A historic tower with arches and a bell, surrounded by traditional buildings with tiled roofs and satellite dishes.

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Tuscany Accommodation: Most Popular Cities to Stay

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Our top choices for Tuscany hotels with winery

1. Castello Vicchiomaggio

Castello Vicchiomaggio
Greve in Chianti
9.4 out of 10, Exceptional, (444 reviews)
"Stunning property with beautiful views and extremely friendly and helpful hosts."
United States
Mary Margaret
The price is £153
includes taxes & fees
4 Nov - 5 Nov
Castello Vicchiomaggio

2. Castello di Fonterutoli Wine Resort

Castello di Fonterutoli Wine Resort
Castellina in Chianti
9.4 out of 10, Exceptional, (234 reviews)
"The staff and experience staying at Castello Di Fonterutoli was amazing! Everyone was so kind and welcoming! Cannot wait to go back☺️"
United States
Micaela
The price is £135
includes taxes & fees
4 Nov - 5 Nov
Castello di Fonterutoli Wine Resort

3. Borgo Vescine

Borgo Vescine
5.0 star property
Radda in Chianti
9.6 out of 10, Exceptional, (250 reviews)
"The staff was amazing and incredibly kind."
United States
Natalie
The price is £358
includes taxes & fees
13 Nov - 14 Nov
Borgo Vescine

4. Tenuta Santo Pietro

Tenuta Santo Pietro
Pienza
9.6 out of 10, Exceptional, (141 reviews)
"Bettina was very helpful in assisting us during our stay."
United States
William
The price is £203
includes taxes & fees
7 Nov - 8 Nov
Tenuta Santo Pietro

5. Castello Banfi - Il Borgo - Relais et Chateaux

Castello Banfi - Il Borgo - Relais et Chateaux
5.0 star property
Montalcino
10.0 out of 10, Exceptional, (139 reviews)
"This property is pristine. Absolutely beautiful with some of the best views in Tuscany. I would recommend this experience to anyone."
United States
Jeanine
The price is £1,107
includes taxes & fees
7 Nov - 8 Nov
Castello Banfi - Il Borgo - Relais et Chateaux

6. Relais Villa Grazianella - UNA Esperienze

Relais Villa Grazianella - UNA Esperienze
Montepulciano
9.8 out of 10, Exceptional, (362 reviews)
"Beautiful property! Very clean!"
Canada
Steve
The price is £169
includes taxes & fees
26 Nov - 27 Nov
Relais Villa Grazianella - UNA Esperienze

7. Locanda le Piazze

Locanda le Piazze
4.0 star property
Castellina in Chianti
9.8 out of 10, Exceptional, (209 reviews)
"This was just spectacular and I cannot recommend it enough!!!"
United States
alexander
Locanda le Piazze

8. Villa Loggio 1676 - Suites & Vineyards

Villa Loggio 1676 - Suites & Vineyards
Cortona
10.0 out of 10, Exceptional, (3 reviews)
"Staff was amazing. "
Canada
Chloe
Villa Loggio 1676 - Suites & Vineyards

9. Hotel Villa Campomaggio

Hotel Villa Campomaggio
4.0 star property
Radda in Chianti
9.4 out of 10, Exceptional, (196 reviews)
"Great hotel"
United States
Dario
The price is £140
includes taxes & fees
6 Nov - 7 Nov
Hotel Villa Campomaggio

10. Fattoria San Donato

Fattoria San Donato
San Gimignano
9.4 out of 10, Exceptional, (65 reviews)
"Incredible property! You feel like you’re in the middle of a Tuscan fairytale! "
United States
Terranova
The price is £123
includes taxes & fees
8 Nov - 9 Nov
Fattoria San Donato
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