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Aiola – 2 hotels and places to stay

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Certosa di Pontignano Residenza d'Epoca - Place of Charme

Ponte A Bozzone (Near Aiola)

Certosa di Pontignano Residenza d'Epoca - Place of Charme is offering accommodation in Ponte A Bozzone. The property has a bar, as well as a restaurant serving Italian cuisine.

E
EvelinaPe
From
Lithuania
Everything. It's a stunning, history filled place. After our check-out we stayed for an additional couple of hours to explore the breathtaking estate. The room was nice, the building is older and you would assume that the rooms would be old, but no, they were beautifully done, you have everything you need. The staff were also so friendly (it looks like they enjoy working in this beautiful place). We arrived late, but they had no issue waiting for us. The breakfast was very tasty and the balcony where we had it was lovely. The garden and the estate are just gorgeous. Thank you for such an experience ❤️
Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 1,696 reviews
Price from
US$239.61
1 night, 2 adults

Pieve Aldina Relais & Châteaux

Radda in Chianti (Near Aiola)

Located in Radda in Chianti, 21 km from Piazza Matteotti, Pieve Aldina Relais & Châteaux provides accommodation with a seasonal outdoor swimming pool, free private parking, a garden and a shared...

L
Ljiljana
From
Austria
Very stylish, comfortable, clean… perfect to true leisure day
Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 139 reviews
Price from
US$456.90
1 night, 2 adults

Hotel Palazzo Squarcialupi

Castellina in Chianti (Near Aiola)

Managed directly by the owner, Albergo Palazzo Squarcialupi is a 15th-century building in Castellina in Chianti. It offers a garden with outdoor swimming pool, and a spa.

J
Jéromine
From
France
Great hotel with a peaceful environment Great pool and confortable room
Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 530 reviews
Price from
US$257.40
1 night, 2 adults

Castello Di Tornano Wine Relais

Gaiole in Chianti (Near Aiola)

Castello Di Tornano Wine Relais is located on a hillside in the Chianti Classico wine region. It offers free WiFi, free parking, and rooms and apartments with satellite TV and bathroom.

K
Kathryn
From
United Kingdom
Loved the pool the location the view from the restaurant. Rooms were clean and spacious
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 256 reviews
Price from
US$219.73
1 night, 2 adults

Locanda Le Piazze

Castellina in Chianti (Near Aiola)

A former 16th-century farmhouse surrounded by vineyards, Locanda Le Piazze is now a small, luxurious, boutique hotel 6 km from Castellina in Chianti.

M
M.K.H..
From
Germany
Our stay at Locanda Le Piazze was nothing short of enchanting – a place so special, so serene, that we ended up postponing our flight home just to stay longer. And even that felt too short. The entire property is an absolute dream. Every corner feels like a scene from a fairytale – lovingly designed, full of charm, and inviting you to pause, breathe, and simply enjoy. The views over the Tuscan hills and surrounding vineyards are breathtaking, with golden light and rolling landscapes stretching as far as the eye can see. It’s hard to imagine a more magical setting. The atmosphere is one of peaceful elegance. Whether walking through the gardens, relaxing by the pool, or enjoying a quiet moment under the trees, there’s a sense of stillness that feels both grounding and luxurious. It’s a place where time slows down – in the best possible way. The team at Locanda Le Piazze deserves the highest praise. The staff were exceptionally warm, professional, and always went the extra mile with a genuine smile. There’s a special kind of hospitality here – a perfect blend of attentiveness and heart that made us feel truly welcome from the very first moment. Our room was beautiful – spacious, serene, and tastefully furnished, with every comfort thoughtfully considered. And the food? Exquisite. Every dish we had was a celebration of flavor, quality, and creativity. Dining here is an experience in itself. We’re deeply grateful to the entire team for making our stay so memorable. Locanda Le Piazze has captured our hearts – we’re already looking forward to coming back.
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 275 reviews
Price from
US$332.10
1 night, 2 adults

Hotel Belvedere Di San Leonino

Castellina in Chianti (Near Aiola)

Surrounded by vineyards, Belvedere Di San Leonino is located in Castellina in Chianti, in the heart of the Chianti area.

