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Stunning view of the Medieval Aqueduct Street in the morning, Umbria, Italy

Umbria Holidays


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Often called the green heart of Italy, Umbria is a region of timeless beauty, where rolling hills ripple with olive groves and vineyards, and medieval towns sit proudly on hilltops. Umbria holidays offer an authentic slice of Italy far from the crowds, where traditions, landscapes and flavours have remained wonderfully unchanged.

Exploring Umbria is a joy at an unhurried pace. Wander through atmospheric stone streets in beautifully preserved towns such as Assisi, Spoleto and Perugia, discover ancient piazzas and soak up sweeping countryside views at every turn. Umbria holidays are perfect for anyone who loves history, culture and scenery; whether you’re strolling through medieval villages or enjoying long lunches in rustic trattorias.

Renowned for its fertile soil and rich culinary heritage, Umbria is a dream destination for food and wine lovers. Small family-run vineyard produced award-winning wines, olive groves yield exceptional extra virgin olive oil, and the region is famed for its prized truffles, hunted using skills passed down through generations. Sampling locally produced cuisine is an essential part of any Umbria holiday, offering a true taste of traditional Italian life.

Trailfinders offers a range of Umbria holidays and our expert travel consultants are a mine of information about what to do here, often with first-hand travel experience. Whether you want to explore the region independently on a relaxed fly drive holiday or join a sociable, guided group tour – they are the perfect people to ask.
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OUR HOLIDAYS TO UMBRIA

Here’s a snapshot of some of our most popular Umbria holidays. If you don’t see what you’re looking for, click on the link below them to see our complete range of holidays and tours in the destination.
Unforgettable Umbria
Fly Drive Holiday
13 days / 12 nights

Experience a quieter and more relaxed region of Italy on this marvellous Umbrian adventure.

Guide Price: €3,099 £2,279 pp

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Umbria: Perugia & Beyond
Multi Centre Holiday
6 days / 5 nights

Tuscany’s lesser-known sibling, peaceful Umbria is an unspoilt pocket of quaint towns and lush countryside rich in medieval history, picturesque views and charming cafés serving local produce and wine.

Guide Price: €819 £689 pp

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Picture-Perfect Perugia
City Break
4 days / 3 nights

Take to one of Italy’s lesser-known gems, Perugia, for a glimpse of Umbria’s fascinating history, stunning artwork and delicious cuisine.

Guide Price: €619 £515 pp

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Explore Medieval Assisi
City Break
4 days / 3 nights

Escape to the beautiful city of Assisi, home to some of the most impressive religious sites in Italy and famous for being the birthplace of St.

Guide Price: €1,425 £1,215 pp

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Italy: Tuscany and Umbria Vineyard Walks
The Geluxe Collection Guided Small Group Adventure Tour
8 days / 7 nights

Spend time in the Tuscan countryside in landscapes dotted with farmhouses and castles all while experiencing Italy in perfect harmony with the land.

Guide Price: €2981 £2540 pp

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Tuscany & Umbria Adventure
Fly Drive Holiday
14 days / 13 nights

From legendary historic landmarks to rolling hills of lush vineyards and freshly made pasta, explore the best of Italian culture, countryside and cuisine on this incredible fly drive holiday.

Guide Price: €3,099 £Please contact us pp

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WHERE TO GO IN UMBRIA

Each area of Umbria boasts its own attractions and it’s no exaggeration to say each merits a holiday in its own right. The towns all have their unique charms, interesting histories and fascinating sites that makes this region so alluring.

If you are looking for some inspiration, give us a call and speak to one of our expert travel consultants.
Assisi
Assisi
With a pristine historic centre and picturesque views of the plains below, this gorgeous town has a postcard-like charm.
Foligno
Foligno
One of the few towns in Umbria not built on a hilltop, Foligno occupies a lovely spot on the banks of Topino river.
Gubbio
Gubbio
Known as the ‘city of stone’ for the grey stone buildings and cobbled streets, Gubbio is one of the best preserved medieval towns in Italy.
Perugia
Perugia
Built as a fortified medieval village atop a hill in the Tiber valley, Perugia still maintains its city wall but is a now a wonderfully cosmopolitan city with fantastic art and a vibrant social scene.
Todi
Todi
Looking like something from a fairytale, perched on a hilltop overlooking the rolling hills around, this charming medieval town is a true gem of Umbria.

OUR RECOMMENDED HOTELS IN UMBRIA

We feature a great range of accommodation in Umbria, with something to suit all budgets. Maybe you’re looking for an impressive hotel with views over Umbria or a traditional hotel in the heart of the historic centre?

What you won’t find here are thousands of Umbria hotels to wade through. We have done the hard work for you and selected the best places to stay and our travel consultants are on hand to help, often with first-hand experience.
Relais dell'Olmo
4 star

Umbria

Situated near the historic centre of Perugia, this gorgeous hotel retains plenty of old world charm, having been converted from a 16th Century country estate.
Nun Assisi Relais & Spa Museum
5 star

Umbria

Located in a 13th Century nunnery at the highest point of Assisi,this luxurious property allows guests to step back in time to a bygone era.
Relais Todini
5 star

Umbria

Relais Todini is a gorgeous traditional Italian property in the stunning Umbrian countryside.
Sina Brufani
5 star

Umbria

From this prestigious hotel in the heart of medieval Perugia, guests can enjoy a sweeping panorama of Umbria’s green valleys and medieval rooftops.
Borgobrufa Spa Resort
5 star

Umbria

This beautiful, adults only resort, set among the beautiful, rolling hills of Umbria, puts wellness as its top priority.
Palazzo Seneca
4 star

Umbria

Set in the heart of Norcia, this historic hotel, transformed from a 16th Century palazzo, is the perfect base for a stay in beautiful Umbria.

WHAT TO DO IN UMBRIA

As well as some awe-inspiring sights, Umbria is also home to unforgettable experiences. These provide a unique insight into the culture that sightseeing alone simply can’t replace.

One day you might be exploring the UNESCO World Heritage listed basilica of Assisi, the next enjoying a Perugia walking tour, seeing its major sights, and learning about its long history. Experiences also a include an immersive truffle hunting tour, for those wishing to discover secrets hidden under tree roots in a region known for producing these aromatic mushrooms!

Our unmissable experiences will really help bring your Umbria holiday to life.
Private Basilica of St Francis of Assisi & City Walking Tour
2.5 hours
Departs: Italy

Famed as the birthplace of St Francis, one of the patron saints of Italy, the medieval hill town of ...

Private Perugia Walking Tour
2 hours
Departs: Italy

Umbria’s capital city, lively Perugia offers a range of attractions, from Etruscan–era ...

Truffle Hunting Tour
2 hours
Departs: Assisi

This tour is an immersive experience that will lead you to discover the secrets hidden beneath tree ...


Tales from the Trail

Top tips and travel inspiration from the Trailfinders team

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