Wine Villages of Umbria Cycling

0044 1606 720199

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  • Holiday code
    C07UB
  • Holiday type
    Self-guided cycling
  • Duration
    7 nights
  • Accommodation
    hotel-to-hotel
    and
  • Activity level
  • Call usfor dates and prices
  • Departure months
    JFMAMJJASOND
  • What your holiday price includes
  • 7 nights hotel-to-hotel accommodation in a mix of and hotels
  • All breakfasts and 2 evening meals
  • Bike fitting and briefing at the start of your holiday
  • Comprehensive route directions
  • Bike hire included
  • Luggage transfers between hotels
  • Optional Upgrades
  • City break add-ons in Rome
  • Hotel room upgrade package available
  • Ebikes available
  • Suitable for
  • Solo travellers
  • Couples
  • Excellent choice for
  • Food lovers, wine lovers, flora & fauna, art & history, swimming opportunities
      from 7 reviews

Timothy Fowler says...
The bike quality was very good. Paulo was very helpful and friendly and always available. The routes were all good. We were lucky with the weather and ...
Read reviews »

Italy: Umbria

Wine Villages of Umbria Cycling

This trip is currently unavailable. Please call us on 0044 1606 720199 for further details.

  • Unspoilt cycling through sun-drenched landscapes: olive groves, boundless vineyards, sunflowers and poppies
  • Superb summer climate, soft terracotta colours, panoramic views
  • Assisi, the jewel in the Umbrian crown, gorgeous Spello, Etruscan Perugia, historic Spoleto
  • The medieval wine villages of Montefalco and Torgiano - wine tasting opportunities galore!

Few places can stir emotions quite as intensely as Umbria. To visit here is to embark on a journey into a timeless world of sun-drenched landscapes, ancient hilltop villages and beguiling medieval towns.

This 7-night self-guided cycling holiday combines scenic pedalling through olive groves, sunflower fields, vineyards and poppy strewn meadows with the chance to explore some of the most fascinating towns and historic villages in the region. You'll freewheel along the Valle Umbra accompanied by a backdrop of olive grove clad hills topped by panoramic villages and follow in the footsteps of emperors at the sacred springs of Campello sul Clitunno.

Highlights include the lovely hilltop wine village of Montefalco, 'the balcony of Umbria', and the fascinating historic city of Spoleto crammed with exciting Roman remains including Emperor Vespasian's mother's house, baths and mosaics. Of course, no trip here would be complete without spending time in magical Assisi. Be sure to visit St Francis' Basilica with its beautifully ornate frescoes, and his peaceful forest retreat on Monte Subasio where he'd stroll and preach to the birds.

The hotels we've selected for this holiday are pretty special too, ranging from an elegant villa set in its own manicured gardens and parkland, to a 4 star hotel in Spello with a spa and sweeping panorama of the Umbrian Valley.

See more of this trip on our Youtube channel - click here watch.



We're here to help

If you have any questions about this holiday call our sales team on 0044 1606 720199, use our live webchat or email sales@headwater.com

Cycling information

The cycling is mainly undulating throughout with ascents and descents to and from the hilltop villages. 93% of the routes is on tarmac; 7% is on strada bianca




We're here to help

If you've any questions about this holiday call our sales team on 0044 1606 720199 , or email sales@headwater.com

Day 1: Arrive at Spello

Explore this medieval town, with its cobbled streets resplendent with colourful flower boxes, before dinner.
You stay at La Bastiglia Hotel (breakfast included)

Day 2: Spello to Spoleto (42km/26.1mi)

There are lovely views as you cycle along the Teverone Valley to the lively market town of Foligno, with its Romanesque cathedral, evocative Trinci Palace and many museums. Pass the idyllic Fonti di Clitunno, a sacred place of worship to both the Pagans and the Romans, before continuing to stunning Spoleto.
You stay at the Hotel San Luca (breakfast included)

Day 3: Spoleto to San Luca (23km/14.3mi)

There's time this morning to discover Spoleto's magnificent architecture, including a Roman arch, 12th century Duomo and 14th century viaduct. It's a short onward ride via hilltop Colle San Filippo through an undulating landscape of olive groves and vineyards to the tiny hamlet of San Luca at the foot of Montefalco.
You stay at Villa Zuccari (breakfast and evening meal included)

Day 4: At San Luca (14km/8.7mi)

San Luca is ideally placed to discover hilltop Montefalco, the 'Balcony of Umbria'. Wander round its medieval streets, admire the superb views and enjoy wine tasting in one of the many Sagrantino wineries.
You stay at Villa Zuccari (breakfast and evening meal included)

Day 5: San Luca to Torgiano (42km/26.1mi)

First stop today is the walled town of Bevagna, home to the 13th century Gothic Palazzo dei Consoli, the golden medieval theatre and Roman temple and baths. Then head past vineyards and the village of Cannara - renowned throughout Italy for its red onion festival! - to the old wine town of Torgiano, famous for its Lungarotti cellars.
You stay at the Hotel Al Grappolo d'Oro (breakfast included)

