Umbria Classic Cycling Holiday

  • 4.8
    (8 reviews)
  • Category

    Cycle Touring
    Self Guided
  • Grade

  • Duration/s

    6 or 7 nights
  • Start / Finish

    Assisi / Assisi
  • Distance

    114 miles/184 kms
  • Themes

    EbikeFamilyGastronomicWine Lovers
  • Accommodation

    Comfort to Superior
  • Tour code

Price From £486


Explore Umbria by bike. This Umbrian cycling holiday starts in the spiritual city of Assisi before leading you through verdant countryside to beautiful medieval towns such as Spello, Spoleto and Torgiano. The whole region is steeped in history, tradition and culture. It is also famous for producing delicious cuisine and some truly sensational wines.

Pedal along quiet lanes and paths, past olive groves and vineyards, through the breathtakingly beautiful Umbrian Valley. Hilltop towns beckon from afar and any extra effort required to assail the flanks of these medieval gems is invariably paid back by their simple, timeless charm and wondrous views.

The many highlights of this classic route include Assisi, birthplace of St Francis, founder of the Franciscan order, Spello, a gorgeous little hilltop town that entrances all who enter and Spoleto, another medieval town with an impressive castle still largely contained within its fortifications.

Cathedral of San Rufino - Assisi - Umbria

Cathedral of San Rufino – Assisi

You’ll also have the opportunity to visit Montefalco, to wonder at the view from the ‘Balcony of Umbria’, as well as Perugia the provincial capital with its wonderful Piazzas, Renaissance palaces and medieval churches.

And finally we have to mention the food and wine. If, like us, you appreciate dining well on your cycling holidays then you are in for a real treat. In a country that appreciates food so much, it is impressive to learn that Italians themselves revere this region for the quality of its cuisine. Similarly the local wines, such as Rosso di Montefalco and Sagrantino are also held in very high esteem and are likely to be a memorable element of a wonderful holiday.

The route adheres to the valley floor for the most part with some slightly hilly sections in parts. Apart from the steeper climbs to Montefalco (which can be avoided) and Assisi this tour is suitable for anyone with an average fitness level.

Read Mail-Online journalist Adian Lowery’s account of his experiences on this tour.


Itinerary & Map

The route adheres to the valley floor for the most part with some slightly hilly sections in parts. Apart from the steeper climbs to Montefalco (which can be avoided) and Assisi this tour is suitable for anyone with an average fitness level.

The itinerary below describes the 7 night route. If you opt for the 6 night version, then day 2 of your ride will actually be day’s 2 and 3 of the 7 night tour combined – so you will ride 58 kms that day and spend the night in Spoleto. The rest of itinerary is identical.


View larger map

Day 1: Arrive Assisi

Assisi - Umbria - Italy*


On arrival make your way to your first hotel in Assisi or nearby. Assisi is a medieval town built on a hilltop. It is a place where history, tradition, art and natural beauty combine in perfect harmony. There is a lot to see, such as the Basilica of St. Francis and Basilica of St. Clair, but it’s also pleasant to wander the narrow, winding streets or just to sit in a terrace cafe on the main square and soak up the atmosphere sipping a glass of something nice.

Day 2: Assisi – Spello – Casco dell’Aqua, 17 miles/26 kms

Spello - Umbria - Italy*


If you opted for the shorter, 6 night trip then you will cycle all the way to Spoleto today, combining day 2 and day 3 of this itinerary. We suggest an early start as there is much to see and enjoy.

After breakfast your cycling adventure begins. We suggest you start early today as you may want to spend a little more time in Assisi before cycling through the varied countryside and towns and villages along the route. Perhaps take a break in the pretty walled town of Spello, dating back to Roman times. Stroll around its quaint alleyways admiring the colourful flowers that are framed so nicely against the sandstone walls. Descend into the valley and cycle to Foligno a bustling town with a lovely old centre that can be explored on foot or by bike. After a short ride further along the valley you reach your remote and quite lovely country house situated in the village of Casco dell’Acqua.

