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

Search Hotels with Entertainment in Chianti Region

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Chianti Region Hotels with Entertainment

Tonight
23 Sept - 24 Sept
Tomorrow
24 Sept - 25 Sept
This weekend
25 Sept - 27 Sept
Next weekend
2 Oct - 4 Oct

Our top choices for Chianti Region hotels with entertainment

A swimming pool with a stone deck, surrounded by trees and a castle-like building in the background.
A restaurant with stone walls and a high ceiling, featuring tables set for dining.
A room with a large window offering a view of a hilly landscape. There is a sofa with patterned upholstery and a lamp on a side table.
An outdoor dining area with stone buildings and a tower, illuminated by ambient lighting.

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

Castello di Spaltenna- Small Luxury Hotels of the World
Gaiole in Chianti
United States
Rama
₹37,750
₹42,624 total
includes taxes & fees
21 Oct - 22 Oct
Castello di Spaltenna- Small Luxury Hotels of the World
A stone building with a garden in front.
A stone building with a bell tower, arched windows, and a gravel driveway.
A woman sitting by a pool with lounge chairs and umbrellas in the background.
A courtyard with stone walls, potted plants, and a metal fence.

2. Borgo Argenina

Borgo Argenina
Gaiole in Chianti
United States
Tatevik
₹16,698
₹19,247 total
includes taxes & fees
28 Sept - 29 Sept
Borgo Argenina
A hotel room with a bed, a bedside table, a heater, a mirror, and a bathroom with a sink.
An outdoor dining area with multiple tables and chairs, surrounded by plants and hanging lights.
A buffet area with various food items and a person serving food.
A playground with swings and slides, surrounded by greenery and a building with large windows.

3. Hu Firenze Camping In Town

Hu Firenze Camping In Town
Florence
United States
Ama
₹5,869
₹7,222 total
includes taxes & fees
21 Oct - 22 Oct
Hu Firenze Camping In Town
An outdoor dining area with tables and chairs, a stone wall, and a tree with green leaves.
A gym with treadmills, weight machines, and free weights.
A desk with a book titled 'The Ancestors' Tale' by Richard Dawkins, a magazine, a pen, and a pair of glasses.
A reception desk with a curved design, a framed painting above it, a potted plant to the right, and a window with curtains.

4. Hotel Leon Bianco

Hotel Leon Bianco
San Gimignano City Centre
United States
CINTHIA ELAINE DE
₹11,832
₹13,672 total
includes taxes & fees
19 Oct - 20 Oct
Hotel Leon Bianco
A spacious lobby with a reception desk, seating area, and a large vase.
A hotel room with a large bed, two armchairs, a small table with a tray of breakfast items, a television, and curtains.
A modern hotel lobby with a curved reception desk, seating area, and a bar.
A patio with a round table and chairs, potted plants, and a view of the building's interior.

5. Hotel Valdarno

Hotel Valdarno
Montevarchi
United States
Emmanuel
₹11,173
₹12,291 total
includes taxes & fees
25 Sept - 26 Sept
Hotel Valdarno
A covered outdoor dining area with a table set for four, overlooking a scenic landscape with hills and a body of water.
A stone building with a tiled roof, a gravel path leading to a wooden archway, and a sign reading "LA FONTE".
A round bar area with a central light fixture and a variety of bottles and glasses.
A swimming pool with clear water, surrounded by stone walls and lush greenery, overlooking a scenic landscape.

6. Borgo Pignano Volterra Tuscany

Borgo Pignano Volterra Tuscany
Volterra
Canada
Robert
₹49,241
₹54,713 total
includes taxes & fees
22 Oct - 23 Oct
Borgo Pignano Volterra Tuscany
A courtyard with stone walls, arched windows, and potted plants.
A covered outdoor area with brick arches, potted plants, and a door leading to a building.
A rustic interior with a stone wall, a wooden staircase, and a view of the outdoors.
A swimming pool with a clear view of the surrounding landscape, including trees and distant hills.

7. Castello di Bossi

Castello di Bossi
Castelnuovo Berardenga
Mexico
CESAR JAVIER
₹8,308
₹18,221 total
includes taxes & fees
20 Oct - 21 Oct
Castello di Bossi
A resort with a pool area, umbrellas, and a stage for events.
A courtyard with a building featuring a tower, surrounded by trees and potted plants.
A wine cellar with wooden shelves, a dining table set for six, and a brick ceiling.
An aerial view of a church with a bell tower, surrounded by olive groves and a hilly landscape.

8. Villa Castiglione

Villa Castiglione
Impruneta
United Kingdom
Lee
₹15,968
₹17,894 total
includes taxes & fees
29 Sept - 30 Sept
Villa Castiglione
A pool area with lounge chairs and a view of a vineyard.
An outdoor dining area with tables set for two, surrounded by a pergola structure, overlooking a scenic landscape.
A narrow alleyway with cobblestone path, surrounded by traditional stone buildings with green shutters.
An outdoor dining area with tables arranged in a semi-circle, surrounded by trees and a view of the countryside.

9. Agriturismo Bio Fattoria Bacio

Agriturismo Bio Fattoria Bacio
Certaldo
United States
Ulrike
₹6,729
₹10,038 total
includes taxes & fees
28 Sept - 29 Sept
Agriturismo Bio Fattoria Bacio
A large building with multiple rooms, surrounded by a field of lavender.
An outdoor dining area with tables set for a meal, a sign indicating a wine list, and a view of the landscape.
An arched brick corridor leading to a dining area with tables set for a meal.
A swimming pool with lounge chairs and umbrellas, surrounded by stone buildings and trees.

10. Borgo Scopeto Wine & Country Relais

Borgo Scopeto Wine & Country Relais
Castelnuovo Berardenga
United States
Hannah
₹54,405
₹60,940 total
includes taxes & fees
18 Oct - 19 Oct
Borgo Scopeto Wine & Country Relais
View all properties

Top Chianti Region Hotel Reviews

Hu Norcenni Girasole Village

Hu Norcenni Girasole Village

10/10 Excellent
"Perfect can’t fault it. Maybe a bigger train/bus at peak times would help. Lovely restaurant, bars, ice cream. Clean swimming pools. Good, kind, friendly staff. Safe place. Clean accommodation. Peaceful environment. Must take mosquito treatment as they’re bad out here. Lovely bonus is the pump at the pools to pump donuts up. Can’t fault it. Will 100000% return."
Sade 3-night trip
Posted 2 days ago
Hu Norcenni Girasole Village
Castello Vicchiomaggio

Castello Vicchiomaggio

10/10 Excellent
"very nice historic hotel with great views of the country side and great atmphere. Room size and ammenities were wonderful. The breakfeast was great. Restaurant was nice with historic dishes. Only down side was the gluten and nut free options were limited...mainly for gluten sufferers, since the only gluten free pasta is Penne, which is not great for all dishes and frustratingsince Italy produces a very large variety of great gluten free pasta shapes. Also, my travel partner and I did the same pasta, one gluten free (penne) and one not gluten free. The non-gluten-free pasta came beautifully presented, while the gluten-free pasta came like it was thrown together last minute… like as if you were sitting at your own kitchen table. Impression given with the dinner is that people with allergies, are more a bit of a bother, and the typical mission in Italy, to give visitors an excellent culinary experience, is more less abandoned for people with allergies. that said, accommodating allergies is very difficult these days and at least the menu was clear about which foods contain which allergens."
edward 2-night trip
Posted 5 days ago
Castello Vicchiomaggio

Explore a world of travel with Expedia