Rosewood Castiglion del Bosco
A whole medieval estate with its own Brunello.
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Photo: Luca Micheli / Unsplash- Best months
- May–Jun, Sep–Oct
- Door to door
- ~22hfrom · 2 stops
- Time difference
- …vs San Antonio, today
- Luxury room
- $600–1,200per night, typical
- Ideal stay
- 5 nightsItaly
Rolling hills, hilltop towns and some of Italy's best wine. Base yourself on a restored estate and take Florence, Siena and Montalcino as day trips.
Don’t miss
- 01Brunello tasting in Montalcino
- 02Truffle hunt with a local tartufaio
- 03Private after-hours Uffizi visit
When to go
BestGoodOff-seasonClosed
May: Green hills and wildflowers.
Where to stay
Our favorite hotels here. Ask for any of them, or tell us what you like and we’ll match you.
COMO Castello del Nero
A 12th-century castle with a serious spa.
Request this stayCastello di Casole
A Belmond hilltop estate on 4,200 acres.
Request this stayOur price promise
You pay the same public rate you’d find on Expedia or the hotel’s own site, or less. On top, at no extra cost: breakfast for two every day, a $100 property credit, and an upgrade and late checkout when available. On a 5-night stay that’s worth about $400.
Get a quote for TuscanyBefore you go
- Getting there
- Fly into FLR. Private drive from Florence, about 1.3 hours.
- US passport
- No visa for stays up to 90 days in any 180. Fingerprints and a photo are taken at the border under the EU Entry/Exit System. ETIAS, the EU's pre-travel permit, isn't running yet. State Department country info ↗
- Money
- Euro (EUR)
- Plugs
- C, F and L · 230 V
- Language
- Italian
Entry rules change. Your advisor confirms them for your passport before you book.
If you like Tuscany
Similar feeling, similar part of the world.
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