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

Hotels with Entertainment in Chianti Region, Tuscany

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Check availability on Chianti Region Hotels with Entertainment

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

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 stone building with a garden, tall trees, and a clear blue sky.
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.

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
P24,669
P27,854 total
includes taxes & fees
Oct 21 - Oct 22
Castello di Spaltenna- Small Luxury Hotels of the World
A stone building with a garden in front.
A view through a window with a metal grid, featuring a stone building, greenery, and a clear sky.
A woman sitting by a pool with lounge chairs and umbrellas in the background.
A stone building with a bell tower, arched windows, and a gravel driveway.

2. Borgo Argenina

Borgo Argenina
Gaiole in Chianti
United States
Tatevik
P10,945
P12,616 total
includes taxes & fees
Sep 28 - Sep 29
Borgo Argenina
A hotel room with a bed, a bedside table, a heater, a mirror, and a bathroom with a sink.
A large outdoor swimming pool with multiple water features, surrounded by lounge chairs and umbrellas, with a view of hills in the background.
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.

3. Hu Firenze Camping In Town

Hu Firenze Camping In Town
Florence
United States
Ama
P4,185
P5,106 total
includes taxes & fees
Oct 21 - Oct 22
Hu Firenze Camping In Town
An outdoor dining area with tables and chairs, a stone wall, and a tree with green leaves.
A desk with a book titled 'The Ancestors' Tale' by Richard Dawkins, a magazine, a pen, and a pair of glasses.
A gym with treadmills, weight machines, and free weights.
A bedroom with a bed, a desk, a chair, and a window with a view of buildings.

4. Hotel Leon Bianco

Hotel Leon Bianco
San Gimignano City Centre
United States
CINTHIA ELAINE DE
P8,086
P9,325 total
includes taxes & fees
Oct 22 - Oct 23
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
P7,635
P8,399 total
includes taxes & fees
Oct 5 - Oct 6
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 round bar area with a central light fixture and a variety of bottles and glasses.
A stone-walled room with a bench and a small shelf.
A stone building with a tiled roof, a gravel path leading to a wooden archway, and a sign reading "LA FONTE".

6. Borgo Pignano Volterra Tuscany

Borgo Pignano Volterra Tuscany
Volterra
Canada
Robert
P32,631
P36,254 total
includes taxes & fees
Oct 22 - Oct 23
Borgo Pignano Volterra Tuscany
A courtyard with stone walls, arched windows, and potted plants.
A swimming pool with a clear view of the surrounding landscape, including trees and distant hills.
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.

7. Castello di Bossi

Castello di Bossi
Castelnuovo Berardenga
Mexico
CESAR JAVIER
P5,467
P11,990 total
includes taxes & fees
Oct 20 - Oct 21
Castello di Bossi
A resort with a pool area, umbrellas, and a stage for events.
A hallway with a tiled floor, a reception desk with a gold and white color scheme, and a framed abstract painting on the wall.
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.

8. Villa Castiglione

Villa Castiglione
Impruneta
United Kingdom
Lee
P10,435
P11,693 total
includes taxes & fees
Sep 29 - Sep 30
Villa Castiglione
A pool area with lounge chairs and a view of a vineyard.
An aerial view of a castle-like building surrounded by lush greenery and vineyards.
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.

9. Agriturismo Bio Fattoria Bacio

Agriturismo Bio Fattoria Bacio
Certaldo
United States
Ulrike
P4,397
P6,560 total
includes taxes & fees
Sep 28 - Sep 29
Agriturismo Bio Fattoria Bacio
A large building with multiple rooms, surrounded by a field of lavender.
A swimming pool with lounge chairs and umbrellas, surrounded by stone buildings and trees.
A historic estate with a central courtyard, surrounded by lush gardens and vineyards.
An arched brick corridor leading to a dining area with tables set for a meal.

10. Borgo Scopeto Wine & Country Relais

Borgo Scopeto Wine & Country Relais
Castelnuovo Berardenga
United States
Hannah
P35,801
P40,102 total
includes taxes & fees
Oct 7 - Oct 8
Borgo Scopeto Wine & Country Relais
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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