Featured Hotel: Castello di Casole

Here, you’re royalty. Welcome to the Timbers Resort ranked the #1 Resort in Europe by Travel + Leisure magazine, Castello di Casole.

A beautifully restored castle dating back to the 10th century and set on a stunning 4,200-acre private estate, Castello di Casole is a guest and guide favorite. This five-star boutique hotel boasts a destination spa, gourmet and relaxed dining, and exquisite suite accommodations that effortlessly combine the old world Tuscan charm of its storied past with modern luxuries of today.

Trek Travel Castillo di Casole Tuscany Cycling Vacations

The Restoration

Castillo di Casole and its surrounding villas were restored using traditional methods and reclaimed materials found throughout the estate, preserving its rich history.

Maintaining the Land

In the 1800’s the estate played host to over 30 farms rich in wheat, olives, grapes and livestock. Now, you can vacation among 100 acres of organic vineyards and olive groves.

 

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Serenity Now

Rejuvenate after a day in the saddle at the Essere Spa. This space was formerly the estate’s wine cellar, and its barrel-vaulted ceilings and expansive views of the valley are a sight to behold. Choose from a full treatment menu inspired by local ingredients and featuring a collection of Etruscan, traditional and modern therapies. Or unwind at your own pace in one of the many pools or steam rooms.

A Culinary Oasis

Whether you dine at the cozy Pazzia, the ever inviting Bar Visconti or the unforgettable Tosca, you can expect rustic dishes in the Italian tradition infused with a bit of the unexpected. Handmade pasta, fresh organic vegetables and local fish and game are paired with wines from the best wineries in Italy to bring to life recipes that will “stir the soul”.

 

Trek Travel Castillo di Casole Tuscany Cycling Vacations

 

Indulge your senses in the rolling hills of Tuscany

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Hotel Differences

Trek Travel offers three hotel levels to match your style. Luxury hotels provide elegant, thoughtful touches with exceptional hospitality. Explorer hotels blend modern amenities with local charm in unique settings. Comfort hotels are casual and conveniently located near Trek Travel activities.

Activity Levels

Level 1:

Road: 1-3 hours of riding. Up to 25 mi (40 km). Up to 1,000 ft (300 m).

Gravel: 1-3 hours of riding. Up to 20 mi (35 km). Up to 1,000 ft (300 m).

Hiking: 1-3 hours of hiking. Up to 5 mi (8 km). Up to 1,000 ft (300 m).

Level 2:

Road: 2-4 hours of riding. 20-35 mi (35-60 km). Up to 2,500 ft (750 m).

Gravel: 2-4 hours of riding. 15-30 mi (25-45 km). Up to 2,000 ft (300 m).

Hiking: 2-4 hours of hiking. 4-8 mi (6-12 km). Up to 1,500 ft (450 m).

Level 3:

Road: 3-5 hours of riding. 25-55 mi (40-85 km). Up to 4,500 ft (1,500 m).

Gravel: 3-5 hours of riding. 20-40 mi (35-60 km). Up to 3,000 ft (900 m).

Hiking: 3-5 hours of hiking. 6-10 mi (9-16 km). Up to 2,000 ft (600 m).

Level 4:

Road: 4+ hours of riding. 40-70 mi (60-110 km). Up to 8,000 ft (2,400 m).

Gravel: 4+ hours of riding. 30-50 mi (45-80 km). Up to 4,000 ft (1,200 m).

Hiking: 4+ hours of hiking. 7-15 mi (11-24 km). Up to 4,000 ft (1,200 m).

What are your trip styles?

Classic Bike:

Explore beautiful destinations with a curated blend of guided activities, local cuisine, handpicked accommodations, and itineraries to suit every traveler, from laid-back adventures to luxurious escapes.

Gravel:

Venture off the beaten path to unforgettable places, with fully-supported routes that combine gravel and paved roads in classic Trek Travel style.

Cross Country:

Tackle an epic adventure that takes you point-to-point across mountains, countryside, and more.

Pro Race:

See the pros in action at the biggest cycling events of the year.

Hiking & Walking:

Step into adventure with carefully designed routes, unparalleled hospitality, and deep-routed local connections.

Ride Camp:

Train like the pros in some of their favorite riding destinations.

Self-Guided:

Enjoy a bike tour on your schedule with just your chosen travel companions.

Single Occupancy

Sometimes it’s more convenient and comfortable to have your own room while on vacation. We understand and that’s why we offer a Single Occupancy option. The additional price guarantees a private room all to yourself