Day 6: At Torgiano (24km/14.9mi or 33km/20.5mi or 45km/28.0mi)

Lots of options today. Visit the wine and olive oil museum - with tastings - in Torgiano's centro storico, pedal along the 'Wine and Art Road' to Perugia, capital of Umbria and famous for one of Italy's finest art collections or cycle a circular route to the local ceramics capital, Deruta.
You stay at the Hotel Al Grappolo d'Oro (breakfast included)

Day 7: Torgiano to Assisi (25km/15.5mi)

Ride along quiet country roads past sunflower and wheat fields, ochre-coloured farmhouses and meadows bordered by fig trees through the Chiasco Valley to Sta Maria degli Angeli. Visit the tiny chapel within the Franciscan basilica, where St Francis used to pray, before continuing to Assisi. There's plenty of time to explore and visit the beautiful Piazza del Comune, the 13th century Giotto frescoes and of course, the UNESCO recognised basilica.
You stay at Hotel La Terrazza (breakfast included)

Day 8: Leave Assisi


Where you stay

During your holiday you stay at the following hotels. If you'd like to extend your time at any of these or, if you'd like to enhance your stay with an upgraded room, just let us know at the time of booking.

To find out more call our sales team on 0044 1606 720199, use our live webchat or email sales@headwater.com


Find out more on the hotel website.
Read customer reviews on Tripadvisor.

Albergo La Bastiglia , Spello

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La Bastiglia Hotel boasts a beautiful setting in the centre of Spoleto's historical centre, overlooking the Umbrian valley. Originally an ancient mill, the hotel has been lovingly restored and transformed, with facilities including a wellness centre, panoramic swimming pool and excellent restaurant which serves a mix of ancient recipes and modern creations using the freshest ingredients. On display inside the hotel, there is a collection of ceramics, antique furniture and important paintings from the private collection of Schifano and Norberto.


Room upgrades: Deluxe rooms
Deluxe rooms are larger with a terrace

Extra nights: Please contact us for details.


Find out more on the hotel website.
Read customer reviews on Tripadvisor.

Hotel San Luca, Spoleto

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In spite of its villa feel, the beautiful Hotel San Luca is actually a former tannery dating back to the 19th century. Family run, with great attention to detail, there is a homely lounge to relax in along with gardens to soak up the Umbrian sun. Rooms here are well appointed with all the modern comforts, and ensuite marble bathrooms. Breakfast is served in the shady courtyard over the summer months.


Extra nights: Please contact us for details.


Find out more on the hotel website.
Read customer reviews on Tripadvisor.

Hotel Villa Santa Barbara (formerly Villa Zuccari), San Luca

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This gorgeous, family run 16th century villa is surrounded by 40,000 square metres of parkland and perfectly manicured gardens with rosemary scented hedges, roses, oleander, magnolia, palm and cypress trees. Bedrooms are airy and spacious, with either a small terrace or, if on the first floor, a view of the village of San Luca. Admire the hotel's grand sitting room with its painted terracotta tile ceiling and the elegant restaurant with its quirky collection of antique soup tureens. The hotel also boasts an Art Nouveau style bar and an outdoor swimming pool.


Room upgrades: Superior room
Superior rooms are larger and come with balcony and view towards San Luca, Trevi and the Umbrian hills.


Find out more on the hotel website.
Read customer reviews on Tripadvisor.

Hotel Al Grappolo d’Oro, Torgiano

Swimming Pool IconHair dryer icon NEARBY:

Situated in the centre of the medieval town of Torgiano is Al Grappolo d'Oro (The Golden Bunch of Grapes), a recently restored 19th century residence. The hotel has 15 rooms, each individually decorated in a modern style with warm colours and furnished to a high standard, offering a cosy stay. The art filled reception/lounge area gives the hotel character from the start but features such as the pool in the garden to the rear and the downstairs bar make it a lovely place to relax.


Find out more on the hotel website.
Read customer reviews on Tripadvisor.

Hotel la Terrazza, Assisi

Swimming Pool IconHair dryer icon NEARBY:

Located just a short walk from the main city gate into Assisi's historical centre, the *** Hotel La Terrazza boasts beautiful views over the Assisi Valley. The hotel itself is built from the local pastel coloured stone from Monte Subasio and comes with some excellent facilities, including a spa and wellness centre and panoramic swimming pool. The rooms here are comfortable and well-appointed, with each room featuring a replica of the paintings that can be seen in the town's famous basilica.

Headwater customers are allocated the superior rooms here.


Extra nights: Please contact us for details.

Extending your stay

If you'd like to extend your trip with extra nights at the start or end, or if you'd like to arrange a stop off point en-route, then we recommend the following hotels.


Read customer reviews on Tripadvisor.

Hotel Canada Roma, Rome

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The 3 star Hotel Canada Roma is centrally located near the main railway station, making it an excellent base from which to explore Rome. Each room is ensuite and has been lovingly decorated in an elegant Italian style complete with vintage furniture. Rooms come with tea and coffee maker as well as air conditioning and safe.
This well appointed hotel also boasts a bar for pre dinner drinks and nibbles, as well as an external courtyard where you can savour a drink under the stars.