T
Tim
From
Netherlands
Dreamy location with a wonderful view of the Tuscany landscapes. The restaurant was of really high quality and the staff was very friendly!
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 454 reviews
Price from
US$138.66
1 night, 2 adults

Hotel Le Fontanelle

Castelnuovo Berardenga (Near Aiola)

Hotel Le Fontanelle enjoys panoramic views from its exceptional location in the Chianti Hills, 20 minutes drive from Siena. Relax and enjoy wellness and sports facilities in this peaceful location.

C
Cynthia
From
Italy
Varied breakfast. Fresh breads and cakes were delicious. Attentive staff.
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 164 reviews
Price from
US$626.13
1 night, 2 adults

Borgo Vescine

Radda in Chianti (Near Aiola)

Borgo Vescine is located in the heart of Tuscany, right in the Chianti Classico area. The Relais has an extension of 100 acres and is 20 km from Siena and 42 km from Florence.

P
Patrick
From
Ireland
Location, view, friendliness of the staff
Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 328 reviews
Price from
US$629.69
1 night, 2 adults

Hotel Colle Etrusco Salivolpi

Castellina in Chianti (Near Aiola)

Hotel Colle Etrusco Salivolpi is a recently converted farmhouse in the heart of Tuscany, near Castellina in Chianti. It is surrounded by a private garden with swimming pool and free Wi-Fi.

y
yeimmycl
From
Colombia
I love the place, it is beautiful, good people, they clean the room all the days, good and fresh breakfast. We will back for sure
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 615 reviews
Price from
US$165.01
1 night, 2 adults

Borgo Scopeto Wine & Country Relais

Vagliagli (Near Aiola)

Surrounded by Tuscan olive groves and vineyards, Borgo Scopeto Wine & Country Relais offers 2 swimming pools and a bike rental service.

M
Martijn
From
Netherlands
The staff was amazingly friendly and helpful.
Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 389 reviews
Price from
US$584.79
1 night, 2 adults
See all hotels in and around Aiola

Hotels with airport shuttles in Aiola

Airport shuttle (additional charge)
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 275 reviews
Airport shuttle (additional charge)
Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 93 reviews
From US$1,039.38 per night
Airport shuttle (additional charge)
Scored out of 10, guest rating 8.3
Very good - What previous guests thought, 1,781 reviews
From US$138.40 per night
Airport shuttle (additional charge)
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 1,940 reviews
From US$147.71 per night
Airport shuttle (additional charge)
Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 1,195 reviews
From US$91.85 per night
Airport shuttle (additional charge)
Scored out of 10, guest rating 8.6
Fabulous - What previous guests thought, 912 reviews
From US$164.02 per night
Airport shuttle (additional charge)
Scored out of 10, guest rating 8.6
Fabulous - What previous guests thought, 1,102 reviews
From US$176.83 per night
Airport shuttle (additional charge)
Scored out of 10, guest rating 8.9
Fabulous - What previous guests thought, 61 reviews
From US$174.39 per night
Airport shuttle (additional charge)
Scored out of 10, guest rating 8.6
Fabulous - What previous guests thought, 506 reviews
Airport shuttle (additional charge)
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 893 reviews
From US$191.83 per night

Most booked hotels in Aiola and surroundings in the past month

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Popular with guests booking hotels in Radda in Chianti

Scored out of 10, guest rating 8.3
Very good - What previous guests thought, 1,003 reviews

Popular with guests booking hotels in Radda in Chianti

Scored out of 10, guest rating 8.7
Fabulous - What previous guests thought, 1,100 reviews

Popular with guests booking hotels in Radda in Chianti

Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 620 reviews

Popular with guests booking hotels in Radda in Chianti

Scored out of 10, guest rating 8.5
Very good - What previous guests thought, 912 reviews

Popular with guests booking hotels in Ponte A Bozzone

Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 1,691 reviews

Popular with guests booking hotels in Siena

Scored out of 10, guest rating 8.6
Fabulous - What previous guests thought, 2,602 reviews

Popular with guests booking hotels in Castellina in Chianti

Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 613 reviews

Popular with guests booking hotels in Radda in Chianti

Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 330 reviews

Popular with guests booking hotels in Gaiole in Chianti

Scored out of 10, guest rating 8.5
Very good - What previous guests thought, 812 reviews

Popular with guests booking hotels in Vagliagli

Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 389 reviews

Best hotels with breakfast in Aiola and nearby

Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 600 reviews

Set in 600 hectares of beautiful Chianti countryside 20 minutes from Siena, Wine Resort Dievole offers different types of recently renovated apartment-suites and rooms in a large complex.

