Veneto & Prosecco Hills Cycling Holidays: Supported Self-Guided Bike Tours

Unveil Veneto's secrets on an unforgettable adventure exploring scenic routes, hidden gems, and authentic local experiences. Starting from the flatlands near Venice and climbing up to the Cima Grappa, this five-day self-guided bike tour has it all. Blessed with an overabundance of beautiful scenery, charming historic towns, and challenging climbs on quiet country roads, the North East Veneto region appears to have been created specifically with cyclists in mind.

Leaving the Eastern side of the Prosecco Hills, the cycling tour migrates westward to the cycling hotbed of Bassano del Grappa. In between, there is something for everyone: flat roads, winding roads, short steep climbs, longer climbs, quaint towns, great food and drink, and wonderful places to stay at your own pace. From Treviso, the hometown of Pinarello, a short ride brings you past the beautiful Pinarello flagship store before heading to the edge of the Montello, with the option to stretch your legs on the climb that featured in the 1985 World Championship Road Race. After crossing the Piave River at Ponte della Priula, the cycling routes enter the Prosecco Hills via a climb up to the beautiful Collalto castle before reaching charming Soligo.

Day two dives deep into the vine-clad rolling hills above Vittorio Veneto, with the option to take on Passo San Boldo, a road so spectacularly engineered with tunnels carved into rock by the Austrian side during WWI that you scarcely believe it could exist at all, much less be built in 100 days. The ride continues through Vittorio Veneto, a beautiful town that was the site of the last battle with the Austrians during World War I, with the option for your own personal battle climbing the Ca' del Poggio ("Il Muro" aka "The Wall"), a short but intense effort through grape vines in the lush vineyards.

The cycling tour explores the valleys and rolling hills of the Western side of the Prosecco Hills around Valdobbiadene before crossing into another beautiful area around Asolo. The most challenging option sends you up to the Pianezze for spectacular views that stretch all the way to Venice on a clear day, with options to climb the Forcella Mostaccin before the final ascent into Asolo, the town of 100 views ("Cento Orizzonti"), considered one of the most beautiful small towns in Italy. For the final riding day, choose your adventure: a scenic loop to the Canova Temple in Possagno or, for the most ambitious, the imposing Monte Grappa with its 17 km and 1,500 m of altitude change. Whichever cycling route you decide to take, a cool Aperitivo with beautiful views awaits.

This self-guided cycling holiday includes boutique hotel accommodations in Soligo, Asolo, and Bassano with secure bike storage, daily on-trip van support, luggage transfers, exclusive access to the CyclingHero Companion App with daily multiple route options and local insights, access to the Hammerhead Karoo bike computer with pre-installed routes, and airport transfers from Venice Airport Marco Polo or Treviso. Perfect for cyclists seeking an authentic discovery of Veneto's hidden gems beyond the tourist trails, this bike tour delivers fantastic scenery, Italian food, and the flexibility to ride at your own pace through some of Italy's most underrated cycling terrain in the Veneto region.

Exploring the hidden gems of the Veneto by gravel with an extra visit to the magical Asiago plateau. This seven-day gravel cycling holiday through the Veneto includes an additional stay in Asiago, an emerging hotbed for gravel riding and home to the 2024 European Gravel Championships, solidifying its place as a gravel riding haven.

This expansive grassy plateau situated above the Brenta River is famous for both its cheese and the critical role it played in World War I. Although not far from the more industrious flatlands to the south, the Asiago plateau feels like it's in another world at your own pace. This unique region, also known as the "Sette Communi" or seven communes, has been shaped by its strategic location on the front lines of the First World War, with residents who still speak the unique Cimbrian language, a derivation of German. In addition to being great for cheese, the area is home to the Burlina cow, an increasingly rare breed known for its quality milk. The Asiago Plateau offers fantastic scenery and cycling routes for outdoor activities.

Leaving Treviso, the pavement soon ends as cycling routes wind through farmlands until reaching the Montello, a key strategic battlefield of World War I that has become a haven for road, gravel, and mountain bike riders. The route skirts the Montello's edge before crossing the Piave River and climbing to Collalto, rewarding with fantastic views of the region. It follows gravel and quiet country roads through picturesque Pieve di Soligo, host of the 2023 Gravel World Championships, before reaching your accommodations in Soligo.

Leaving Soligo, the cycling tour immerses you in the spectacular vistas of the Eastern Prosecco Hills, incorporating several sections used for the 2023 Gravel World Championships, including the beautiful Via Molinetto and past the spectacular Castelbrando castle. After passing picturesque Lake Revine, you descend into Vittorio Veneto, a vibrant town where Italy won the decisive victory that brought WWI to a close. The route continues through Conegliano and its hilltop castle before heading back into the lush vineyards. For those interested in challenges and unique road engineering, there's the option of an additional detour up to Passo San Boldo, a road built by the Austrians in 100 days during WWI.

