Self Guided Walking Holidays & Cycling Holidays

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Spello's splendid streets full of flowers


  • A walking short break in Italy’s green heart, Umbria.
  • Full-bodied Sagrantino wines and the rich earthiness of tartufo (truffles).
  • Stay in the remarkable hilltop towns of Montefalco and Spello.
  • Assisi, the birthplace of Italy’s premier saint, St Francis.
  • An unspoiled region of old-world traditions and architectural treasures.

Take a short break in Umbria, walking through Italy’s “green heart” and following trails to the birthplace of St Francis, Assisi.

From Montefalco you can see your final destination, Assisi, perched on Mount Subasio with the sweeping plains below. Begin to get excited about what comes between: constant views to the Apennine Mountains, history galore and pretty towns offering exquisite cuisine and wines.

Umbria’s old-world traditions have been kept alive due to this region having no sea or country borders and whilst the towns you visit are vibrant and fun, there is also a sense of tradition with many ancient architectural and artistic treasures to behold.

(Some photos are accredited to Copyright Regione Umbria)

Day 1: Arrive in Montefalco and overnight. 

An included transfer brings you from Foligno Train Station to Montefalco (20 mins), known as the “balcony of Umbria” because of its lofty position overlooking the plain below which is covered with vineyards. This town is the centre of the Sagrantino wine region, as testified by the beautiful frescoes painted by Benozzo Gozzoli in the apse of St. Francis Church.

Be sure to arrive early if you can and take advantage of sightseeing opportunities before embarking on your first day of walking in Umbria tomorrow. A 12th century town, 5 gates lead to paths up into the central piazza. There is plenty to see here and you will have a whole day to browse, perhaps starting with the Museo di San Francesco, which is part of the St Francis Church and where you can admire many fresco paintings from the Renaissance.

Round off your day with a glass of Sagrantino wine on the terrace of a restaurant which surrounds the main piazza.

Overnight: Montefalco

Day 2: Walk Montefalco to Bevagna

Today make your way down from Montefalco to the valley and walk down  mostly rural roads (and the occasional dirt track) with fields of sunflowers (in season), vineyards, olive groves and pretty farmland.

Then walk along the riverside path of the Fuime Clitunno for a while before reaching Bevagna, a medieval walled town that is distinguished for its abundance of monuments and its well-known gastronomic and wine traditions.

Some essential sights to see here are the San Michele Arcangelo and San Silvestro, two Romanesque churches that face each other across the lovely medieval main square, Piazza Silvestri. Make sure to enter the Museo di Bevagna where you can see an amazing marine-themed Roman mosaic and the Francesco Tort Theatre. Bevagna is a charming and delightful town and one of Umbria’s well-kept secrets.

As Bevagna has excellent local cuisine enjoy dinner this evening in one of the many excellent restaurants. There is one actually situated in the basement of the Roman Theatre!

Walk: 12 km

Overnight: Bevagna

Day 3: Walk Bevagna to Spello

Leave historic Bevagna behind and make your way through bountiful farmland to Spello. Again you will walk along a quiet riverside path for a while before following rural roads and tracks all the way into Spello. The Apennine Mountains are in view on the horizon and you can see both Spello and Assisi in the distance.

Spello is a charming and vibrant town built on the slopes of Monte Subasio. Originally a Roman settlement and famous for its flower festival that has been held for over 150 years, Spello also has 2 dozen medieval churches and the ruins of a Roman amphitheatre on the north side of the town.

Walk: 16km

Overnight: Spello

Day 4: Walk Spello to Assisi

Today you have 2 choices. You can either take an easier route to Assisi or a more challenging one. The easier route takes you alongside the  valley with higher ground to your right and the harder route takes you further up the hillside close to Monte Civitelle with breath-taking views from the rock promontories.  

Assisi gets closer and closer as you walk and you can admire its very dramatic position on a rocky promontory. This city is steeped in the spirit of its most prominent and well-known resident, St Francis.

Consider an extra day here as there is so much to see; the Basilica di San Francesco, being the most famous. The lower Romanesque level holds St Francis’s tomb and you can also visit the Chapel of the Relics which houses his sandals and tunic. The Upper Basilica has a high altar with frescoes by Giotto and Cavallini adorning the walls of the Gothic-style nave.

Walk: 14 or 17 km

Overnight: Assisi

Day 5: Onward journey

Take your onward journeys by train to Perugia (20-30 mins), or Rome (2H30-3H).


4 Nights in good quality 3* and 4* hotels.The accommodation we normally use is detailed below. However we may use alternatives of a similar standard should the dates you request not be available. You can add on extra nights in any of the overnight locations on this tour.

Solo Walkers & Single Rooms

This trip is available to solo walkers, although there is a supplement due to the fact that some of the costs (such as transfers) are not shared. Single rooms are available on request and a supplement is payable.


