whether to stay in Evora or simply stop to visit the Bone Chapel while passing through on their roadtrip.
Evora is commonly included as a planned stop on road trip itineraries through central and southern Portugal.
The Bone Chapel in Evora is specifically mentioned as a notable site to visit.
Evora is included in road trip itineraries focused on nature and hiking, making it a suitable stop for outdoor enthusiasts.
Latest Articles
Stay informed and inspired for your next journey
AbbyCar Travel Experts
Car Rental & Travel Industry Specialists
AbbyCar Travel Experts are the experienced professionals behind AbbyCar, one of Europe’s most trusted and value-for-money car rental brands, operating in over 30 countries. With more than 14 years of hands-on experience in car rentals and road-trip travel, the team has helped more than 1.5 million travellers explore their destinations with comfort and confidence. Drawing on in-depth knowledge of local routes, travel trends, and driving conditions, AbbyCar Travel Experts provide reliable, experience-based advice to help every traveller enjoy a safe, smart, and stress-free journey.
For more road-trip ideas and expert travel inspiration, visit our Road Trips Section
