Trails of Medieval Umbria

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
- Full programme of guided walks led by local HF Holidays Leaders
- HF Holidays Tour Manager
- Comfortable accommodation
- Breakfast every morning plus 6 dinners and 5 packed lunches
- Wine tasting experience
- All transport to and from the walks
- Return flights from the UK including hold baggage and airport transfers
Trip Notes
Easy to download as a PDF, our trip notes provide detailed information for every holiday. Please click below to find the trip notes for your departure date.
Gallery
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.
Option 1 - The Forest of St Francis
Distance: 6.5 miles (10km)
Ascent: 1,950ft (600m)
Leaving the hotel we'll head into the woods of St Francis, following the ancient rocky path below the Basilica of St Francis.
Option 2 - Mount Subasio
Distance: 10 miles (16km)
Ascent: 3,150ft (960m)
Today's harder walk takes us into the foothills of Monte Subasio, known as the holy mountain. The scenery changes as you go from town to forest to meadows, full of flowers in spring. After taking in the views from the treeline, we descend on a different path back into the town.
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.
Option 1 - Bevagna to Montefalco
Distance: 5 miles (8km)
Ascent: 1,200ft (400m)
Take some time to explore Bevagna before following a series of tracks through olive groves and criss-crossing the vineyards for views of the valley. We’ll climb into the medieval walled town of Montefalco, where you'll get time to explore this beautiful town known as the balcony of Umbria, and of course the chance to buy and taste its famous wines.
Option 2 - Bevagna Circular via Montefalco
Distance: 10 miles (16km)
Ascent: 1,730ft (530m)
After discovering Bevagna, we’ll climb out of town to follow a ridge passing through vineyards, tiny hamlets, and pretty chapels whilst taking in the views. Rest up in Montefalco, where you can sample a glass of local wine at one of the cafes before setting off on a lower trail through the vineyards back to Bevagna.
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. There’s no dinner provided on this day so you could have a large lunch in Perugia or head to one of the many restaurants in Spello.
This morning our walks depart directly from the hotel and follow the St Francis Way on Monte Subasio to the town of Spello.
Option 1 - Lower Route to Assisi
Distance: 7.5 miles (12km)
Ascent: 1,200ft (455m)
Descent: 1,739ft (530m)
Leaving Assisi, we stick to the lower trail along Monte Subasio where there are fantastic views over the Umbra Valley. Making our way through vineyards and olive groves to Spello, we’ll eventually pass behind Villa Fidelia – a grand Baroque manor complete with exotic gardens and expansive grounds.
Option 2 - Higher Route to Assisi
Distance: 9 miles (15km)
Ascent: 2,790ft (850m)
Descent: 2,790ft (850m)
This is our hardest option of the week but certainly worth the effort. As you climb the foothills of Monte Subasio the views over the Umbra Valley are jaw-dropping. We'll pass by the ornate Abbey of San Benedetto before dropping down into Spello.
The ancient hillside town of Spoleto is our destination today. Explore the town’s grand viaduct and Roman amphitheatre with two different walking options.
Option 1 – Monteluco and the Bridge of Towers
Distance: 4.5 miles (7.2km)
Ascent: 1,476 ft (450m)
Leaving Spoleto behind we cross the Bridge of Towers, climbing through forested trails to Monteluco. This peaceful woodland, encircled by meadows, is where the rich of Spoleto once holidayed. Today it’s a tranquil spot, where you can picnic and enjoy the peace and quiet. We’ll take a different trail back down to Spoleto where there will be free time to explore the town.
Option 2 - Monteluco and the St Francis Way
Distance: 7.5 miles (12km)
Ascent: 1,673 ft (510m)
Heading south out of Spoleto, we climb steeply through the Sacred Wood of Monteluco, following the St Francis Way to Monteluco and Le Aie. We’ll encounter dense forests overlooking glittering rivers before making our descent back into Spoleto
Today’s walks leave from the hotel passing the impressive Porta Montanara. Follow the course of an ancient viaduct to climb above Spello into the olive groves for views of Monte Subasio and Vale of Spoleto. Tonight's farewell dinner includes a wine tasting and is held in a local enoteca.
Option 1 - To Collepino and Back
Distance: 7 miles (11km)
Ascent: 1,500ft (470m)
After passing the Porta Montanara, we follow the ancient aqueduct that fed water to the town. Admire the views across the valley as you walk through olive-laden fields and onto the pretty village of Collepino. From here you head downhill following a section of the Olive Trail to Spello.
Option 2 - Collepino and Foothills of Subasio
Distance: 8.5 miles (13.5km)
Ascent: 2,200ft (700m)
Following the same route as option one to the village of Collepino, you then climb to circle Monte Pietrolungo passing through olive orchards, before taking the Olive Trail back into Spello.
It’s the final day – we’ll depart for Rome Airport, which is about a three-hour drive away.
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.

Getting to Hotel La Terrazza
Find out more about this location including travel details and room types.
More InformationEssential information
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
Guest reviews
All holidays are subject to availability. Supplements may apply.
Non-member fee: £30 per person.
All packages that include flights are ATOL protected. Advertised prices listed below show the lowest economy flight price option for that departure. On holidays where we offer local UK airports, details will appear in the “Important Information” section below and available alternative flight options will be offered when you book. Seating upgrades may be available on request and at an additional charge, please call 020 3974 8865 for a quote.