Day 3: Casco dell’Acqua – Spoleto, 20 miles/30 kms

Spoleto - Umbria


Today’s route leads you along the Umbrian Valley to the gorgeous, hilltop town of Spoleto. You’ll be able spot the town’s castle, which sits above the medieval town, while you are still some distance away. You can visit the cathedral with its beautiful frescoes, the Roman house, the museum and the Chiesa di Sant’Ansano where you can see a wonderful Renaissance fresco of the Madonna and Child. The ancient, winding streets are a delight to explore and it’s not that a big a place so feel free to lose and find yourself again.

Day 4: Spoleto – Bevagna, 25 miles/40 kms

Bevagna - Umbria - Italy*


More wonderful Umbrian countryside awaits you today as you continue your ride across the Valley of Umbria. You have a choice of routes today with the easiest being a direct, flat route straight to Bevagna. At the foot of Montefalco you have a choice to make. Do you take on the quite challenging climb up to the beautiful medieval village at the top of the hill, Montefalco is also known as the ‘Balcony of Umbria’ because of the amazing views of the surrounding countryside, or do you pass and continue along the valley straight to Bevagna? Whichever you choose, you’ll love spending the night in Bevagna, a picturesque town with a maze of flag-stoned streets to explore.

Day 5: Bevagna – Torgiano, 19 miles/30 kms

Umbrian Valley - Italy*

Umbrian Valley

Today’s ride leads you past olive groves and vineyards along the western flank of the Umbrian Valley. Your destination today is Torgiano a beautiful, quiet, medieval town at the confluence of the rivers Tiber and Chiascio. Some of the original fortifications remain to this day but the town is most well known for its wonderful wines and you may wish to visit the town’s impressive wine museum where traditions and techniques of the local viticulture are described and displayed. We also highly recommend sampling some of this wonderful local product in a cosy bar or restaurant.

Day 6: Torgiano – Perugia round trip, 15 to 28 miles/24 to 32 kms or 30 to 45 kms

Perugia - Umbria - Italy*


You’ll spend a second night in Torgiano tonight so today you can choose between two circular rides. The first option is a visit to the provincial capital, Perugia with its delightful Piazzas and impressive renaissance churches, palaces and museums. If you go for this option you can either cycle 24 km to Ponte San Giovanni, at the foot of Perugia, and from here take a local train (return trip, payable locally) to the old town itself or you can cycle 32 km and make the climb by bike. Alternatively, you cycle a loop in the surroundings of Torgiano, visiting Deruta, famous throughout the world for producing high quality ceramics. Then it’s onwards to the sanctuary of Madonna dei Bagni, which was built after a miracle is said to have taken place there in 1657 and where there are some 600 votive tiles showcasing the Deruta ceramics. Continue on past some idyllic little Umbrian hamlets before returning to Torgiano in the evening.

Day 7: Torgiano – Assisi, 17 miles/26 kms

Assisi - Umbria - ItalyIV*


Your last day’s ride leads you back along quiet lanes across the valley to Assisi. The hilltop town is visible for most of the ride and just before arriving we suggest a stop at the Franciscan basilica in S.Maria degli Angeli with its impressive dome and humble little chapel Porziuncola, where St. Francis once came to pray. Take your time with the last climb up to the town and then it’s time to relax. Maybe enjoy an afternoon’s sightseeing, possibly a spot of shopping or maybe settle down with a fine Italian wine in a shady spot on the square.

Day 8: Departure

After breakfast it’s time to check-out and head for home or your next adventure.

