Val d’Orcia, Tuscany | Discover the Best Rolling Hills of Tuscany

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Visiting Val d’Orcia is a must-do when touring Italy’s magical Tuscany region. Discover the iconic rolling hills of Tuscany and fall in love with the beauty and charm this region holds.

Tuscany is easily one of the most beautiful areas in the world known for its medieval towns, golden rolling hills, roads lined with cypress trees, ancient towns, and world-famous vineyards.

However, Tuscany is a rather large area in Italy, and not all parts look the same. If you are looking for the iconic golden hills with scattered towns and cypress trees lining the road then you need to head to Val d’Orcia.

Discover everything you need to know about the very famous Val d’Orcia valley below!

(Disclaimer: Some links in this post may be affiliate links, meaning if you click on the link and make a purchase, I receive a small commission. This is at no extra cost to you and you may even receive a small discount. See disclosure for more information.)

Visiting Val d’Orcia, Tuscany: Discover The Rolling hills of Tuscany

What is Val d’Orcia

Val d’Orcia is a small region within Tuscany that is famous for its beautiful rolling hills, old towns, and romantic atmosphere. This is the most picturesque part of Tuscany and the best area to explore and spend time in if you want to enjoy the “iconic” Tuscany you see online.

With its medieval castles, golden gentle hills, medieval towns, and cypress tree-lined roads this is the definition of “Tuscany”. Many people head to Tuscany thinking the entire region looks the same, but it does not! The gorgeous landscapes you seek are in Val d’Orcia.

This entire area is a UNESCO World Heritage Site which people from around the world visit to enjoy unspoiled natural beauty in the best rural Tuscany has to offer. The rolling hills of Tuscany are more magical here than in any other place in the region.

Where to Visit in Val d’Orcia

Although Val d’Orcia isn’t a huge region there is still a ton to see and do here. From ancient cities to medieval buildings, to iconic viewpoints Val d’Orcia is a treasure chest of beauty to discover.

➡️ Read More: Best Vespa Tours in Tuscany


Pienza is a small and beautiful town located conveniently in the Val d’Orcia valley of Tuscany. It is a historic and stunning town with delicious Italian restaurants, local shops, and amazing views. A visit here feels like you’ve stepped back into medieval times with its timeless untouched beauty.

As one of the most beautiful places in Tuscany, Pienza is a must-visit. This is also a great place to enjoy stretching views of the rolling hills of Tuscany from atop a hill.

Read More: Best Things to Do in Pienza


View of Montalcino town from the Fortress in Val d'Orcia, Tuscany, Italy. The town takes its name from a variety of oak tree that once covered the terrain.

Montalcino is a charming hilltop town located in Val d’Orcia. This is the perfect place to visit in Val d’Orcia for breathtaking views over the golden rolling hills below. Montalcino holds great significance in Tuscany as it was a very strategic spot on the road to Rome. From Montalcino, you can enjoy the stunning views of Val d’Orcia while roaming this medieval village.


The medieval town of Monticchiello in Tuscany - Italy

Monticchiello is a very small village in Tuscany built onto the rolling hills of the region. This historic settlement dates back to Roman times and is the ideal place to visit for a blast from the past. With its medieval town and stunning surroundings, you do not want to miss it.

Cappella Madonna di Vitaleta 

Cappella Madonna di Vitaleta 

The Chapel of the Madonna di Vitaleta beautiful chapel located in Val d’Orcia. This secluded hidden gem is framed by Cypress trees and the rolling hills of Tuscany, making it a striking sight to see.

💡 This beautiful UNESCO World Heritage Site is a must-see while exploring Val d’Orcia and a favourite of mine.

Podere Belvedere

Morning at Villa Poder Belvedere.

Podere Belvedere is the name of an ancient stone farmhouse sitting atop the rolling hills of Tuscany. The view of the house is one of the most iconic and postcard-perfect views in Tuscany and one of the best photo spots in the entire region.

Head to the hills around this spot and find a place to overlook the iconic farmhouse with the Val d’Orcia in the distance.


Tuscany winery fields
Tuscany winery fields

Val d’Orcia is home to some of the best wines in the WORLD. One of the best things to do in this region is embarking on a wine-tasting tour of the famous wineries all around. Head to the Chianti wine region and visit endless wineries with amazing and historic wines.

Travel Insurance

Getting travel insurance before you travel is a MUST. It’s the number one thing you should always pack before travelling that can save you a lot of money, time, and stress.

With how crazy travel has gotten recently you need that peace of mind that no matter what happens there is something protecting you from losing out. I always travel with travel insurance and think everyone should.

I always travel with travel insurance and think everyone should. Below is my favorite travel insurer Safety Wings, enter your details to get a free quote! 

Where to Stay in Val d’Orcia

Val d’Orcia is a beyond-dreamy place to explore and experience the iconic rolling hills of Tuscany.

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Val dOrcia
Val dOrcia