TOP Hotels with Entertainment in Chianti Region for 2026

A vineyard with rows of grapevines, a house surrounded by trees, and a road with vehicles.

Change your mind
Book hotels with free cancellation
Treat yourself
Save instantly and earn perks with One Key
Learn about One Key
Be picky
Search almost a million properties worldwide

Check availability on Chianti Region Hotels with Entertainment

Tonight

Tomorrow

This weekend

Next weekend

Our top choices for Chianti Region hotels with entertainment

Minibar, in-room safe, desk, blackout curtains

1. Hotel Valdarno

Montevarchi

Emmanuel

£91

includes taxes & fees

14 Aug - 15 Aug

Indoor pool, outdoor pool, pool loungers

2. Castello di Spaltenna- Small Luxury Hotels of the World

Gaiole in Chianti

Rama

£332

includes taxes & fees

24 Aug - 25 Aug

3. Hu Norcenni Girasole Village

Figline e Incisa Valdarno

Kalinka

£80

includes taxes & fees

9 Aug - 10 Aug

Outdoor pool, open 9:00 AM to 8:00 PM, pool umbrellas, pool loungers

4. Villa Il Palagio

Rignano sull'Arno

"Our family of five enjoyed our time at the property very much. The rooms were comfortable and the surrounding area is beautiful. The pool is a huge plus to cool down and have a relaxing time. The Rignano train station nearby makes it easy to get around Italy, by connecting to Florence’s main station. Truly an asset. The A1 highway is also nearby connecting you within easy access to beautiful Tuscany. Restaurants in the area were very good also. I would definitely stay again at Vila Il...

Nuno

£71

includes taxes & fees

24 Aug - 25 Aug