Dates & Prices

2021 Arrival Dates
Arrivals daily from 01 April to 16 October

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2021 Prices
Per person
01 Apr
12 Jun
13 Jun
05 Jul
06 Jul
16 Oct
6 Nights
Comfort category
Double/twin £536 £558 £536                
Single £668 £691 £668                
Triple £486 £509 £486                
Solo cyclist £708 £731 £708                
Superior category
Double/twin £720 £743 £720                
Single £939 £962 £939                
Triple £609 £632 £609                
Solo cyclist £974 £997 £974                
7 Nights
Comfort category
Double/twin £598 £620 £598                
Single £753 £776 £753                
Triple £530 £552 £530                
Solo cyclist £798 £821 £798                
Superior category
Double/twin £720 £743 £720                
Single £1016 £1039 £1016                
Triple £628 £631 £628                
Solo cyclist £1059 £1082 £1059                

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Deposit per person £180

Price Includes

6 or 7 nights accommodation. See practical information
6 or 7 x Breakfast
Luggage transfer (1 x 20kg piece pp)
Maps & route information
Welcome briefing
Local assistance

Price Excludes

Flights and transfers
Bike hire (see supplements)
Tourist tax (payable locally)
Transfer Perugia Airport to hotel in Assisi (€20 per person to be paid locally)
Transfer train station to hotel in Assisi (€10 per person to be paid locally)


Regular bike with pannier & lock, 6 nights. See practical information (£76)
Regular bike with pannier & lock, 7 nights. See practical information (£81)
Electric bike with pannier & lock, 6 nights (£173)
Electric bike with pannier & lock, 7 nights (£199)

Practical Information


City bike

Example of the type of bike used on this tour – female

Regular bikes provided are modern alloy framed models with 21-24 speeds. The bikes come equipped with pannier, lock and a repair kit with pump.

Electric bikes are also available.

Smaller framed children’s bikes and trailers are also available.

We suggest you bring your own helmet for safety and hygiene reasons. Alternatively, helmets are provided on arrival. 


Below you will find examples of the types of accommodation typically used on this tour. Please note that the hotels we book for you may differ slightly from those described but they will certainly be of a similar standard.

Comfort: Comfortable hotels and B&Bs and 1 country house
Assisi: Hotel La Terrazza
Casco dell’Acqua: Casco dell’Acqua  7 night trip only
Spoleto: Hotel Clitunno
Bevagna: Hotel Palazzo Brunamonti
Torgiano: Hotel al Grappolo d’Oro

Superior: Good quality hotels and B&Bs and 1 country house
Assisi area: Hotel Dal Moro Gallery
Casco dell’Acqua: Casco dell’Acqua  7 night trip only
Spoleto: Hotel San Luca
Bevagna: Residenza d’epoca Orto degli Angeli
Torgiano: Tre Vaselle

Local taxes
Some hotels have started to charge a local/tourist tax. These taxes are not included in the sale price of the tour and must be paid directly by you at check-in or checkout at the hotels. This fee varies and is ever changing but as a guide, you may be asked to pay between €1-€4 per person per night.


Getting There

Fly to Perugia, Rome or Florence

Research flights from the UK here

Take the train to Assisi

Research trains in Italy here.


Current rating for this cycling holiday based on 8 reviews 4.8
  • Date - 25/10/2019
  • Name - Anonymous
  • Service rating -
  • Service comment - Ali was friendly and helpful whenI phoned to ask questions about details of the trip.
  • Product rating -
  • Product comment - A leisurely self guided trip through beautiful Umbria. Plenty of time to explore medieval hilltop towns. Good instructions, easy to follow the route.
  • Flexitreks response - Service rating : Ally is our Umbrian expert so you were in very good hands!
    Product : Perfect - just as it should be. Thank you.
  • Date - 21/06/2019
  • Name - Anonymous
  • Service rating -
  • Service comment - Pre tour service was great, any questions we had were quickly answered.
  • Product rating -
  • Product comment - Very well organised; locations and scenery delightful, good hotels and excellent bikes.
  • Flexitreks response - Sounds perfect - thanks for this very positive review.
  • Date - 03/06/2019
  • Name - Anonymous
  • Service rating -
  • Service comment - Very helpful with information about the area including places for car hire for our post cycle extension
    Would definitely consider using the company again
  • Product rating -
  • Product comment - Interesting route although we didn’t have the best weather to enjoy the scenery more. Good hotels. The very poor road conditions made the cycling more difficult than it would have been with a good surface- lots of potholes and broken road surfaces- the dirt tracks were better!
  • Flexitreks response - Service rating : Glad we were able to help with ancillary information to enhance the holiday.
    Product : Many thanks for the feedback and sorry to hear the roads were a little less than perfect in places.
  • Date - 19/09/2018
  • Name - Anonymous
  • Service rating -
  • Service comment - very helpful. my 1st choice holiday was not available but after chatting Flextrex staff recommended alternative, and we loved it.
  • Product rating -
  • Product comment - Well thought out routes mainly on quiet roads and tracks. Good directions. Interesting routes through flat farmland and some hillier rides with olive groves, vineries and woodland.
    Cycling not too challenging, and as the weather was hot for our trip , so we enjoyed being able to do most or all of the cycling in the morning and spend our afternoons exploring the amazing medieval towns, all fascinating, and all had something special . Our hotels were great as was the food and wine.
    We would recommend this holiday to those who want to combine some cycling with exploring historic towns, churches, castles and galleries and luxury hotels. You may not have heard of the towns, but we enjoyed them and think they were nicer for us to visit than the more famous and more touristy cites.
  • Flexitreks response - Service rating : Thanks for the lovely review - it's always rewarding to hear that our alternative suggestions have worked well.

