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Trails of Medieval Umbria

Guided Walking Holidays in Italy

7 nights

Jun, Sep - Oct

1 walk

Grades 2 & 4

653kg CO2

7 nights from

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Members

From

£1,619 £1,719

 

Non-members

From

£1,649 £1,749

 

Groups of 10+

or call

020 3974 8865

Nicknamed the “green heart of Italy” for good reason, Umbria rewards with stunning landscapes, deep green valleys, cloud-shrouded mountains, and plentiful Roman and Etruscan towns that set the scene for some incredible walks. Highlights include our hotel location in Assisi within easy access of the Basilica of St Francis sampling wine in Montefalco, and admiring the Bridge of Towers - a colossal structure measuring over 236 metres long and some 80 metres high.

What You’ll Love

  • Discovering Assisi, birthplace of St Francis
  • Getting a taste for Umbrian wine in Montefalco
  • Walking through vineyards, olive groves, and woodlands
  • Climbing to the treeline of Mount Subasio, known as the holy mountain
  • Admiring the Bridge of Towers, a feat of engineering
  • Staying at a traditional, family run hotel just minutes from the centre of Assisi

What's Included

  • Return flights from London Heathrow, including baggage and transfers
  • A choice of 2 guided walks per day with local leaders (on walking days)
  • HF Holidays Tour Manager
  • 7 nights' accommodation in Assisi
  • 7 breakfasts & 7 dinners (2026)
  • All in-destination transport

Itinerary

All our carefully-curated itineraries are designed by our experts. While we make every effort to adhere to the described itinerary, we may take alternative routes or adapt the running order for weather and/or operational reasons.

Transfer to your hotel. Welcome drink and meeting followed by dinner.

Our first full day is an introduction to the postcard-pretty town of Assisi. We’ll follow in the footsteps of St Francis and explore the footpaths of Mount Subasio - Italy's so-called holy mountain.

Starting in the walled medieval town of Bevagna, we'll set off through the vineyards to Umbria's wine capital, Montefalco - most famous for its Sagrantino red wine.

Each week there is a free day when no guided walks are offered. This is an ideal opportunity to relax around the hotel, walk independently, or visit local places of interest. Options include:

Spello

You could easily spend the day enjoying Spello. Explore its warren of medieval streets and visit the church of Santa Maria Maggiore to admire frescoes painted by Pinturicchio, Umbria’s most famous artist.

Perugia

Alternatively, take the train to the region’s capital, Perugia, and head up to the hilltop viewpoint - on a clear day you can see Lake Trasimeno. Explore the subterranean Etruscan temple and wander the traffic-free streets to Piazza V Novembre with its gothic cathedral and impressive fountain.

This morning our walks depart directly from the hotel and follow the St Francis Way on Monte Subasio to the town of Spello.

The ancient hillside town of Spoleto is our destination today and a chance to explore this lovely town with two different walking options.

We visit the hilltop town of Spello today with its narrow winding alleys and ancient sandstone houses. We’ll pass the impressive Porta Montanara to climb above Spello into the olive groves for views of Monte Subasio and the Vale of Spoleto.

It’s the final day – we’ll depart for Rome Airport, which is about a three-hour drive away. 

Daily Walk Options

Grade 2

Easier Walks

Good paths but walks are a bit longer. Some walks, particularly in mountain areas, may have sections over rough or steeper terrain.

Grade 4

Medium Walks

Long distances in remote countryside and on rough terrain. You can expect some sustained ascents and descents; there may be occasional sections of scree and steep ground.

Accommodation

Hotel La Terrazza

Surrounded by eye-pleasing views of the countryside and yet just 900m from the historic centre of Assisi, the Hotel La Terraza is an ideal base for exploring Umbria. Rooms are simple yet comfortable and come with all mod cons including Wi-Fi and air conditioning. As for facilities, the hotel boasts an outdoor swimming pool, a spacious restaurant serving local food and wine, and a full spa - perfect for indulging in post-walk relaxation or a treatment.

More Information

Before booking, you should check with your doctor to see whether any health precautions are needed for your trip. Health advice and requirements can change, so we recommend doing this in good time before travel.

As a general rule, travellers should ensure they are up to date with routine UK vaccinations and boosters, including, for example, MMR and diphtheria, tetanus and polio. Some countries may require you to have specific vaccinations such as Malaria, Rabies and Yellow Fever. Please check with your GP if you are unsure.

