A dive into the Prosecco Hills and the Segafredo Gran Fondo

Experience both the best of the Prosecco Hills and the Gran Fondo Segafredo in a thrilling 5-day cycling adventure. Conquer scenic routes, embrace the Gran Fondo challenge, and savor the beauty of the Prosecco and neighboring Asolo region.

Sept 4th - Sept 8th 2024

Starting from the Eastern side of the Prosecco region, this itinerary perfectly complements the GF Segafredo.

Take on the amazing Passo San Boldo, visit spectacular Bassano del Grappa and explore charming Asolo before participating in the Gran Fondo starting and finishing in nearby Possagno.

Find out more about the Veneto Region

Included in this trip

  • All transfers, incl. pick-up from and drop-off to the airport.
  • Guaranteed entry to the event.
  • 4 nights accommodation in select boutique hotels including breakfast.
  • Support with set-up of rental bike, or assembly/disassembly of own bike.
  • Orientation meeting on day 1.
  • Daily multiple route options for rides leading up to the event.
  • Daily CyclingHero van support.
  • Exclusive access to the CyclingHero Companion App with local insights.
  • Access to Hammerhead Karoo-2 bike computer with pre-installed CyclingHero route options.
  • Bike box storage for the entire duration of the trip.

Tour Map

Trip at a Glance

Start Location:
Finish Location
Days Riding:
Total Distance:
248km - 361km
Total Climbing:
3030m - 5044m


Salita del Collalto
Salita dei Mondiali
Ca' del Poggio
Combai-from Guia
Marostica-San Luca
Muro della Tisa
La Rosina
Asolo-from Pagnano
Combai-from Guia
Forcella Mostaccin from Le Valle

Day by Day Breakdown

Warm-up in the Veneto Cycling Paradise
 Sep 4

From Treviso, the hometown of Pinarello, a short ride brings you to the beautiful Pinarello flagship store located just outside of town. The route then reaches the edge of the Montello where there is the option to stretch the legs on the climb that featured in the 1985 World Championship road race. After passing over the Piave river at Ponte della Priula it's time to enter the Prosecco Hills via a climb up to the beautiful Collalto castle. The more ambitious can take in the Ca' del Poggio climb before reaching the charming village of Soligo.

Prosecco Hills and Switchback climbs
 Sep 5

This spectacular day starts by heading East through the town of Rolle, and descending down to the valley road connecting Vittorio Veneto and Valdobbiadene. The more ambitious have the option at this point of taking on the Passo San Boldo, a breathtaking 7 km climb carved into a cliffside of the Belluno pre-alps. The route then continues through Cison di Valmareno, and climbs up to the town of Combai, before descending into Valdobbiadene and crossing the Piave river to enter the Colli Asolani area. The last climb of the day is into Asolo, also known as “the Town with a Hundred Horizons”.

Exploring the Land of Cycling Heroes
 Sep 6

Today we explore the area around Bassano del Grappa, beautifully situated along the Brenta river. The first part of the route passes through some of the towns nestled below the imposing Monte Grappa. For those up for a little more exploring, an extra loop brings you to Marostica and up the stunning La Rosina climb which offers fantastic views of the Venetian plains. Whichever route you pick, it’s a mostly flat return to Asolo before the final push back into town.

special event
 Sep 7

A short early morning ride has us at the start line in Possagno. The CyclingHero team will be on hand to help with any last-minute requirements before the start, and also at the finish to take part in the festivities.

Alla prossima!
 Sep 8

After a last breakfast, it’s time to head back to Treviso or Venice for your trip home or further explorations in the area.

from $1,749
from 1,599
from £1,399
from $1,749
from $1,749
from 1,599
from £1,399
from $1,749
Quite challenging
Quite challenging
Medium climbs, some longer days
50-100km/day | 800-2000m climbing/day

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