Date (Start - End) | Itinerary | Double / Twin Room | Single Room | Notes / Offers | Trip Notes | Book | ||
---|---|---|---|---|---|---|---|---|
2024 | ||||||||
27 Apr - 04 May 2024 7 nights |
Itinerary Flight from London Heathrow Airport Single from £1,788 £1,663 Double from £1,599 £1,474 pp |
from £1,599 £1,474 pp |
from £1,788 £1,663 |
Save £125 Per Person | Trip Notes | Book Now | ||
04 May - 11 May 2024 7 nights |
Itinerary Flight from London Heathrow Airport Single from £1,988 £1,888 Double from £1,799 £1,699 pp |
from £1,799 £1,699 pp |
from £1,988 £1,888 |
Save £100 Per Person | Trip Notes | Book Now | ||
11 May - 18 May 2024 7 nights |
Itinerary Flight from London Heathrow Airport Single from £1,848 £1,748 Double from £1,659 £1,559 pp |
from £1,659 £1,559 pp |
from £1,848 £1,748 |
Save £100 Per Person | Trip Notes | Book Now | ||
18 May - 25 May 2024 7 nights |
Itinerary Flight from London Heathrow Airport Single from £1,848 £1,748 Double from £1,659 £1,559 pp |
from £1,659 £1,559 pp |
from £1,848 £1,748 |
Save £100 Per Person | Trip Notes | Book Now | ||
07 Sep - 14 Sep 2024 7 nights |
Itinerary Flight from London Heathrow Airport Single from £1,888 £1,788 Double from £1,699 £1,599 pp |
from £1,699 £1,599 pp |
from £1,888 £1,788 |
Save £100 Per Person | Trip Notes | Book Now | ||
14 Sep - 21 Sep 2024 7 nights |
Itinerary Flight from London Heathrow Airport Single from £1,888 £1,788 Double from £1,699 £1,599 pp |
from £1,699 £1,599 pp |
from £1,888 £1,788 |
Save £100 Per Person | Trip Notes | Book Now | ||
21 Sep - 28 Sep 2024 7 nights |
Itinerary Flight from London Heathrow Airport Single from £1,888 £1,788 Double from £1,699 £1,599 pp |
from £1,699 £1,599 pp |
from £1,888 £1,788 |
Save £100 Per Person | Trip Notes | Book Now | ||
28 Sep - 05 Oct 2024 7 nights |
Itinerary Flight from London Heathrow Airport Single from £1,888 £1,788 Double from £1,699 £1,599 pp |
from £1,699 £1,599 pp |
from £1,888 £1,788 |
Save £100 Per Person | Trip Notes | Book Now |
Date (Start - End) | Itinerary | Double / Twin Room | Single Room | Notes / Offers | Trip Notes | Book | ||
---|---|---|---|---|---|---|---|---|
2024 | ||||||||
27 Apr - 04 May 2024 7 nights |
Itinerary Single from £1,648 £1,523 Double from £1,459 £1,334 pp |
from £1,459 £1,334 pp |
from £1,648 £1,523 |
Save £125 Per Person | Trip Notes | Book Now | ||
04 May - 11 May 2024 7 nights |
Itinerary Single from £1,688 £1,588 Double from £1,499 £1,399 pp |
from £1,499 £1,399 pp |
from £1,688 £1,588 |
Save £100 Per Person | Trip Notes | Book Now | ||
11 May - 18 May 2024 7 nights |
Itinerary Single from £1,668 £1,568 Double from £1,479 £1,379 pp |
from £1,479 £1,379 pp |
from £1,668 £1,568 |
Save £100 Per Person | Trip Notes | Book Now | ||
18 May - 25 May 2024 7 nights |
Itinerary Single from £1,668 £1,568 Double from £1,479 £1,379 pp |
from £1,479 £1,379 pp |
from £1,668 £1,568 |
Save £100 Per Person | Trip Notes | Book Now | ||
07 Sep - 14 Sep 2024 7 nights |
Itinerary Single from £1,688 £1,588 Double from £1,499 £1,399 pp |
from £1,499 £1,399 pp |
from £1,688 £1,588 |
Save £100 Per Person | Trip Notes | Book Now | ||
14 Sep - 21 Sep 2024 7 nights |
Itinerary Single from £1,688 £1,588 Double from £1,499 £1,399 pp |
from £1,499 £1,399 pp |
from £1,688 £1,588 |
Save £100 Per Person | Trip Notes | Book Now | ||
21 Sep - 28 Sep 2024 7 nights |
Itinerary Single from £1,688 £1,588 Double from £1,499 £1,399 pp |
from £1,499 £1,399 pp |
from £1,688 £1,588 |
Save £100 Per Person | Trip Notes | Book Now | ||
28 Sep - 05 Oct 2024 7 nights |
Itinerary Single from £1,688 £1,588 Double from £1,499 £1,399 pp |
from £1,499 £1,399 pp |
from £1,688 £1,588 |
Save £100 Per Person | Trip Notes | Book Now |
Important information
- With flights holidays: Price includes return flights to Rome Fiumicino International Airport, hold baggage and airport transfers
- Our airport taxi service operates at this resort – price available on request
7 nights
from
£1,599pp
£1,474pp
with flights
On offer
or call 020 3974 8865
For group bookings of 10+ guests click here