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

Chianti Region Hotel Guide - Adventure Sport Hotels in Chianti Region, Tuscany

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Check availability on Chianti Region Adventure Sport Hotels

Tonight
22 Sept - 23 Sept
Tomorrow
23 Sept - 24 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 spa area with a wooden sauna, a glass-enclosed shower, and a marble-floored pool.
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
Jason
€128
includes taxes & fees
30 Sept - 1 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 table with breakfast items, a clear view of the countryside, and a white umbrella.
A woman sitting on a chair in a room with a staircase, a wall-mounted light, and a tiled floor.

2. Villa I Barronci Resort & Spa

Villa I Barronci Resort & Spa
San Casciano in Val di Pesa
United States
Juan Antonio
€116
includes taxes & fees
22 Oct - 23 Oct
Villa I Barronci Resort & Spa
A couple dining at an outdoor table with a view of the countryside.
A room with a view of a valley, a stone shelf with flowers, a wooden bench, and a fireplace.
A spacious room with high arched ceilings, a wooden dining table, chairs, and a bookshelf.
A woman in a blue bikini in a spa pool with a stone wall and a blue light fixture.

3. Palazzo Leopoldo Dimora Storica & Spa

Palazzo Leopoldo Dimora Storica & Spa
Radda in Chianti
Canada
Elizabeth
€169
includes taxes & fees
21 Oct - 22 Oct
Palazzo Leopoldo Dimora Storica & 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.

4. Hotel Borgo di Cortefreda Relais

Hotel Borgo di Cortefreda Relais
Tavarnelle Val di Pesa
United States
Sergey
€143
includes taxes & fees
7 Oct - 8 Oct
Hotel Borgo di Cortefreda Relais
A spa area with a stone ceiling, a pool, and two sun loungers.
A luxurious room with ornate ceiling artwork, plush seating, and elegant lighting fixtures.
A spa area with multiple white massage chairs arranged in a row, a brick ceiling, and a staircase in the background.
A buffet area with various fruits and a bar with bottles.

5. Hotel Palazzo San niccolò & Spa

Hotel Palazzo San niccolò & Spa
Radda in Chianti
United States
Afeefa
€165
includes taxes & fees
18 Oct - 19 Oct
Hotel Palazzo San niccolò & Spa
An outdoor patio with round tables and chairs, set against a backdrop of mountains and a cloudy sky.
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.
A room with a sofa, a desk, a bunk bed, and a patterned floor.

6. Villa San Lucchese

Villa San Lucchese
Poggibonsi
United States
Simona
€126
includes taxes & fees
2 Oct - 3 Oct
Villa San Lucchese
A rock garden with various succulents and plants.
A modern building with the sign "Toscana Ambassador Hotel".
A modern bedroom with a large bed, a nightstand, a chair, and a TV.
A modern hotel lobby with a curved reception desk, seating areas, and large windows.

7. Hotel Toscana Ambassador

Hotel Toscana Ambassador
Poggibonsi
United States
Jennifer
€74
includes taxes & fees
7 Oct - 8 Oct
Hotel Toscana Ambassador
A cozy living room with a stone wall, a wine rack, and two sofas.
A wooden deck with a pool, lounge chairs, and a small table with towels.
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.

8. Villa Cassia di Baccano

Villa Cassia di Baccano
Loro Ciuffenna
United States
Ralphvincent
€165
includes taxes & fees
10 Oct - 11 Oct
Villa Cassia di Baccano
A stone building with a gated entrance, terracotta pots with flowers, and a staircase leading up to the door.
A rustic dining area with a wooden table, blue chairs, a brick floor, a sofa, and a fireplace.
An outdoor patio with a round table and chairs, surrounded by stone walls and a tall tree.
A bedroom with a bed under a canopy, wooden beams on the ceiling, and a white door.

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

UNIQUE LARGE TERRACE WITH VIEWS TO CHAINTI VALLEY AND DRINK
Ruffoli
Canada
James
€163
includes taxes & fees
22 Sept - 23 Sept
UNIQUE LARGE TERRACE WITH VIEWS TO CHAINTI VALLEY AND DRINK
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 kitchen with a built-in microwave, sink, and stove. There is a dining area with a table and chairs, and a window with blinds.
A modern reception area with a wooden reception desk, a metal bowl, potted plants, and a seating area with chairs.

10. Delta Hotel

Delta Hotel
Montevarchi
United States
weixing
€126
includes taxes & fees
22 Sept - 23 Sept
Delta Hotel
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 8 hours 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 2 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 3 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 4 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 7 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 10 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 11 days ago
Borgo Vescine
Villa Le Barone

Villa Le Barone

10/10 Excellent
"Excellent stay with wonderful , friendly staff!"
Kathleen 3-night trip
Posted 12 days ago
Villa Le Barone
Hotel Villa Campomaggio

Hotel Villa Campomaggio

10/10 Excellent
"This resort is one of the most beautiful properties I have ever stayed in. Free use of the spa just was icing on the cake! Great breakfast spread and our dinner in the restaurant was delicious! We will be back!!"
Jayni 2-night trip
Posted 13 days ago
Hotel Villa Campomaggio

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