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

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Check availability on Chianti Region Sports Hotels

Tonight
24 Sept - 25 Sept
Tomorrow
25 Sept - 26 Sept
This weekend
25 Sept - 27 Sept
Next weekend
2 Oct - 4 Oct

Our top choices for Chianti Region adventure hotels

An indoor courtyard with stone flooring, arched columns, and tables set up for dining.
A modern reception area with a stone counter, a sign for SPA VILLA CASAGRANDE, and a staircase leading to a glass door.
An indoor swimming pool with clear glass walls, wooden beams, and large windows.
A historic building with a stone facade, arched entrance, and a wooden balcony.

1. Villa Casagrande Resort & SPA

Villa Casagrande Resort & SPA
Figline e Incisa Valdarno
United States
Ana
£105
includes taxes & fees
25 Oct - 26 Oct
Villa Casagrande Resort & SPA
A poolside area with outdoor seating and umbrellas, overlooking a scenic landscape.
A pathway lined with wooden fences and benches, leading to a covered seating area with tables and chairs.
A woman sitting on a chair in a room with a staircase, a wall-mounted light, and a tiled floor.
A bedroom with a large bed, a view of a green landscape through a sliding door, and a potted plant on the windowsill.

2. Villa I Barronci Resort & Spa

Villa I Barronci Resort & Spa
San Casciano in Val di Pesa
United States
Juan Antonio
£78
includes taxes & fees
25 Oct - 26 Oct
Villa I Barronci Resort & Spa
A couple dining at an outdoor table with a view of the countryside.
A narrow street with buildings on either side, a flag, and a bench.
A woman in a blue bikini in a spa pool with a stone wall and a blue light fixture.
A spacious room with high arched ceilings, a wooden dining table, chairs, and a bookshelf.

3. Palazzo Leopoldo Dimora Storica & Spa

Palazzo Leopoldo Dimora Storica & Spa
Radda in Chianti
Canada
Elizabeth
£159
includes taxes & fees
25 Oct - 26 Oct
Palazzo Leopoldo Dimora Storica & Spa
A spa area with a stone ceiling, a pool, and two sun loungers.
A courtyard with outdoor seating, stone walls, and a staircase.
A buffet area with various fruits and a bar with bottles.
A spa area with multiple white massage chairs arranged in a row, a brick ceiling, and a staircase in the background.

4. Hotel Palazzo San niccolò & Spa

Hotel Palazzo San niccolò & Spa
Radda in Chianti
United States
Afeefa
£130
includes taxes & fees
27 Sept - 28 Sept
Hotel Palazzo San niccolò & Spa
A person sitting by a swimming pool with a stone building in the background.
A stone building with a wooden door and an arched window.
A person relaxing on a sun lounger by a pool with a table beside them holding a drink and a bowl.
A sunset scene with a person holding a child, benches, and umbrellas in a park setting.

5. Hotel Borgo di Cortefreda Relais

Hotel Borgo di Cortefreda Relais
Tavarnelle Val di Pesa
United States
Sergey
£98
includes taxes & fees
24 Oct - 25 Oct
Hotel Borgo di Cortefreda Relais
An outdoor patio with round tables and chairs, set against a backdrop of mountains and a cloudy sky.
A clear swimming pool with lounge chairs and umbrellas, surrounded by trees and a building in the background.
A room with a fireplace, two armchairs, a sofa, a chandelier, and a large mirror on the wall.
A yellow building with stone pillars, multiple windows, and a statue in the garden.

6. Villa San Lucchese

Villa San Lucchese
Poggibonsi
United States
Simona
£109
includes taxes & fees
2 Oct - 3 Oct
Villa San Lucchese
A staircase with a modern design, featuring a combination of stone steps and a carpeted landing.
A hotel room with a bed, a TV, a desk, and a mirror.
A modern reception area with a wooden reception desk, a metal bowl, potted plants, and a seating area with chairs.
A modern bar area with a curved counter, a coffee machine, and a variety of bottles and glasses on shelves.

7. Delta Hotel

Delta Hotel
Montevarchi
United States
weixing
£108
includes taxes & fees
25 Sept - 26 Sept
Delta Hotel
A cozy living room with a stone wall, a wine rack, and two sofas.
A spa room with a bathtub, candles, towels, and a bottle of wine.
A modern kitchen with stone countertops, built-in shelves, and a large window.
A dining area with white tables and chairs, stone walls, and large windows with curtains.