The journey continues through the capital of Prosecco, Valdobbiadene, before crossing the Piave River and entering the verdant Colli Asolani. An epic gravel odyssey takes in several lovely towns, exploring riding along the Brenta River on quiet country roads, including Cittadella, famous for its perfectly preserved fortification walls and for being the finish line of the inaugural UCI Gravel World Championships in 2022. The cycling routes then enter gravel heaven along the Brenta before reaching Marostica, whose large main square hosts the human chess competition every two years in September. Last stop is Bassano del Grappa, known for both its strong spirit and fantastic riding, including the epic Monte Grappa.

After a short transfer to Rifugio Granezza on the Asiago plateau, you'll saddle up and continue by bike on a loop following parts of the 2024 World Championships route before descending into charming Asiago, your base for two nights. The rest of the time is yours to explore town, sample world-renowned Asiago cheese, and ride the Asiago plateau's bountiful gravel road network at your own pace on cycle paths, including routes along the old military railroad line and past several British war cemeteries—reminders of the region's strategic importance in WWI.

This supported self-guided cycling holiday includes boutique hotel accommodations in Soligo, Asolo, and Asiago with secure bike storage, daily on-trip van support, luggage transfers, exclusive access to the CyclingHero Companion App with daily multiple route options and local insights, access to Hammerhead Karoo bike computer with pre-installed routes, and airport transfers from Venice Airport Marco Polo or Treviso. Perfect for gravel enthusiasts seeking an authentic discovery of the Veneto region's hidden dirt roads, WWI history, and emerging gravel culture, this bike tour delivers fantastic scenery, authentic Italian food, and the chance to ride where the world's best gravel racers competed.

Ride the Veneto & Dolomites: everything builds to the grand finale of the Sportful Dolomiti Race. This six-day road bike tour begins in the picturesque Veneto & Prosecco Hills region, meanders through classic climbs like Monte Grappa, and culminates in the awe-inspiring Sportful Dolomiti granfondo in the heart of the Dolomiti Bellunesi. It is designed for passionate cyclists who crave a premium cycling holiday and want to conquer one of Europe’s toughest granfondos in style.

From Treviso, you’ll start with a warm-up ride through the idyllic Montello and Asolo hills, winding into Bassano del Grappa and immersing yourself in the charming rolling terrain that defines its status among the finest Veneto cycling tours. On day two, the full force of the region’s climbs emerges: Monte Grappa looms large, with options to tackle or sidestep its steep gradients, while detours to Possagno, Marostica and the vineyards of the Prosecco Hills add variety and scenic beauty. Next, you head north into the Valsugana region, possibly via the historic Scalette di Primolano or the legendary Monte Grappa again, as you travel toward Arsiè and begin the shift from gentle hills to mountains. On the eve of the race, you’ll spin into Feltre to collect your number and soak up the pre-race buzz before returning for a restful night in Arsiè. Then comes race day: whether you choose the 204 km Granfondo or the 133 km Mediofondo, you’ll push through iconic passes such as Passo Croce d’Aune, Passo Duran and Passo Staulanza. Altitudes, gradients and landscapes that underline the “most difficult granfondo in Europe” claim, ONLY REAL CYCLISTS. After the celebration, you’ll enjoy a final ride or transfer back toward Treviso or Venice, basking in the satisfaction of what you’ve achieved.

CyclingHero ensures your self-guided cycling in Italy experience is anything but ordinary: boutique cycling accommodation each night, airport transfers (Treviso or Venice), guaranteed entry and race pack for the Sportful Dolomiti Race, full logistics support including bike set-up or rental, daily multiple route options and van assistance, and the signature CyclingHero Companion App brimming with local insights. You’ll ride with freedom but backed by service—a hallmark of premium cycling holidays and road bike tours in Italy done right.

Why ride this trip? Because it offers more than scenery—it’s a full cycling adventure where the gentle tranquillity of the Prosecco Hills meets the raw beauty of the Dolomites. Climbing Monte Grappa, connecting Veneto’s vineyards and villages, then conquering a granfondo that tests every sinew: this is a boutique cycling experience that rewards you not only with physical triumph but with deep immersion in Northern Italy’s cycling soul. Gravel cycling in Veneto might have its charms, but here you get road cycling’s ultimate challenge, in one of the world’s most stunning regions.

Discover Veneto's Rolling Hills: A Cycling Adventure Through Asolo, Bassano, and the Colli Berici. A journey exploring the picturesque landscapes, charming historic towns, and iconic climbs of Veneto's stunning hill country on this five-day self-guided cycling holiday through diverse terrain.

