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Green Valley of Umbria

Self-Guided Leisure Cycling Holiday




8 days

Prices from

£805 P.P.
This charming Italian tour sees you cycling on quiet country roads with a beautiful backdrop of hills. Umbria has been praised for its pure beauty since the Roman era, thanks to its greenery, refreshing springs, mountain streams and waterfalls. This gentle tour will take you through lively medieval villages and quaint towns in the green Valle Umbra such as Assisi, Spello, Foligno, Spoleto, Bevagna and Perugia. Due to the gentle nature of the trip, you'll have plenty of time to explore these towns.
The tour starts and ends close to Assisi, which rests on a mountainous branch of Monte Subasio. This beautiful pilgrimage town with its narrow alleys, cosy squares and many medieval monuments will make an unforgettable impression. On your first day, the scenic route winds its way through the fertile valley to Campello sul Clitunno famous for its refreshing springs. After some exploring, you will take a short circular tour among olive groves to Spoleto. You will have plenty of time to visit this lively town, with many squares and lovely streets to wander. You'll have the chance to visit the Duomo with the frescoes of the Florentine painter Filippo Lippi, the Roman theatre, and the medieval bridge and aqueduct; Ponte delle Torri.
The second part of the tour will bring you to Torgiano and Perugia the capital of the province. You'll journey past Renaissance palaces, museums, impressive churches and tightly winding market streets. A short ride along the quiet country roads of the valley will bring you back to Assisi. Beautiful winding roads and charming views mean the best way to explore this region is in the saddle.

Holiday Highlights

  • Cycling from one medieval treasure to the next along the Valle Umbra
  • Visiting the World Heritage Site of San Francesco di Assisi
  • Marvelling over Giotto’s art in the Basilica of Assisi
  • Enjoying a platter of Umbrian bruschette
  • Meandering the narrow streets of Spoleto
  • Sampling crisp local wines

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Day 1
Arrival in Perugia airport - Transfer to Assisi

You’ll be met on arrival at Perugia airport and transferred to Assisi (approx. 30 minutes), to your first hotel. After your transfer, your bikes will be fitted and a local representative will provide you with your route notes and maps, and will brief you on the adventures to come.

Day 2
Assisi to Casco dell'Acqua
16 Miles / 30 Kms Approx.
  • Meals: Breakfast

You’ll leave your first hotel and cycle along the slopes of Mount Subasio to Spello. There is enough time this morning to wander around this charming ancient town, pleasantly situated on the southern slopes of Mount Subasio. In urban, architectural and artistic terms Spello is an extremely interesting town, displaying many features dating back to the Roman and medieval eras. Spello is known as ‘the town of flowers’ due to its many colourful little alleys embellished with greenery and flowers.

After Spello you’ll descend to Foligno, in the valley. You’ll pass along the main square with its beautiful Duomo which still has a Romanesque facade. Continuing along the lively main shopping street you’ll leave the town and cycle the last kms of your route across the fertile valley with its vibrant fields and rippling waterways. Your accommodation for the evening is a country house situated in the village Casco dell‘Acqua.

Day 3
Spoleto Loop Ride
31 Miles / 50 Kms Approx.
  • Meals: Breakfast

This morning, a short tour among olive groves will take you to Spoleto. You’ll see Spoleto from afar, with its castle dominating the hilltop on which the medieval part of town is built, (the centre is still largely inside the medieval town walls). Spoleto is famous for its music festival ‘Dei due Mondi’ held in the first weeks of July.

There is plenty to see today, including the cathedral with its famous frescoes by the Florentine painter Filippo Lippi, the Roman house and theatre, with an annexed archaeological museum. Leaving Spoleto you’ll cycle among the fields back to Casco dell’Acqua.

Day 4
Casco dell'Acqua to Torgiano
34 Miles / 55 Kms Approx.
  • Meals: Breakfast

Biking through an undulating landscape you will see Montefalco from a distance. At the foot of this town you will have the option to continue along the valley directly to Bevagna or to visit Montefalco itself. If deciding on the latter, you’ll first have to conquer a steep climb as Montefalco sits at 472m/1548ft above sea level! Worth it though for the panoramic views!

Montefalco is well-known for its excellent wines, Rosso di Montefalco and Sagrantino produced on the sunny slopes around the town. Of course it is almost impossible to leave the town without tasting them in one of the many wine bars.