8. Villa Cassia di Baccano

Villa Cassia di Baccano
Loro Ciuffenna
United States
Ralphvincent
£142
includes taxes & fees
10 Oct - 11 Oct
Villa Cassia di Baccano
A rock garden with various succulents and plants.
A modern building with the sign "Toscana Ambassador Hotel".
A modern hotel lobby with a curved reception desk, seating areas, and large windows.
A modern reception area with a wooden reception desk, a laptop, and a potted plant.

9. Hotel Toscana Ambassador

Hotel Toscana Ambassador
Poggibonsi
United States
Jennifer
£59
includes taxes & fees
11 Oct - 12 Oct
Hotel Toscana Ambassador
A stone building with a gated entrance, terracotta pots with flowers, and a staircase leading up to the door.
An outdoor patio with a round table and chairs, surrounded by stone walls and a tall tree.
A rustic dining area with a wooden table, blue chairs, a brick floor, a sofa, and a fireplace.
A bedroom with a bed under a canopy, wooden beams on the ceiling, and a white door.

10. UNIQUE LARGE TERRACE WITH VIEWS TO CHAINTI VALLEY AND DRINK

UNIQUE LARGE TERRACE WITH VIEWS TO CHAINTI VALLEY AND DRINK
Ruffoli
Canada
James
£139
includes taxes & fees
29 Sept - 30 Sept
UNIQUE LARGE TERRACE WITH VIEWS TO CHAINTI VALLEY AND DRINK
View all properties

Top Chianti Region Hotel Reviews

Villa Il Palagio

Villa Il Palagio

10/10 Excellent
"The check in went great and the property is amazingly managed, a beautiful villa in the hills of Tuscany. It felt magic just walking to it, I would absolutely recommend renting a car if you want to go into Florence often."
Max 8-night trip
Posted 13 hours ago
Villa Il Palagio
Hotel Villa Campomaggio

Hotel Villa Campomaggio

10/10 Excellent
"Great hotel"
Dario 2-night trip
Posted 16 hours ago
Hotel Villa Campomaggio
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
Relais Vignale & Spa

Relais Vignale & Spa

10/10 Excellent
"Beautiful small medieval town with castle and narrow streets. Close to wineries but not much else to do….location is very beautiful on top of hill."
mark 1-night trip
Posted 4 days ago
Relais Vignale & Spa
Park Hotel Chianti

Park Hotel Chianti

10/10 Excellent
"The staff are very helpful and kind."
Manuel 2-night trip
Posted 5 days ago
Park Hotel Chianti
Palagina la Dimora

Palagina la Dimora

8/10 Good
"Nice property to relax. Pool is nice. Breakfast is meh but works. Room was spacious although felt outdated and lacking lighting. Some staff were very helpful while some could have been more friendly."
Rayvant 1-night trip
Posted 6 days ago
Palagina la Dimora
Castello di Spaltenna- Small Luxury Hotels of the World

Castello di Spaltenna- Small Luxury Hotels of the World

10/10 Excellent
"The experience was exceptional, the dinners in both restaurants on site were spectacular. The staff was amazing, friendly, and made our stay very memorable. We are planning to return soon."
David 3-night trip
Posted 9 days ago
Castello di Spaltenna- Small Luxury Hotels of the World
COMO Castello Del Nero

COMO Castello Del Nero

10/10 Excellent
"The most beautiful hotel in the heart of Chianti. The service was above and beyond. Everything about this charming hotel was amazing. We cannot wait to go back."
Lauren 3-night trip
Posted 13 days ago
COMO Castello Del Nero
Borgo Vescine

Borgo Vescine

10/10 Excellent
"⭐️⭐️⭐️⭐️⭐️ We genuinely did not want to leave Borgo Vescine was everything we hoped a stay in Tuscany would be. The property is absolutely stunning, incredibly peaceful, and so beautifully cared for that once we arrived, we honestly didn’t want to leave. What made the experience even more special was the staff. Everyone we encountered was warm, welcoming and genuinely delightful. The hospitality never felt forced or overly formal. We simply felt very well taken care of throughout our stay. We had dinner at the property and the restaurant was excellent, which made staying in for the evening an easy decision. Breakfast was included with our stay and was such a delicious treat each morning. Being able to wake up somewhere this beautiful, have a wonderful breakfast and then simply enjoy the property was exactly the kind of Tuscan experience we were looking for. The grounds themselves are gorgeous and meticulously maintained, with beautiful views and so many quiet little areas to sit and take everything in. Despite everything the property offers, it still feels serene, intimate and wonderfully quiet. Borgo Vescine is the kind of place that makes you reconsider whatever plans you had for the day because you would rather just stay there. One of our favorite stays in Tuscany and a property I would happily return to. Highly recommend."
Nadege 1-night trip
Posted 13 days ago
Borgo Vescine

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