Please note that the use or possession of some common prescription or over-the-counter medicines is restricted or banned in certain countries. If you will be carrying medication, you should check with the relevant embassy or consulate before travelling. As an extra precaution, we recommend keeping medication in its original packaging, carrying a copy of your prescription, and, where possible, asking your pharmacist to provide the medication name in the language of the country you are visiting.

For further country-specific health advice, visit www.fitfortravel.nhs.uk or www.traveldoctor.co.uk. If you are travelling from outside the UK, please consult your own doctor and check local entry requirements.

 

This information is for those travelling with a full ‘British Citizen’ passport; for all other nationalities or passport holders, please check with your local consulate for advice.

Passport Requirements

This information applies to travellers holding a full British Citizen passport. Entry requirements vary by destination and can change at short notice. For most EU and worldwide destinations, passports must be valid for the entire duration of your stay. Some countries also require a minimum period of validity remaining on your passport (often up to 6 months beyond your return date), even if you are not staying that long.
We strongly recommend ensuring your passport has at least six months’ validity remaining at the time of travel to avoid any issues.

If you hold a different type of British passport or a passport issued by another country, you must check the requirements with the relevant embassy, consulate, or official government website.

Visa Requirements

Visa rules depend on your nationality, destination, length of stay, and purpose of travel, and they can change frequently. It is your responsibility to check whether you require a visa before travelling.
British passport holders should check the latest entry, passport validity and visa requirements for their destination on the UK government’s Foreign, Commonwealth & Development Office (FCDO) website:
https://www.gov.uk/foreign-travel-advice

 

 

It's best to be prepared for all weather conditions. To make it easier, here is a list of items you should consider packing.   

Essentials  

  • Walking boots 
  • Waterproof jacket 
  • Waterproof trousers 
  • Insulated jacket/top 
  • Walking clothing  
  • Walking socks (plus spares)  
  • Sunhat 
  • Gloves/mitts and warm hat
  • Water bottle (minimum 2 litre capacity)  
  • Headtorch 
  • High-factor sunscreen (minimum SPF 30)  
  • Sunglasses with a dark lens 
  • Rucksack (15-30 litres)  
  • Mobile phone 
  • Personal first aid kit (containing your medication, blister plasters, etc.) 
  • Passport 
  • Visa (if applicable) 
  • Copy of your travel insurance policy 
  • UK Global Health Insurance Card (formerly known as EHIC

Recommended

  • Collapsible walking poles 
  • Swimwear and travel towel
  • Snacks
  • Dry bags
  • Rubbish bags
  • Insect repellent

Optional extras

  • Camera 
  • Sit mat
  • Flask for hot drinks 
  • Durable lunch box
  • Gaiters 
  • GPS device (excluding Bhutan, Georgia and India)

Book your holiday ‘with flights’ and you can choose to depart from a range of UK airports* to your destination. For latest flight times and prices please call us on 0203-974-8865 or email reservations@hfholidays.co.uk  

If you choose to book your flights with us, we automatically include return transfers between the destination airport and hotel.  

Alternatively, tailor your journey to suit you by booking your holiday ‘without flights’ and you’ll have the freedom to book your own flights from your local airport.   

*Subject to availability 

Carbon Footprint

Carbon Footprint - 653kg CO2

We see it as our responsibility to minimise our emissions, not just for this year but every year to come. Our work with sustainability experts, ecollective, has enabled us to measure our carbon footprint and create a strategy to reduce the carbon intensity of our product by 5% each year. Our ambition is to be net zero by 2040 – earlier if we can.

Learn more

Reviews

Code: UBM07-LCL09

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Dates & Prices

All our carefully-curated itineraries are designed by our experts. While we make every effort to adhere to the described itinerary, we may take an alternative route, or vary the running order for weather and/or operational reasons.

