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

Chianti Region Hotels with Entertainment

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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.
An outdoor dining area with stone buildings and a tower, illuminated by ambient lighting.
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.
A restaurant with stone walls and a high ceiling, featuring tables set for dining.

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
RM1,603
RM1,810 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 view through a window with a metal grid, featuring a stone building, greenery, and a clear sky.
A courtyard with stone walls, potted plants, and a metal fence.
A stone building with a bell tower, arched windows, and a gravel driveway.

2. Borgo Argenina

Borgo Argenina
Gaiole in Chianti
United States
Tatevik
RM711
RM819 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.
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.
An outdoor dining area with multiple tables and chairs, surrounded by plants and hanging lights.

3. Hu Firenze Camping In Town

Hu Firenze Camping In Town
Florence
United States
Ama
RM272
RM332 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 reception desk with a curved design, a framed painting above it, a potted plant to the right, and a window with curtains.
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.

4. Hotel Leon Bianco

Hotel Leon Bianco
San Gimignano City Centre
United States
CINTHIA ELAINE DE
RM525
RM606 total
includes taxes & fees
20 Oct - 21 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 patio with a round table and chairs, potted plants, and a view of the building's interior.
A modern hotel lobby with a curved reception desk, seating area, and a bar.

5. Hotel Valdarno

Hotel Valdarno
Montevarchi
United States
Emmanuel
RM496
RM546 total
includes taxes & fees
23 Oct - 24 Oct
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 swimming pool with clear water, surrounded by stone walls and lush greenery, overlooking a scenic landscape.
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.

6. Borgo Pignano Volterra Tuscany

Borgo Pignano Volterra Tuscany
Volterra
Canada
Robert
RM2,120
RM2,356 total
includes taxes & fees
22 Oct - 23 Oct
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.
An outdoor courtyard with stone walls, arched windows, and potted plants.
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
RM355
RM778 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.
A hallway with a tiled floor, a reception desk with a gold and white color scheme, and a framed abstract painting on the wall.

8. Villa Castiglione

Villa Castiglione
Impruneta
United Kingdom
Lee
RM680
RM762 total
includes taxes & fees
29 Sept - 30 Sept
Villa Castiglione
A pool area with lounge chairs and a view of a vineyard.
A narrow alleyway with cobblestone path, surrounded by traditional stone buildings with green shutters.
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.

9. Agriturismo Bio Fattoria Bacio

Agriturismo Bio Fattoria Bacio
Certaldo
United States
Ulrike
RM286
RM426 total
includes taxes & fees
29 Sept - 30 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.
A historic estate with a central courtyard, surrounded by lush gardens and vineyards.
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
RM2,319
RM2,598 total
includes taxes & fees
18 Oct - 19 Oct
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

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