From Montefalco you’ll go downhill to Bevagna. This town has a lovely medieval square with a fountain and two Romanesque churches. The square is a real meeting place for the friendly inhabitants of the town. After the last hill you will reach Torgiano, at the confluence of the rivers Chiascio and Tiber (Tevere).

Day 5
Torgiano Loop Ride
15 or 29 Miles Approx / 30 or 45 Kms Approx.
  • Meals: Breakfast

Riding to Perugia (24 Km)

This route takes you to the neighbouring town of Perugia, the capital of the province. A short cycle tour takes you to the station in Ponte S.Giovanni at the foot of Perugia. From here, a local train will take you into the historical centre of Perugia. The centre is a vibrant location, with its quaint alleys and characteristic town squares. The renaissance palaces, medieval churches, museums and many galleries will make a lasting impression. After your visit you will return by train and bike to the peaceful, hospitable town of Torgiano.

A Ride Through Torgiano’s Surroundings (23 Km)

Close to Torgiano (3.7miles/6 km) is the village of Deruta which has, in part, managed to retain the highly distinctive features of its medieval buildings. Deruta is universally famous for its ceramics. The origins of this ancient art go back as far as the Etruscan times and nowadays the many local workshops still make excellent quality ceramics. Numerous Italian and foreign museums have pieces of Deruta ceramics on show, including the Victoria and Albert Museum. The town hall hosts the art gallery and the ceramics museum.

The next stop is the sanctuary of Madonna del Bagno, which was built after a miracle, which took place in the year 1657. Inside the church there are more than 600 votive tiles, all testimony to the tradition of the Deruta ceramics. Cycling through a beautiful rolling landscape you’ll pass typical Umbrian hamlets like Casalalta. Your cycle back to Torgiano is through the Tiber valley. Torgiano, like Montefalco, is famous for its excellent red and white wines and you’ll also have the chance to visit the fascinating wine museum. Next to the museum you can sample the wines of the Lungarotti family in the ‘osteria’.

Day 6
Torgiano to Assisi
16 Miles / 25 Kms Approx.
  • Meals: Breakfast

Today you will cross the valley, cycling on quiet country roads. Assisi stands proudly in the distance, built upon a hilltop like many other Umbrian towns. Before reaching Assisi, you’ll have the chance to visit the Franciscan basilica in S.Maria degli Angeli. The humble little chapel ‘Porziuncola’ where Saint Francis came to pray still lies under its impressive dome.

After a short steep climb, you’ll reach the beautiful historical centre of Assisi. Once you wander through the town, you’ll agree that it was worth the effort. You will have enough time to visit some of the main monuments of the town, like the Basilica of Saint Francis with its beautiful frescoes by the painters Giotto, Simone Martini, Cimabue and Pietro Lorenzetti. Your overnight stay will be in the hotel where you started your tour outside Assisi.

Day 7
Assisi Rest Day
  • Meals: Breakfast

With so much to see in Assisi, today you have time to explore its surroundings. An optional loop ride will take you through Assisi around its most important cultural monuments. From the Porta Cappuccini town gate, you can alternatively opt for a walk through a tangle of little alleys and medieval squares. You will pass by the remains of an amphitheatre, the medieval castle, the basilica of St. Francis, the temple of Minerva, the church ‘Chiesa Nuova’ and the basilica of St. Clare, finally walking down to the monastery of St. Damiano. You can then continue down the valley, back in the saddle, to the Basilica and then your accommodation.

Wine tasting can be arranged in a nearby local winery, please let us know if you would like us to organise this.

Day 8
Departure from Assisi - Transfer to Perugia Airport
  • Meals: Breakfast

Time to head to the airport for flights home (the transfer is approximately 30 minutes).

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The Cycling


The tour will take you through a mixture of flat and rolling countryside, mainly on quiet country roads and cycle paths. The majority of the roads are tarmac (90%), with short sections on gravel (10%). Some roads will have local traffic, especially leading into the towns, but generally the roads chosen for this trip are quiet.

The road surfaces are in good condition overall, but there are a couple of sections that aren’t as well maintained. The trip is mainly along the Valle Umbra, but there is a bit of climbing. This includes heading up to hilltop towns, so around 1.5 miles/2-3 kms (such as Montefalco and Assisi, but the gradient is never more than 10%).

This tour is not suitable for road bikes.


