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★★★★★ 5-Star Tuscan Estate Castelnuovo Berardenga • Chianti Classico, Tuscany

Hotel Le Fontanelle

An ancient 13th-century hilltop estate celebrating timeless Tuscan charm, panoramic vineyard vistas, and world-class Chianti Classico.
Full Breakfast Daily for Each Guest
$100 USD Hotel Resort Credit
Indoor Heated & Outdoor Pools
VIP Upgrade & Vallepicciola Access

13th-Century Tuscan Estate on Chianti Hilltops

Perched atop a sun-drenched hill in Castelnuovo Berardenga, Hotel Le Fontanelle is a sanctuary of refined elegance surrounded by rolling Chianti Classico vineyards, silvery olive groves, and ancient cypress trees. Originating in the 13th century as an aristocratic farming estate and hamlet, the property was meticulously restored over several years into an intimate 5-star boutique retreat that preserves its authentic Tuscan heritage while offering exquisite modern comfort.

Every facet of the resort celebrates the sensory beauty of Tuscany: hand-laid pietra serena stone walls, antique terracotta floors, weathered wooden ceiling beams, and impeccably maintained botanical gardens designed with cascading lavender, rosemary, and climbing roses. Located just 20 minutes northeast of Siena and one hour south of Florence, Le Fontanelle offers the perfect vantage point for discovering central Tuscany's medieval treasures while retreating to peaceful hilltop seclusion.

Guests savor elevated regional gastronomy at Ristorante La Colonna, dine alfresco on the panoramic Belvedere Terrace framing spectacular sunsets over the Arbia Valley, and explore the estate's award-winning sister winery, Vallepicciola. Complete rejuvenation awaits at The Health Club, featuring both a heated indoor swimming pool sheltered by ancient brick arches and an outdoor infinity-edge pool with sweeping valley panoramas.

Signature Travel Network VIP Privileges

Vincent Vacations guests receive the following exclusive complimentary amenities when booking Hotel Le Fontanelle:

  • Full Gourmet Breakfast Daily for each guest included in the room rate
  • $100 USD Hotel/Resort Credit per room per stay (applicable toward dining at La Colonna or treatments at The Health Club)
  • Priority Room Upgrade upon arrival, subject to availability
  • Early Check-In & Late Check-Out, subject to availability
  • Complimentary Access to The Health Club, indoor heated pool, sauna, steam bath & outdoor pool
  • Custom Welcome Amenity featuring estate specialties upon arrival
  • Complimentary High-Speed Wi-Fi throughout the estate and grounds

Accommodations & Suites

Each guestroom and suite at Hotel Le Fontanelle is individually furnished with restored Tuscan antiques, bespoke silk draperies, authentic terracotta tiling, and luxurious marble or travertine bathrooms.

Junior Suite Prestige bedroom

Junior Suite Prestige

42-48 SQM • Max 3 Guests • King Bed

A magnificent open-plan haven featuring dramatic vaulted ceilings with exposed chestnut timber beams and sweeping vistas over the Chianti hills and Vallepicciola vineyards. Includes an elegant living lounge with plush armchairs, handcrafted timber desk, and an Italian marble bathroom with deep soaking tub and rainforest shower.

Panoramic vineyard view • Marble bath with tub • Espresso bar • Welcome wine
Deluxe Room Belvedere

Deluxe Room Belvedere

32-36 SQM • Max 2 Guests • King Bed

Charming Tuscan guestroom offering breathtaking views of the Belvedere gardens and the Arbia river valley. Decorated in warm Tuscan hues with terracotta flooring, king bed with Egyptian cotton linens, and a stylish travertine bathroom with walk-in rainforest shower.

Belvedere garden view • Terracotta floor • Walk-in shower • Free Wi-Fi
Prestige Room with Private Terrace

Prestige Room with Terrace

35-40 SQM • Max 2 Guests • King or Twin

An exceptional room featuring a private stone-paved terrace furnished with wrought-iron sun chairs, shaded by blooming wisteria and olive boughs. Perfect for savoring an evening glass of Chianti Classico in total intimacy while admiring the Tuscan countryside.

Private furnished terrace • Olive grove view • Marble bath • Luxury toiletries
Classic Chianti Room

Classic Chianti Room

26-30 SQM • Max 2 Guests • Queen Bed

An intimate, tranquil sanctuary capturing the quintessential romance of a Tuscan country home. Styled with period wooden furnishings, fine upholstery, and an ensuite bathroom equipped with plush bathrobes, slippers, and artisanal botanical bath products.

Courtyard vista • Satellite TV • Safe • Minibar • Bathrobes & slippers

Dining, Wine & Tuscan Gastronomy

From romantic sunset dinners on the Belvedere Terrace to casual poolside lunches and private cellar wine tastings, culinary experiences at Le Fontanelle celebrate the authentic bounty of Chianti.

Ristorante La Colonna

Ristorante La Colonna

Fine Tuscan Cuisine • Breakfast & Dinner • Smart Elegant

The estate's flagship restaurant invites guests to embark on a gourmet journey through Tuscany. Savor dishes prepared with organic ingredients from local purveyors: handmade pici pasta with wild boar ragù, prime Florentine Chianina beef, and delicate saffron risotto. Dine beneath atmospheric stone vaults or alfresco on the panoramic Belvedere Terrace.

