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Italy Accommodation: Most Popular Cities to Stay

Galleria Vittorio Emanuele II featuring heritage architecture, a castle and night scenes
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Milan

Milan

Check availability on Italy Winery Hotels

Our top choices for Italy hotels with winery

Seasonal outdoor pool
Castello Vicchiomaggio

Castello Vicchiomaggio

Castello Vicchiomaggio
Greve in Chianti
9.4 out of 10, Exceptional, (372 reviews)
"Very special treat to stay here. We hope to return "
Canada
Cheyenne
Castello Vicchiomaggio
Courtyard
Baglio Oneto dei Principi di San Lorenzo - Luxury Wine Resort

Baglio Oneto dei Principi di San Lorenzo - Luxury Wine Resort

Baglio Oneto dei Principi di San Lorenzo - Luxury Wine Resort
5.0 star property
Marsala
9.2 out of 10, Wonderful, (386 reviews)
"very beautiful hotel with a wonderful history and great wine "
United States
Jeff
Baglio Oneto dei Principi di San Lorenzo - Luxury Wine Resort
Exterior
Castello di Fonterutoli Wine Resort

Castello di Fonterutoli Wine Resort

Castello di Fonterutoli Wine Resort
Castellina in Chianti
9.4 out of 10, Exceptional, (201 reviews)
"Amazing experience all around! Stayed for 2 nights!"
Canada
Matthew
Castello di Fonterutoli Wine Resort
2 restaurants, breakfast served
Borgo Vescine

Borgo Vescine

Borgo Vescine
5.0 star property
Radda in Chianti
9.4 out of 10, Exceptional, (244 reviews)
"This was a beautiful location. The room was spacious and loved the patio for coffee in the mornings. It was very private. We enjoyed the pool and restaurants were great. Breakfast was amazing. We did the picnic and dinner in the Olive Garden and loved getting to know others at our table. The chefs food choices were so wonderful. We would definitely stay again. "
United States
Sherie
Borgo Vescine
Lobby sitting area
Relais Santa Anastasia

Relais Santa Anastasia

Relais Santa Anastasia
5.0 star property
Castelbuono
9.2 out of 10, Wonderful, (244 reviews)
"Nice location in the vineyard in the top of the hill. Great view to Lipari Islands. But terrible road to property and bad sound isolation between rooms. Our neighbor family with two child's laugh talking until midnight and then we heard baby crying until 2h. Excellent breakfast with real red orange "spremuta"."
Ireland
Franc
The price is 3.551.299 ₫
3.906.429 ₫ total
includes taxes & fees
7 Feb - 8 Feb
Relais Santa Anastasia
Lobby sitting area
Tenuta Santo Pietro

Tenuta Santo Pietro

Tenuta Santo Pietro
Pienza
9.6 out of 10, Exceptional, (119 reviews)
"Great countryside stay"
Canada
Josh
Tenuta Santo Pietro
Junior Suite | View from room
Castello Banfi - Il Borgo - Relais et Chateaux

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, (126 reviews)
"The setting, scenery and hotel were 5 star plus!"
United States
Diana
Castello Banfi - Il Borgo - Relais et Chateaux
Reception
Relais Villa Grazianella - UNA Esperienze

Relais Villa Grazianella - UNA Esperienze

Relais Villa Grazianella - UNA Esperienze
5.0 star property
Montepulciano
9.8 out of 10, Exceptional, (279 reviews)
"Very beautiful hotel & friendly staff"
Switzerland
Winona Mia
Relais Villa Grazianella - UNA Esperienze
Exterior
Locanda le Piazze

Locanda le Piazze

Locanda le Piazze
4.0 star property
Castellina in Chianti
9.8 out of 10, Exceptional, (183 reviews)
"Absolutely gorgeous property!"
Canada
David
Locanda le Piazze
Interior
Wine Relais Feudi del Pisciotto

Wine Relais Feudi del Pisciotto

Wine Relais Feudi del Pisciotto
Niscemi
9.8 out of 10, Exceptional, (92 reviews)
"A great place with excellent facilities and lovely food and wine"
United Kingdom
Howard
Wine Relais Feudi del Pisciotto
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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