Back to dates

Sat 13 Jun – Sat 20 Jun 2026

Trip Note Download

Flight Inclusive

Members

Call to Enquire

020 3974 8865

Non-members

Call to Enquire

020 3974 8865

Land Only

Members

Call to Enquire

020 3974 8865

Non-members

Call to Enquire

020 3974 8865

Single Price - Land Only

Members

Call to Enquire

020 3974 8865

Non-members

Call to Enquire

020 3974 8865

Single Supplement

Members

Call to Enquire

020 3974 8865

Non-members

Call to Enquire

020 3974 8865

Itinerary: 7 Nights - Itinerary

Trip Type: Guided Walking Holidays

All our carefully-curated itineraries are designed by our experts. While we make every effort to adhere to the described itinerary, we may take an alternative route, or vary the running order for weather and/or operational reasons.

All holidays are subject to availability. Supplements may apply.

Sat 5 Sep – Sat 12 Sep 2026

Trip Note Download

Flight Inclusive

Members

Call to Enquire

020 3974 8865

Non-members

Call to Enquire

020 3974 8865

Land Only

Members

Call to Enquire

020 3974 8865

Non-members

Call to Enquire

020 3974 8865

Single Price - Land Only

Members

Call to Enquire

020 3974 8865

Non-members

Call to Enquire

020 3974 8865

Single Supplement

Members

Call to Enquire

020 3974 8865

Non-members

Call to Enquire

020 3974 8865

Itinerary: 7 Nights - Itinerary

Trip Type: Guided Walking Holidays

All our carefully-curated itineraries are designed by our experts. While we make every effort to adhere to the described itinerary, we may take an alternative route, or vary the running order for weather and/or operational reasons.

All holidays are subject to availability. Supplements may apply.

Sat 19 Sep – Sat 26 Sep 2026

Trip Note Download

Flight Inclusive

Members

Call to Enquire

020 3974 8865

Non-members

Call to Enquire

020 3974 8865

Land Only

Members

Call to Enquire

020 3974 8865

Non-members

Call to Enquire

020 3974 8865

Single Price - Land Only

Members

Call to Enquire

020 3974 8865

Non-members

Call to Enquire

020 3974 8865

Single Supplement

Members

Call to Enquire

020 3974 8865

Non-members

Call to Enquire

020 3974 8865

Itinerary: 7 Nights - Itinerary

Trip Type: Guided Walking Holidays

All our carefully-curated itineraries are designed by our experts. While we make every effort to adhere to the described itinerary, we may take an alternative route, or vary the running order for weather and/or operational reasons.

All holidays are subject to availability. Supplements may apply.

Sat 26 Sep – Sat 3 Oct 2026

Trip Note Download

Flight Inclusive

Members

Call to Enquire

020 3974 8865

Non-members

Call to Enquire

020 3974 8865

Land Only

Members

Call to Enquire

020 3974 8865

Non-members

Call to Enquire

020 3974 8865

Single Price - Land Only

Members

Call to Enquire

020 3974 8865

Non-members

Call to Enquire

020 3974 8865

Single Supplement

Members

Call to Enquire

020 3974 8865

Non-members

Call to Enquire

020 3974 8865

Itinerary: 7 Nights - Itinerary

Trip Type: Guided Walking Holidays

All our carefully-curated itineraries are designed by our experts. While we make every effort to adhere to the described itinerary, we may take an alternative route, or vary the running order for weather and/or operational reasons.

All holidays are subject to availability. Supplements may apply.

Image

Book with confidence

If the flights we have organised are cancelled or changed, we’ll do everything we can to find alternative transport, with minimal disruption to your holiday

If we cancel your holiday, we honour all refund requests 

Image

Travel with confidence

We know that peace of mind is priceless, so we’ll always go above and beyond to meet – and exceed – expectations

If the flights we have organised are cancelled or changed, we’ll do everything we can to find alternative transport, with minimal disruption to your holiday

Image

HF Holidays

A British heritage brand with 111 years of experience

Offering a choice of over 260 itineraries in nearly 40 countries

Run as a co-operative with 40,000-plus members

Image

Book with confidence

If the flights we have organised are cancelled or changed, we’ll do everything we can to find alternative transport, with minimal disruption to your holiday

If we cancel your holiday, we honour all refund requests 

Image

Travel with confidence

We know that peace of mind is priceless, so we’ll always go above and beyond to meet – and exceed – expectations

If the flights we have organised are cancelled or changed, we’ll do everything we can to find alternative transport, with minimal disruption to your holiday

Image

HF Holidays

A British heritage brand with 111 years of experience

Offering a choice of over 260 itineraries in nearly 40 countries

Run as a co-operative with 40,000-plus members

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