Belvedere Terrace • Vallepicciola wine pairings • Gourmet seasonal menu
Al Fresco Pool Bar & Restaurant

Al Fresco Pool Bar & Restaurant

Light Tuscan Fare • Daily Lunch 12:30 PM - 3:30 PM • Resort Casual

Relax beside the panoramic swimming pool while savoring light, refreshing lunches. The menu features caprese salads with artisan burrata, thin-crust Tuscan pizzas, grilled seasonal vegetables, fresh seafood carpaccio, and homemade sorbets paired with chilled sparkling Franciacorta.

Poolside dining • Wood-fired pizza • Artisanal burrata • Chilled rosé
The Lounge Bar & Enoteca

The Lounge Bar & Enoteca

Artisanal Spirits • Daily 11:00 AM - Midnight • Smart Casual

An elegant, book-lined salon and garden terrace dedicated to the appreciation of fine spirits and Italian aperitifs. Order a signature Fontanelle Spritz infused with rosemary from the garden, a classic Negroni aged in oak barrels, or rare vintage grappas by the fireside.

Estate mixology • Barrel-aged Negroni • Rare Italian grappas • Fireplace
Belvedere Terrace Breakfast

Belvedere Terrace Breakfast

Included Gourmet Buffet • Daily 7:30 AM - 10:30 AM • Casual Chic

Start every Tuscan morning on the sun-dappled terrace with a lavish breakfast spread: fresh-baked brioches, artisan sourdough bread, local Tuscan honey, cured prosciutto di cinta senese, pecorino cheeses, farm-fresh eggs cooked to order, and rich Italian espresso.

Included daily breakfast • Made-to-order omelets • Local pecorino • Fresh pastries

The Health Club & Spa Sanctuary

Rejuvenation at Hotel Le Fontanelle is centered around The Health Club, a serene wellness sanctuary harmoniously integrated into the estate's historic stone architecture. Whether basking under the Tuscan sun beside the panoramic outdoor pool or swimming beneath the ancient brick arches of the indoor heated pool, guests discover complete equilibrium of mind and body.

  • Panoramic Outdoor Pool: Overlooking rolling Chianti vineyards, furnished with comfortable teak loungers and private cabanas
  • Indoor Heated Swimming Pool: A tranquil heated indoor oasis with hydromassage jets and exposed Tuscan brick arches
  • Thermal Hydrotherapy Circuit: Finnish dry sauna, Turkish steam bath with eucalyptus essences, Jacuzzi whirlpool, and sensory tropical showers
  • Holistic Body & Facial Rituals: Bespoke treatments utilizing cold-pressed Tuscan olive oil, red grape polyphenols from Vallepicciola, and botanical herbal essences
  • $100 USD Resort Credit: Applicable toward indulgent spa treatments when booked through Vincent Vacations
  • Technogym Fitness Studio: State-of-the-art cardiovascular and strength equipment overlooking estate gardens

Vallepicciola Estate Winery & Vineyards

Just minutes from the hotel lies Vallepicciola, the estate's world-class winery spanning 105 hectares of premium hillside vineyards in the Vagliagli area of Castelnuovo Berardenga. Renowned for its architectural magnificence and state-of-the-art winemaking facility designed by architect Margherita Gozzi, Vallepicciola crafts acclaimed Chianti Classico DOCG, Chianti Classico Riserva, Chianti Classico Gran Selezione, and prestigious Super Tuscan cuvées.

Private Cellar Tours & Barrel Tastings

Explore Vallepicciola's subterranean barrel cellars and gravity-flow fermentation halls, followed by guided tastings of single-vineyard Sangiovese and Super Tuscans with master sommeliers.

Vineyard Picnics & E-Bike Safaris

Ride complimentary electric bicycles through vineyard trails connecting the hotel to the winery, or arrange a private gourmet picnic among the olive trees with sommelier wine service.

Day Trips to Siena & San Gimignano

Located only 20 minutes from Siena's Piazza del Campo and the Duomo, and 45 minutes from the medieval towers of San Gimignano and Monteriggioni.

Tuscan Cooking Masterclasses

Join the chefs of Ristorante La Colonna for hands-on culinary workshops learning the art of hand-rolled pici pasta, authentic cantucci, and Tuscan wine pairing.

Frequently Asked Questions

Hotel Le Fontanelle is situated on a scenic hilltop in Castelnuovo Berardenga, in the southern corner of the Chianti Classico wine region. It is conveniently located just 20 minutes northeast of Siena, 60 minutes south of Florence, and within easy reach of San Gimignano and the Crete Senesi.

Guests booking through Vincent Vacations receive complimentary full breakfast daily for each guest, a $100 USD hotel resort credit per room per stay (applicable toward dining at La Colonna or treatments at The Health Club), room upgrade upon arrival subject to availability, and early check-in / late check-out subject to availability.

The resort features both an outdoor panoramic swimming pool with sun loungers overlooking the Chianti valley and The Health Club, an indoor wellness sanctuary with a heated swimming pool surrounded by brick arches, Finnish sauna, Turkish steam bath, Jacuzzi whirlpool, Technogym fitness center, and private treatment suites.

Hotel Le Fontanelle is affiliated with the neighboring Vallepicciola winery, an award-winning 105-hectare estate producing prestigious Chianti Classico DOCG, Gran Selezione, and Super Tuscan wines. Guests can arrange private cellar tours, guided barrel tastings, and vineyard picnics directly through the hotel concierge.