    Product : Wonderful, thank you so much for taking the time to provide such a detailed review of this cycling holiday in Umbria.
  • Date - 19/06/2018
  • Name - Anonymous
  • Service rating -
  • Service comment - Excellent service as usual, Flexitreks got back to us very quickly with all the information and prices on the holiday and the various extras.
  • Product rating -
  • Product comment - The cycling was fantastic and the countryside beautiful. The accommodation was of a very high standard. The local reps Petra and Paolo were really helpful.
  • Flexitreks response - Service rating : Your comments are very much appreciated - thank you.

    Product : We love cycling in this part of the world too and are so glad you enjoyed it.
  • Date - 20/09/2017
  • Name - Russell Mitten
  • Service rating -
  • Service comment - We were informed well and in good time
  • Product rating -
  • Product comment - Interesting countryside, different every day
  • Flexitreks response - Thanks Russell . Love the photo - looks like you had great weather!
  • Date - 30/07/2017
  • Name - Steve Groves
  • Service rating -
  • Service comment - As always, Andy and Ally listened to our requirements and found the perfect holiday for us.
    Umbria is so quiet, hours of cycling with no traffic. Couple of days slightly tough so would rate cycling as moderate +
    But for every uphill there is a downhill. Rode into Tuscany one day, beautiful ride, lovely town.
    Will be back!
  • Product rating -
  • Product comment - Andy and Ally recommended first and last night stay in Assisi, perfect! Just a stroll into town.
    Arranged taxi service, and holiday could not have been better.

    Thanks again,
    Steve and Kay
  • Flexitreks response - Always a pleasure Steve and many thanks for the lovely review
  • Date - 09/12/2015
  • Name - Anonymous
  • Service rating -
  • Service comment - I spoke to Alli as I was unsure how the holiday worked and she was really helpful. She helped with info about the flights and transfers and the bike hire and told us what to expect.
  • Product rating -
  • Product comment - The accommodation was mostly really good and all hotels had a good breakfast which is just what you need for the day ahead. Casa Giulia was the only one I would say was less than brilliant, mainly because of its location. There was no-where nearby to eat but there was no information given about this. We ended up asking a local shop owner where to go which was in the nearest village and a bike ride away. This wasn't a problem but it would have been nice to know beforehand. Apart from that everything else was very good. The places we visited were fantastic and the routes to them amazing.
  • Flexitreks response - Many thanks for the lovely comments on our service as we do appreciate your feedback. We are glad to hear that overall you had a great time cycling in Umbria and we agree that the route is indeed quite amazing. We have noted that the Casa Giulia let us down mainly due to the location and so we have altered the itinerary and will not be using the property again.
    I hope you will consider a trip in 2016 and feel free to email us at and we will be happy to assist you. Many thanks again, the Flexitreks team