Discover the Veneto region's diverse landscapes as this cycling tour takes you through the Asolo Hills, Bassano del Grappa, and the Colli Berici. With cycling routes tailored to your preferences at your own pace, you can take on the legendary climb of Monte Grappa or enjoy more relaxed rides through vineyard-covered rolling hills and charming villages on quiet country roads. Explore cultural highlights, such as Palladian Villas and historic towns, while savouring the local cuisine and experiencing the region's warm hospitality in boutique hotels. Each day offers a blend of rewarding cycling and opportunities to unwind in stunning settings with beautiful scenery.

Departing from Treviso with an optional visit to the Pinarello headquarters boutique store, enjoy an easy ride through pastoral landscapes and charming villages toward the Montello, a favorite training ground for local cyclists. Venture further into the Montello or head directly to the Asolo Hills to visit picturesque hilltop Asolo before arriving in beautiful Bassano del Grappa. Choose your adventure: a relaxed ride through the scenic Valsugana Valley, a challenging ascent of the iconic Mount Grappa, or a loop through the Asolo Hills to Possagno, birthplace of renowned sculptor Canova. Spend the evening wandering the streets of Bassano and savoring cicchetti, the local small-plate delicacies.

The cycling tour continues from the iconic Ponte degli Alpini in Bassano to Marostica, famous for its chessboard piazza. Skirt the edge of the Asiago Plateau, choosing either a flatter route directly to the UNESCO World Heritage Site city of Vicenza or tackling hillier terrain in the Alto Vicentino before descending to the city. Cycle through Vicenza, home to Campagnolo components, Palladian architecture, and incredible cycling routes on well-maintained cycle paths. Explore the Berici Hills south of town, with options ranging from a flat ride along the hills' edge with views of Palladian villas to a more ambitious loop covering both the Berici and Euganei Hills. After your ride, wander Vicenza's beautiful squares and streets, known for their jewelry shops and rich history.

This supported self-guided cycling holiday includes boutique hotel accommodations in Bassano del Grappa and Vicenza with secure bike storage, daily on-trip van support, luggage transfers, exclusive access to the CyclingHero Companion App with daily multiple route options and local insights, access to the Hammerhead Karoo bike computer with pre-installed routes, and airport transfers from Venice Airport Marco Polo or Treviso. Perfect for riders seeking both challenge and relaxation, this bike tour delivers fantastic scenery, authentic Italian food, and the chance to discover why Veneto's rolling hills rank among Italy's most rewarding cycling destinations.

Pedal through picturesque routes and embrace the exhilarating challenge of the "peerless" Prosecco Granfondo. Experience the beauty of the Prosecco region on this five-day self-guided cycling holiday that combines Italy's finest riding: rolling hills through lush vineyards, bucket-list climbs, and the unforgettable atmosphere of one of Italy's most scenic granfondos.

The Prosecco Hills is not the only area you definitely need to check out. The riding around Bassano del Grappa is outstanding, as is the town of Bassano itself. Of course, the Prosecco region itself is a cyclist's dream, and you haven't truly lived until you've tried fresh scampi and Prosecco amidst the vineyards at your own pace with wine tastings of local wines.

Starting in Treviso with an optional visit to the beautiful Pinarello flagship store, you'll warm up with rides through the Montello before visiting neighbouring Montebelluna, the sport-shoe mecca of Italy. After coffee and cake in picturesque Asolo, the cycling tour continues to Bassano del Grappa, famous for the 'Alpini' military division and the potent Grappa spirit. Bassano serves as an ideal base, offering wonderful cycling routes on quiet country roads, including shorter loops to Marostica over San Luca and La Rosina, a challenging ascent via the sinuous Valstagna to the Asiago plains, or, for the most ambitious, the legendary Monte Grappa climb to the WWI ossuary.

The cycling tour continues east to Valdobbiadene, ground zero of Prosecco winemaking and a UNESCO World Heritage Site, where you'll collect your race pack and enjoy the local bubbles that made this region famous. Event day delivers stunning, beautiful scenery as the Prosecco Cycling Granfondo snakes through the heart of the Prosecco Hills on cycle paths. Tackle the climbs, enjoy a glass or two of the bubbly stuff along the way, and finish with the CyclingHero team at the festivities.

This supported self-guided cycling holiday includes boutique hotel accommodations with secure bike storage in Bassano del Grappa and Valdobbiadene, guaranteed event entry with race pack, daily multiple cycling route options, GPS navigation via the CyclingHero Companion App with local insights, luggage transfers between towns, airport transfers from Venice Airport Marco Polo or Treviso, and full on-route van support. Perfect for cyclists seeking both cultural immersion in Italy's cycling industry heartland and the camaraderie of a festive granfondo, this bike tour rewards you with fantastic scenery, authentic Italian food, and the chance to discover why the Prosecco Hills are among Northern Italy's best-kept cycling secrets in the Veneto region.