The Colosseum at night with illuminated arches and surrounding street lights.

Winery Hotels in Italy from ￥27,770

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Top Cities in Italy

A tram on tracks, a busy street with cars and pedestrians, and historic buildings with ornate architecture.
HotelsHotels

Milan

Milan

Check availability on Italy Winery Hotels

This weekend
Sep 4 - Sep 6
Next weekend
Sep 11 - Sep 13

Our top choices for Italy hotels with winery

A pool with a view of a lush valley and distant buildings.

1. Castello Vicchiomaggio

Castello Vicchiomaggio
Greve in Chianti
9.4 out of 10, Exceptional, (419 reviews)
"Incredible stay."
United States
Shane
The price is ￥28,195
￥31,014 total
includes taxes & fees
Sep 29 - Sep 30
Castello Vicchiomaggio
An outdoor dining area with tables and chairs under umbrellas, surrounded by greenery and palm trees.

2. 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, (397 reviews)
"The breakfast was amazing, offering a wide variety of options (the smoothies were made fresh on the spot - highly recommend getting one). Dining at the restaurant for dinner was a fantastic experience with some very tasteful wine recommendations from the sommelier and food recommendations from our server. Such a wonderful experience. The pool provided a truly peaceful atmosphere and was great for swimming and sunbathing. I am looking forward to visiting again soon."
United Kingdom
Cormac
The price is ￥64,010
￥71,709 total
includes taxes & fees
Sep 11 - Sep 12
Baglio Oneto dei Principi di San Lorenzo - Luxury Wine Resort
A narrow stone pathway leading to a rustic building with a wooden door and a window.

3. Castello di Fonterutoli Wine Resort

Castello di Fonterutoli Wine Resort
Castellina in Chianti
9.4 out of 10, Exceptional, (225 reviews)
"Very peaceful and staff was very helpful with reservations for excursions"
United States
Giancarlo
The price is ￥35,139
￥39,395 total
includes taxes & fees
Sep 2 - Sep 3
Castello di Fonterutoli Wine Resort
A restaurant with a glass ceiling, wicker hanging decorations, and a tiled floor.

4. Borgo Vescine

Borgo Vescine
5.0 star property
Radda in Chianti
9.6 out of 10, Exceptional, (242 reviews)
"Had an amazing time. Rooms can be a bit hot at times but everything else was spectacular. Highly recommended"
United States
Gabrielle
The price is ￥132,561
￥147,301 total
includes taxes & fees
Sep 7 - Sep 8
Borgo Vescine
A cozy, rustic interior with stone arches, a central seating area with a table and chairs, and hanging plants.

5. Relais Santa Anastasia

Relais Santa Anastasia
5.0 star property
Castelbuono
9.2 out of 10, Wonderful, (256 reviews)
"Everything about the hotel was fabulous"
United States
Lincoln
The price is ￥25,246
￥27,770 total
includes taxes & fees
Sep 27 - Sep 28
Relais Santa Anastasia
A cozy room with a fireplace, two armchairs, and a table.

6. Tenuta Santo Pietro

Tenuta Santo Pietro
Pienza
9.6 out of 10, Exceptional, (129 reviews)
"Such a wonderful stay. The view is breathtaking and Bertina and her team delightful. Our favorite place in Tuscany."
Canada
Annie
The price is ￥42,335
￥47,311 total
includes taxes & fees
Sep 30 - Oct 1
Tenuta Santo Pietro
A stone wall with a view of rolling hills and mountains.

7. 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, (131 reviews)
"Location, Service and Ambiance amazing. Truly charming location and hotel Staff were wonderful."
United States
Jason
The price is ￥239,710
￥265,537 total
includes taxes & fees
Oct 2 - Oct 3
Castello Banfi - Il Borgo - Relais et Chateaux
A spacious living room with a leather sofa, a wooden coffee table, and a view through large arched windows.

8. Relais Villa Grazianella - UNA Esperienze

Relais Villa Grazianella - UNA Esperienze
Montepulciano
9.8 out of 10, Exceptional, (337 reviews)
"Was a wonderful stay with beautiful views in a very nice location. Definitely recommend staying here."
United States
Alisa
The price is ￥54,080
￥60,230 total
includes taxes & fees
Sep 20 - Sep 21
Relais Villa Grazianella - UNA Esperienze
A large stone building with a tower, surrounded by lush greenery and a well-maintained lawn.

9. Locanda le Piazze

Locanda le Piazze
4.0 star property
Castellina in Chianti
9.8 out of 10, Exceptional, (200 reviews)
"Loved this hotel ! Staff was top notch"
United States
Mark
The price is ￥60,696
￥67,879 total
includes taxes & fees
Sep 16 - Sep 17
Locanda le Piazze
An interior with arched ceilings, a reflective floor, and stone walls.

10. Wine Relais Feudi del Pisciotto

Wine Relais Feudi del Pisciotto
Niscemi
9.8 out of 10, Exceptional, (104 reviews)
"Such an amazing stay ! The staff and amendities were wonderful! Thank you for the perfect stay !"
Canada
Benedicte
The price is ￥44,848
￥49,333 total
includes taxes & fees
Sep 6 - Sep 7
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Italy Hotel Reviews

The Social Hub Florence Lavagnini

The Social Hub Florence Lavagnini

10/10 Excellent
"Great location! Beautiful rooftop view!"
Merilyn Rodas 4-night trip
Posted 8 hours ago
The Social Hub Florence Lavagnini

Explore a world of travel with Expedia