Room upgrades: Deluxe and junior suite
Deluxe rooms are larger with a more stately decor.
Junior suites have a separate living room.

Travel

Transfers can be arranged at a supplement from Foligno train station at 17:15, and back to Foligno train station at 10:10.

Call now to speak to our specialist team at 0044 1606 720199 or email us at sales@headwater.com for enquiries or to book your trip.

Reviews

Everyone who goes on a Headwater holiday will be emailed a link to our post-holiday questionnaire where they can give us an honest assessment of all aspects of their holiday - everything from how quickly we answer the phone to how clean the hotels were - plus an overall rating and comments about their holiday.

Any feedback collected is posted to our website, so that people can make an informed decision based on past experiences before heading off on holiday. We don’t edit the reviews, the only thing we do is proofread them and alter any typos, where necessary, to ensure they are easy to read for everyone. All reviews will be published (except in certain extreme circumstances), and a member of the Headwater team will respond to any constructive criticisms/comments under the reviews, at their discretion. So, for the real tales, twists and turns of our holidays, look no further than the reviews from our previous travellers.


Timothy Fowler, 08/10/2023

The bike quality was very good. Paulo was very helpful and friendly and always available. The routes were all good. We were lucky with the weather and would certainly consider an October trip in the future. We loved travelling out-of-season although were surprised to encounter so many US citizens visiting the big tourist spots such as Assisi. But it wasn't a problem.


MCGEOCH, 13/06/2023

Headwater select a great variety of interesting hotels and the scenery between them is often stunning.


EDMUNDS, 06/06/2023

Delightful holiday cycling in Umbria. Scenery not as stunning as the Piedmont trip but nonetheless very beautiful towns which we really enjoyed exploring. The e bikes were exceptionally heavy, far heavier than was necessary for the routes, compared to those we have previously used with Headwater. Once again the phone covers made the phones overheat where there was a lot of direct sunshine so we have suggested to the local representative a simple phone holder without a cover would be useful under those conditions. A plastic cover would be useful if it was raining. Paulo was delightful and very helpful whenever we met! The hotels were all in great locations, although the one in Assisi is a twenty minute walk from town but e bike helps! The Villa Santa Barbara was exceptional in terms of staff, service , room, pool and food! The journey via Rome was rather tedious and like another client I feel flights to Perugia would be more appropriate.


Ms CROMPTON, 10/05/2023

Beautiful holiday through the unspoilt countryside of Umbria


Ms Sims, 17/09/2022

At all times felt that our expectations were met


Ms Le Vay, 01/07/2022

Great holiday and service from the team at Headwater, particularly Joanne who is really pleasant and helpful. Disappointed with travel advice and recommend researching own travel and transfers unless you want to go from Heathrow and have a long train journey to follow.

I was going to Umbria so a flight to Perugia made sense not to Rome which is the route taken by Headwater.

I think Headwater could be better informed and provide more information about local airports even if travellers are making their own travel arrangements .


Mrs Thomas, 21/05/2022

Wonderful historic hilltop villages with fantastic views easily accessible on an e bike . Each days cycling was really enjoyable and the hotels were good. Hotel Villa Zuccari was wonderful, the pool was gorgeous and we had 2 amazing meals there. The hotel Terrazza in Assisi although out of the town was within easy walking distance. We had a fab holiday and would recommend Headwater holidays.



Dates and prices

You can be confident that our pricing includes all the standard requirements of your holiday and many additional extras. Always ensure that you are comparing like for like when booking your holiday.

This 7 night self-guided cycling holiday includes:

Hotel-to-hotel accommodation in a mix of and hotels

All breakfasts and 2 evening meals

Bike fitting and briefing at the start of your holiday

Comprehensive route directions provided prior to departure

Bike hire

Luggage transfers between hotels


How to book:

To book this holidays speak to our sales team on 0044 1606 720199 or click on the appropriate 'book now' or 'check availability' button below.

To book this holiday call our sales team on 0044 1606 720199 or click on the appropriate 'Book now' or 'check availability' button below.

Please call for prices

We do not currently have departure dates and prices available on-line. The season may have ended for this tour, or we are still in the process of adding these details to our website. Please contact us for further details.

Holiday details

Solo travellers
Please call for details and prices

Children
Please contact us for child prices.

Holiday type
Self-guided cycling Managed by Headwater rep.

Departures

Meals
All breakfasts and 2 evening meals

Tailor-made travel

Tour only

Transfers can be arranged at a supplement from Foligno train station at 17:15, and back to Foligno train station at 10:10.

How to book

To book this holidays speak to our sales team on 0044 1606 720199 or click on the appropriate 'book now' button above.

If you need further information before you book simply complete our Holiday Enquiry Form and a member of our sales team will get back to you.

To book this holiday call our sales team on 0044 1606 720199 or click on the appropriate 'Book now' or 'Check availability' button below.

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