Overview

Castelfalfi is a restored medieval village set across 2,700 acres of Tuscan countryside. Fall is its most beautiful season — warm days, cool evenings, fewer crowds, and landscapes glowing with harvest color.

The pace here is unhurried and sensual, perfect for couples seeking connection, culture, and indulgence. The medieval architecture, rolling vineyards, and olive groves create an atmosphere where time seems to slow, allowing couples to truly reconnect.

  • Best time to visit: September through November for fall harvest season with warm days, cool evenings, and spectacular autumn colors.
  • What to pack: Layers for variable weather, golf attire, comfortable walking shoes, elegant dinner wear, and camera for golden landscapes.

Where to Stay

Rooms and suites blend rustic elegance with modern luxury — stone walls, soft linens, terraces overlooking vineyards, and quiet mornings filled with light.

Every space feels designed for lingering. Whether you choose a room in the historic village or a suite with vineyard views, the accommodations create an intimate setting where couples can unwind together after days exploring the estate.

Golf

Castelfalfi is home to Italy's largest golf club, offering both an 18-hole championship course and a 9-hole course winding through hills, forests, and olive groves.

Fall golf here is spectacular — cooler temperatures, rich colors, and sweeping countryside views at every turn. The courses are designed to showcase the natural beauty of Tuscany, with fairways that frame cypress trees and vineyards creating an unforgettable playing experience.

Whether one partner plays while the other explores the village or both tee off together, golf at Castelfalfi feels like a journey through the Tuscan landscape rather than just a round of golf.

Day Spa

The spa at Castelfalfi draws inspiration from Tuscan wellness traditions — olive oil, wine extracts, warm stone therapies, and panoramic relaxation areas overlooking the hills.

It's ideal for slow, restorative fall afternoons when the air grows cooler and the light turns golden. Couples can indulge in side-by-side treatments, thermal experiences, and rituals that use locally sourced ingredients from the estate's own vineyards and olive groves.

The spa philosophy embraces the unhurried Tuscan approach to wellness — long, deeply relaxing treatments designed to restore balance and deepen connection.

Dining

Fall dining celebrates truffles, wild mushrooms, fresh pasta, and estate wines. Meals stretch long into the evening, warmed by candlelight and conversation.

The culinary experience at Castelfalfi is rooted in seasonal Tuscan traditions, with menus that change based on what's being harvested. Expect handmade pastas, wood-fired dishes, and wines produced on the estate creating authentic farm-to-table experiences.

Dining becomes a ritual here — multiple courses, paired wines, and moments that linger as the sun sets over the vineyards and the medieval village lights begin to glow.

Nearby Attractions & Activities

Beyond the estate's luxury, the Tuscan countryside offers experiences that define Italian autumn:

  • Wine tastings and harvest festivals: Experience vendemmia (grape harvest) season at nearby wineries
  • Medieval villages and hill towns: Explore San Gimignano, Volterra, and other historic treasures
  • Scenic Tuscan drives: Wind through golden hills on some of Italy's most romantic roads
  • Truffle hunts and culinary tours: Search for white truffles with trained dogs and expert guides
  • Florence and Siena: Day trips to Renaissance art and medieval architecture

Why It Works for Couples

  • Fall is Tuscany's most romantic season: Perfect weather, harvest celebrations, and golden landscapes
  • Exceptional golf in cooler weather: Italy's largest club with spectacular autumn conditions
  • Sensory spa experiences: Tuscan wellness traditions using local ingredients
  • Food, wine, and intimacy everywhere: Every meal becomes a celebration
  • Perfect blend of activity and indulgence: Balance golf mornings with spa afternoons
  • Unhurried pace: Time slows down, allowing genuine connection and romance