Leisure Cycling Grade

Grade 2: Gentle

Distances generally between 15-30 miles / 24-48 kms per day

For those looking for an easy-going route

Mainly on the flat

Some undulations and the odd cheeky challenge

Our grading guidelines have been carefully created based on our many years of cycling experience, as well as customer feedback from our trips. Of course, if you're still struggling to figure out where you fit on the scale, do feel free to give us a quick call and we'll be more than happy to help!

For more information about our grading system click here.

Is this suitable for you?

Maybe you have recently got into cycling and would like to do more over consecutive days, or maybe you‘re looking for a more energetic alternative to your usual holiday? If you‘re looking for an opportunity to try some quiet roads, cycle paths or some accessible, cycle friendly routes these holidays might be for you. You’ll come across some gently undulating terrain and the odd cheeky challenge, so we’d generally expect those on a Grade 2 holiday to ride their bikes relatively frequently at home, perhaps commuting to work or heading out for some leisurely rides at the weekend.

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Dates & Prices

Daily departures available. The season prices below are applicable for all start dates between and inclusive of the stated dates.

2021 26 Mar – 30 Oct.

Season 1 – £805 pp – 08 Apr to 21 Apr, 03 May to 26 Jun, and 02 Sep to 30 Oct

Season 2 – £1015 pp – 26 Mar to 07 Apr, 22 Apr to 02 May, and 27 Jun to 01 Sep.

2022 26 Mar – 30 Oct.

Season 1 – £805 pp – 26 Mar to 14 Apr, 02 May to 24 Jun, and 04 Sep to 30 Oct

Season 2 – £1015 pp – 15 Apr to 01 May, and 25 Jun to 03 Sep

Choose your date
Start Date
End Date
Price p.p.
Start Date
Return Date
8 days

Whats Included Tick

A) Hotel accommodation (shared twin/double rooms) in good quality 3* hotels

B) Meals as per the itinerary

C) Detailed route notes and maps

D) Local representative (with welcome meeting)

E) Luggage transfers

F) Airport transfer on scheduled arrival day from Perugia airport (PEG)

G) Airport transfer on scheduled departure day to Perugia airport (PEG)

What's not Included Cross

A) Bike rental (available if required)

B) Flights and charges for travelling with your bike (if applicable)

C) Single room (available if required)

D) Travel insurance

E) Meals not stated in the itinerary

F) Personal clothing and equipment

G) Personal expenditure (souvenirs, bar bills, hotel facilities etc)

H) Entrance fees to museums and other attractions

I) Possible city tax to be paid locally in cash (amount varies)

J) Train tickets on day Day 5 (approx €1.50 person and €1.50 per bike

K) Airport transfers on days other than the scheduled arrival/departure days

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The Essentials

Travel Options

This tour starts and finishes in Assisi.

Airport transfers are included in the cost of your holiday. We ask that you fly into and back from Perugia airport (PEG). Please aim to arrive between 09.00 and 16.00 and depart between 11.00 and 19.00.

Alternatively you can fly into either Florence airport (FLR), 180km from Assisi, or Rome Fiumicino airport (FCO), 190km from Assisi. Please bear in mind that transfers to Assisi are not included if arriving into either of these airports, but can be arranged on request. You can also make your own way by train from both Florence (approx. 3hr 30min) and Rome (approx. 2hr 30min) to Assisi, where your local representative can pick you up.

Please contact us for more detailed information on the specific flight schedules available for your holiday and please check with Skedaddle before making any travel arrangements.

Please note – If you make travel arrangements that fall outside of the above time windows there may be an additional charge for individual transfers.


On this tour we use good quality 3* hotels, some of which will have swimming pools. (There is the option to upgrade your hotels, staying 5 nights in a 4* hotel if preferred).

Our hotels have varying facilities, ranging from air conditioning, wifi and restaurants to spas and wellness centres.

Bike Hire

If you’d prefer not to bring your own bike along, we have bikes available to rent.

Rental bikes are typically Bottecchia Trekking 315 or 316 Lite hybrid / touring bikes (or equivalent) with semi slick tyres.

The bikes come with a bottle cage, one front and one rear pannier bag, a map case/holder, a puncture repair kit, bike pump and bike lock. We have both standard and step through frames available, please let us know if you have a preference!

We also have electric bikes available to rent, but only a small number, so these are available only on request.

We can provide helmets with the rental bikes – please request at the time of booking if you’d rather not bring your own along.

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