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Italy Accommodation: Most Popular Cities to Stay

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

Milan

Milan

Check availability on Italy Winery Hotels

Tonight
1 Jan - 2 Jan
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2 Jan - 3 Jan
This weekend
2 Jan - 4 Jan
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9 Jan - 11 Jan

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)
"Beautiful grounds. Room was spacious and the breakfast was delicious. Very friendly staff."
United States
Devin
Castello Vicchiomaggio
Panoramic Duplex, Annex Building (Ancient Tower) | Premium bedding, down duvets, memory-foam beds, minibar
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)
"very beautiful hotel with a wonderful history and great wine "
United States
Jeff
Baglio Oneto dei Principi di San Lorenzo - Luxury Wine Resort
Breakfast, lunch, dinner served; Italian cuisine, garden views
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)
"Amazing experience all around! Stayed for 2 nights!"
Canada
Matthew
The price is 6.664.715 ₫
7.454.608 ₫ total
includes taxes & fees
4 Jan - 5 Jan
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)
"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
Breakfast served, Italian cuisine, pool views
Relais Santa Anastasia

Relais Santa Anastasia

Relais Santa Anastasia
5.0 star property
Castelbuono
9.2 out of 10, Wonderful, (243)
"excellent place "
United States
Claudio
The price is 4.506.256 ₫
4.956.882 ₫ total
includes taxes & fees
2 Jan - 3 Jan
Relais Santa Anastasia
Exclusive Villa, 2 Bedrooms, Garden View, Annex Building | Terrace/patio
Tenuta Santo Pietro

Tenuta Santo Pietro

Tenuta Santo Pietro
Pienza
9.6 out of 10, Exceptional, (119)
"Great countryside stay"
Canada
Josh
Tenuta Santo Pietro
2 restaurants, lunch, dinner served; Italian cuisine
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)
"The setting, scenery and hotel were 5 star plus!"
United States
Diana
Castello Banfi - Il Borgo - Relais et Chateaux
Outdoor pool, pool loungers
Relais Villa Grazianella - UNA Esperienze

Relais Villa Grazianella - UNA Esperienze

Relais Villa Grazianella - UNA Esperienze
Montepulciano
9.8 out of 10, Exceptional, (279)
"Great room and service"
United States
ALFREDO
The price is 6.967.657 ₫
7.787.844 ₫ total
includes taxes & fees
4 Jan - 5 Jan
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)
"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)
"A great place with excellent facilities and lovely food and wine"
United Kingdom
Howard
The price is 7.293.038 ₫
8.022.342 ₫ total
includes taxes & fees
2 Jan - 3 Jan
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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