From US$678.96 per night
Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 7 reviews

Situated 18 km from Piazza del Campo, Il Giardino di Cristina - A literary B&B in Chianti offers accommodation with a balcony, as well as a garden and a shared lounge.

From US$229.03 per night
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 512 reviews

Featuring a garden, Agriturismo Oliviera Winery is located in Vagliagli in the Tuscany region, 13 km from Piazza del Campo and 30 km from Piazza Matteotti.

From US$126.74 per night
Scored out of 10, guest rating 8.9
Fabulous - What previous guests thought, 1,003 reviews

Castello di Fonterutoli Wine Resort is a medieval country village in Tuscany's Chianti wine district 5 km outside Castellina in Chianti. It offers a restaurant and wine cellar to visit.

From US$266.24 per night
Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 255 reviews

Featuring an outdoor swimming pool and a garden with BBQ facilities and children’s playground, Agriturismo Amina, Winery & Hiking offers rooms a 5-minute drive from Vagliagli.

From US$159.86 per night
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 330 reviews

Borgo Vescine is located in the heart of Tuscany, right in the Chianti Classico area. The Relais has an extension of 100 acres and is 20 km from Siena and 42 km from Florence.

From US$395.28 per night
Scored out of 10, guest rating 8.5
Very good - What previous guests thought, 912 reviews

Set in the picturesque town of Radda in Chianti, Palazzo San Niccolò is an elegant hotel offering free Wi-Fi, a large garden and interesting interiors with original frescoes and antique furniture.

From US$164.02 per night
Scored out of 10, guest rating 8.7
Fabulous - What previous guests thought, 1,100 reviews

Palazzo Leopoldo is a majestic property made of a formerly a patrician villa dating back to 1310 and, adjacent to this, a historical building.

From US$176.83 per night

Budget hotels in Aiola and nearby

Scored out of 10, guest rating 8.3
Very good - What previous guests thought, 107 reviews

Offering pool views, Agriturismo "Crocino in Chianti" is an accommodation located in Gaiole in Chianti, 26 km from Piazza del Campo and 27 km from Piazza Matteotti.

From US$110.45 per night
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 540 reviews

Boasting a garden and views of garden, Casalgallo is a farm stay set in a historic building in Quercegrossa, 15 km from Piazza del Campo.

From US$93.01 per night
Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 145 reviews

Set in Quercegrossa, in a historic building, 14 km from Piazza del Campo, Agriturismo La Magione is an apartment with a seasonal outdoor swimming pool and garden.

From US$104.63 per night
Scored out of 10, guest rating 8.1
Very good - What previous guests thought, 62 reviews

Boasting quiet street views, Camere e Appartamenti Baldini Romanita provides accommodation with patio, around 18 km from Piazza Matteotti.

From US$116.26 per night
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 70 reviews

Featuring garden views, Castelli del Chianti provides accommodation with balcony, around 29 km from Piazza Matteotti.

Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 193 reviews

Set in Monteriggioni and only 10 km from Piazza del Campo, La Limonaia Country House offers accommodation with garden views, free WiFi and free private parking.

From US$116.26 per night
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 22 reviews

Located in Gaiole in Chianti, Chianti casa con parcheggio auto Aida rooms is a recently renovated accommodation, 30 km from Piazza Matteotti and 31 km from Piazza del Campo.

Scored out of 10, guest rating 8.6
Fabulous - What previous guests thought, 2,602 reviews

Villa Montarioso is an ancient, noble villa from the 19th century, set inside an extensive park in the quiet, green hills of the historical city of Palio.

From US$99.98 per night