Castello Vicchiomaggio

Castello Vicchiomaggio Overview

You know what? I’ve stayed at a lot of places in Tuscany, but Castello Vicchiomaggio genuinely caught me off guard. When you’re driving up Via Vicchiomaggio – and honestly, the GPS might give you a little trouble finding it the first time – you start to wonder if you took a wrong turn somewhere. Then suddenly you’re pulling into what feels like a private estate, complete with actual castle towers and vineyards stretching out in every direction. The whole place sits on this hill overlooking the Chianti countryside, and I mean, the views are ridiculous. Not Instagram-fake ridiculous, but the kind where you actually stop unpacking to just stare out the window for a few minutes.

The thing about this place is it’s not trying to be anything other than what it is – a working winery that happens to have incredible rooms. The family that runs it has been making wine here for decades, and you can tell. There’s this lived-in authenticity that’s hard to fake. My room was in the main castle building (they’ve got different accommodation styles scattered around the property), and honestly, the stone walls are thick enough that you don’t hear a thing at night. Just complete silence, which is pretty amazing if you’re used to city noise. The furnishings hit that sweet spot between rustic and refined – nothing too precious, but clearly thoughtful. And the bathroom? Surprisingly modern without feeling out of place, which is trickier than it sounds in these old buildings.

What really sets this place apart, though, is how they handle the whole wine experience. I mean, you’re literally sleeping above cellars that have been aging wine since the 1400s. The smell of fermenting grapes drifts up through the property during harvest season – we were there in late September and it was incredible. They do tastings right there on the terrace, and the staff actually knows their stuff without being pretentious about it. Plus, Greve in Chianti is only about ten minutes down the road, so you can easily walk around the town square, grab dinner at one of the local spots, and still feel like you’re staying somewhere special rather than just convenient. The 9.3 rating makes complete sense when you experience it – it’s not perfect in that sterile hotel way, but it’s authentic in a way that’s becoming harder and harder to find. If you’re looking for a place that feels like Tuscany rather than just a hotel that happens to be in Tuscany, this is it.

Castello Vicchiomaggio Accommodations

Reviews of Castello Vicchiomaggio

• Everything perfectly matched and surpassed our expectations. Would highly recommend to stay here. – Jason from Australia – 13 July 2025 (10/10)

  Everything was amazing. The entire place was beyond gorgeous. The building, the view, the pool area, the staff, the room. We would highly recommend this place to anybody considering a stay here.
  
  What could be improved: Everything was perfect. There is nothing I could say about this place other than positive comments.

• 2nd time, can’t wait for 3rd! – Rosina from Canada – 6 July 2025 (10/10)

  Great food, amazing wine and stunning views. It does not get better than this.
  
  What could be improved: Hair dryer and mirror in bathroom could be better.

• Amazing hotel! – Esmee from Netherlands – 26 June 2025 (10/10)

  We had an amazing time at castello vicchiomaggio. The staff was extremely helpful and nice (they even helped us when our car broke down). Our room was very beautiful and clean. And we also had dinner at the restaurant multiple times, which we also really enjoyed! They even had vegan dinner options, which was amazing.
  
  The location is also amazing, very central in tuscany to discover the region.
  
  And the infinity pool is also amazing with the best view!
  
  We would 1000% recommend staying at this hotel!!
  
  What could be improved: Nothing, everything was perfect!

• Beautiful setting with quality accommodation – Joan from United Kingdom – 24 June 2025 (10/10)

  Beautiful setting high up in Chianti hills looking down over the valley. Decor is lovely in the rooms, extremely comfortable bed and beautiful windows that incorporated mozzie netting and shutters that gave us total blackout in the bedroom. We had a large terrace attached to our room with loungers and table and chairs. We stayed in the annexe, where there was a large communal area, honesty bar and comfortable seating area plus large table and chairs for the use of guests (saved a walk to the castle for a drink).
  
  Plenty of other little seating areas dotted around the grounds.
  
  The lunchtime and evening meals were served al fresco on the terrace. Great service and food with a lovely view. During the evening small lights started to come on throughout the garden – it was so pretty.
  
  The pool area was generous and the pool was a good size infinity pool overlooking the valley. Plenty of sun beds and umbrellas, and pool towels and a bag provided in the room.
  
  What could be improved: Breakfast was a pretty miserable affair, indoors and rooms a bit gloomy. You needed to get there early if you wanted hot food – it ran out very quickly and wasn’t replaced on the days we were there.
  
  I would not recommend this for anyone with mobility problems. There are a lot of steps everywhere starting with the long walk from the car park to main area.

• Exceptional – Kellea from United States – 19 June 2025 (10/10)

  Such a beautiful property, with everything you need. Rooms were very clean and A/C worked wonderfully. Staff were all very friendly and helpful!

• Beautiful but keep family’s to the extended hotel – Doyin from Italy – 15 June 2025 (10/10)

  Amazing location, and staff
  
  What could be improved: Noisily families that checked in and used pool

• Exceptional – Maria-isidora from Greece – 9 June 2025 (10/10)

  Amazing!

• Magical, beyond expectations. – Sofia from United Kingdom – 31 May 2025 (10/10)

  Stunning views, gorgeous traditional rooms. Fantastic food and wine. The pictures just don’t do it justice.

• The staff was very accommodating. We loved everything about our stay and we hope to return someday. – Anthony from United States – 26 May 2025 (10/10)

  The Galileo room and scenery. Scenery from our windows. The ability to take our wine and sit quietly just outside our room and on the property.
  
  What could be improved: Everything!

• I found one of the most beautiful properties in that part of the country – Frederick from United States – 23 May 2025 (10/10)

  The facility. The property itself. The pool the views the food and the winery tour

Surroundings

Facilities