A breakfast will be provided by your accommodation every morning. Usually they are buffet-style or continental breakfasts. Dinners are not included, however there are options to dine out in any of the towns, and villages.
Lunch is also not included, but you can find small stores in which to purchase items for a picnic lunch, or your accommodation can possibly make a picnic lunch if you ask in advance. In your route notes we give advice on where you can eat/pick up lunch.




Hotel Degli Affreschi

Situated in the heart of Montefalco and just a 2 minute walk from the main piazza, the rooms here are modern and comfortable with views over the sweeping plain below.




Palazzo Brunamonte

Located on one of Bevagna’s narrow medieval streets and in an historic building, this hotel offers spacious rooms with vaulted ceilings all with antique furnishings.




La Bastiglia

With 33 comfortable rooms, all with panoramic views and some with a private terrace you are sure to enjoy your stay at this 4* hotel, where you will receive a warm welcome.




Giotto Hotel & Spa

This hotel has some of the most amazing views in Assisi and offers a traditional warm welcome, creative cuisine in its restaurant, a spa club and rooms decorated in typical Umbrian style.


You can start this walking tour anytime between April and October.  Please bear in mind that July and August can be very hot for walking. We therefore advise that if you choose to walk during these months that you begin the walks very early in the morning, so to avoid the midday heat.

Baggage Transfer

Your bags will be transferred from your accommodation as per your itinerary and moved onto your next overnight stay. We ask you to limit your luggage to one bag of up to 20kg per person.


The route is waymarked in places especially when you are walking on the Way of St Francis, but there are also many places where it is not waymarked. We provide you with detailed turn-by-turn route notes and maps and you will also have access to the Macs Adventure Smartphone App enabling you to follow the route using your phone's GPS so you will have no problems finding the way.

Grade & Terrain

This trip is graded ‘easy to moderate’ overall, as the terrain is not that hilly. You should be in good physical fitness to fully enjoy the walking on this tour. Most of the route follows either gravel or dirt tracks and trails, and you will also be walking on quiet rural roads. You’ll be walking an average of 14 km each day. When you walk from Spello to Assisi there is an easier or more challenging option. Should you wish to skip a walk between towns then you will be responsible for taking a taxi or bus (if possible) to the next place.

Travel Insurance

It is a requirement of booking this tour with Macs Adventure that you have suitable travel insurance which covers you for the activity and emergency evacuation and hospital care.

General Information

The distances and ascent/descents are approximations of the recommended routes. Please be prepared by packing all necessary items, for example, proper rain gear (jacket and pants), sun hat, sunscreen. Your information pack has a detailed equipment list which includes standard walking gear such as good walking boots or shoes, warm and waterproof clothes for the cooler months and lightweight clothing for summer, and a day pack. 

Getting to Montefalco

You can fly into Umbria Airport in Perugia or either of the Rome Airports. Flights into and out of Perugia are limited, however there is a flight out of London and other smaller European airports.

From Umbria Airport you can take a shuttle bus to the city centre and then board a train to Foligno which takes approximately 45 minutes. From Rome Airport, take a train to the city centre and then board another train to Foligno, which takes approximately 2H30. An included transfer will be arranged for you from Foligno Train Station to Montefalco (20 mins). Please let us know what time you would like your transfer as soon as possible after you have booked.

Please check the Trenitalia website for timetable planning. Another useful website is Go Euro.

Getting from Assisi

Since Assisi Train Station is located about 3km from central Assisi you will need to take either a bus or taxi to get to it. Once at the train station, Assisi is on the main train line between Perugia and Rome, therefore both airports are easily accessible. It will take only 20 minutes to Perugia and just over 2H to get to Rome, not taking into account the shuttles to the airports from the centre of both cities. However it is also possible to get a direct bus (E422) from the centre of Assisi to Perugia Airport. It runs twice daily and takes about 30 mins. For more information check the Bus Italia website.


  • 4 Nights in good quality 3* and 4* hotels
  • 4 Breakfasts
  • Baggage transfers
  • Transfer from Foligno Train Station to Montefalco on Day 1
  • Information Pack, maps, route notes, GPX tracks, access to our smartphone app
  • 24-7 Emergency telephone support


  • Travel insurance (required)
  • Travel to Foligno
  • Travel from Assisi
  • Lunches & Dinners
  • Drinks and snacks
  • Personal equipment


  • Additional nights before, during or after the walk
  • Single room supplement if required
  • Solo Walker Supplement

We are often asked the following questions and we hope that you will find the answers useful.

How fit do I need to be?

This trip is graded ‘easy to moderate’ overall, as the terrain is only a bit hilly. You should therefore be in good physical fitness to fully enjoy the walking on this tour.

How far in advance do I need to book?

We suggest you book as soon as your plans are finalised as the region is extremely popular.

What personal equipment do I need?

You will need good walking shoes/boots (ideally waterproof), comfortable walking clothes, and dependent on when you are travelling; waterproof jacket and trousers, a daypack and hats/gloves etc. Our info packs have a list of all equipment to bring on your walk.

When is the best time of year?

If you prefer to walk in cooler months then April, May, June and September/October will be perfect for you. The autumnal colours are spectacular in Umbria. The summer months (July, August) can be very hot. We advise that if you want to travel during these months that you start out on your walks early, so avoiding the midday heat.



I have so much to say about this holiday - such an amazing 5 days! The first two villages (Montefalco / Bevagna) were really small & cute & felt like a true authentic Italian experience, barely any tourists around and set in the most beautiful undulating countryside. The final two (Spello / Assisi) were a little bigger but still felt super authentic, beautiful & relaxed. Arriving - we landed into Perugia from Stansted. Perugia is a really small airport, much closer to the start/finish than Rome but slightly more costly. A couple of options from here: 1. Bus transfer transfer to Perugia (~EUR 10 each - to get the train to Foligno) - only takes cash and no ATM at the airport 2. Cab to Perugia - EUR 30 (to then get train to Foligno) 3. Cab to Foligno - EUR 70 - we went for this option, meant we didn't have to faff around getting to Perugia city centre (the opposite direction), to have to get a train to Foligno. Brief summary of the walking: Montefalco to Bevagna - Easiest day. Nice flat walk, took us ~2.5 hours. Bevagna to Spello - picturesque walk, a fair bit longer than day 1 but not overly taxing. Walking through olive groves, sunflower fields & amazing views of the hills. Took ~3 hours. Spello to Assisi - much more hilly walk, quite tough in places but insane views! We did the shorter walk as it was 35-37 degrees. 3.5 hours. Get up early! Brief summary of the towns: Montefalco - lovely wine & olive oil tasting. Chilled, authentic & the food was local & amazing. Bevagna - we did a couple of cultural things like looked at some old roman remains & (again!) had some nice food. Another small, super relaxed town & the people were so friendly. Spello - the real WOW moment came here. The hotel was incredible, the views were incredible, the restaurant we went to was incredible (& local wine = EUR 4.50!!) Assisi - the largest but more amazing views. Getting back to Perugia airport - just get a EUR 30 cab - bus/train was a nightmare! Overall - Macs organised it perfectly!






Supported walks are a wonderful way to vacation! Plenty of exercise, beautiful trails and scenery, and an opportunity to visit small towns - without the annoyances of a group trip and without having to carry your own bags. For us, this kind of vacation is ideal. You set your own schedule and pace, eat when and where you like (we love that only breakfast is included), and stay in nice small hotels and inns. The walk ratings (easy/moderate/etc) are fairly accurate so you can also choose your preferred level of exertion. By leaving after breakfast, you arrive in your next destination by early- to mid-afternoon, with enough time to explore before dinner. Perfect!


Berkeley, CA


What My Eyes Have Seen - Amazing!


Let me start with the level of customer service offered by MacsAdventure - superb! Constantly in contact, excellent and timely follow up and really know their adventures well. Include support for the walker throughout the adventure - GPS, Map and step-by-steps assure a walker their safe arrival and with little concern to be had around directions. The accommodations were first class, and always with the views that settle an exhausted body and mind at the end of the day. Every location provided excellent customer service from arrival, to the provided meals and of course the flawless execution of having a pre-paid itinerary. It was the an amazing adventure that fit perfectly for what I wanted. I had completed the Camino de Santiago and knew that I wanted to experience another similar camino, however could not invest similar time. The short break option was ideal for my situation, however, I can assure your that I will be looking into some our your 8 to 10 day walking tours for my next vacation/challenge. This is highly recommended to anyone that is looking to experience this kind of adventure.

Debbie Do

Alberta, Canada


Beautiful countryside


This was a three day walk through wonderful towns. We gave ourselves an extra day both in Assisi and Montefalco but now I wish we had added a day in Spello. By the time you walk 10 miles in 93 degree heat you have less energy to speed the test of the day sightseeing!! Macadventures did a great job of organizing. The information packet was very helpful to have in advance. The trail notes were detailed enough that you were confident you were on the right track, but it was wonderful to have the app as a backup so we could see where we were on the map. Having the elevation details on the printout was great to anticipate where it might be slower going. The hotels were lovely and the staff great. Our luggage transfers went smoothly. I really highly recommend this trip.




A relaxing 3 days hike in the hills of Umbria.


This was an easy 3 days hike between medieval villages and the accommodation was superb. The written instructions were easy to follow, though it was good to have the GPS/map as a back-up. I would recommend this walk to anyone who wants an easy hike with no hills, though the countryside was not as stunning as in Tuscany.




Umbria: Trails to Assisi Short Break

4.8 5


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