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

Tuscany Winery Hotel

  • 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 Tuscany

A hillside town with historic buildings and a prominent church.
HotelsHotels

Montepulciano

Montepulciano

Check availability on Tuscany Winery Hotel

Next weekend
7 Aug - 9 Aug
In two weeks
14 Aug - 16 Aug

Our top choices for Tuscany hotels with winery

Seasonal outdoor pool

1. Castello Vicchiomaggio

Castello Vicchiomaggio
Greve in Chianti
9.4 out of 10, Exceptional, (403 reviews)
"Incredible stay."
United States
Shane
The price is HK$1,569
HK$1,726 total
includes taxes & fees
1 Sept - 2 Sept
Castello Vicchiomaggio
Exterior

2. Castello di Fonterutoli Wine Resort

Castello di Fonterutoli Wine Resort
Castellina in Chianti
9.4 out of 10, Exceptional, (221 reviews)
"Very peaceful and staff was very helpful with reservations for excursions"
United States
Giancarlo
The price is HK$1,671
HK$1,874 total
includes taxes & fees
23 Aug - 24 Aug
Castello di Fonterutoli Wine Resort
2 restaurants; breakfast served

3. Borgo Vescine

Borgo Vescine
5.0 star property
Radda in Chianti
9.6 out of 10, Exceptional, (236 reviews)
"Great place with incredibly helpful staff"
United States
David
The price is HK$4,172
HK$4,661 total
includes taxes & fees
6 Aug - 7 Aug
Borgo Vescine
Lobby sitting area

4. Tenuta Santo Pietro

Tenuta Santo Pietro
Pienza
9.6 out of 10, Exceptional, (127 reviews)
"We were welcomed by energetic Betina and she made our stay enjoyable and memorable. We had a delicious dinner on site. Our bed and pillows was very comfortable making it difficult to wake up. Pool area had excellent views of Pienza in the distance."
United States
Peter
The price is HK$1,864
HK$2,086 total
includes taxes & fees
31 Aug - 1 Sept
Tenuta Santo Pietro
View from room

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, (130 reviews)
"Location, Service and Ambiance amazing. Truly charming location and hotel Staff were wonderful."
United States
Jason
The price is HK$8,054
HK$8,950 total
includes taxes & fees
9 Aug - 10 Aug
Castello Banfi - Il Borgo - Relais et Chateaux
Reception

6. Relais Villa Grazianella - UNA Esperienze

Relais Villa Grazianella - UNA Esperienze
Montepulciano
9.8 out of 10, Exceptional, (325 reviews)
"Was a wonderful stay with beautiful views in a very nice location. Definitely recommend staying here."
United States
Alisa
The price is HK$2,867
HK$3,190 total
includes taxes & fees
4 Aug - 5 Aug
Relais Villa Grazianella - UNA Esperienze
Exterior

7. Locanda le Piazze

Locanda le Piazze
4.0 star property
Castellina in Chianti
9.8 out of 10, Exceptional, (198 reviews)
"Good resort"
United Kingdom
Oluwafunmilayo
The price is HK$2,959
HK$3,309 total
includes taxes & fees
12 Aug - 13 Aug
Locanda le Piazze
Seasonal outdoor pool, pool loungers

8. Villa Loggio Winery and Boutique Hotel

Villa Loggio Winery and Boutique Hotel
Cortona
10.0 out of 10, Exceptional, (3 reviews)
"Staff was amazing. "
Canada
Chloe
Villa Loggio Winery and Boutique Hotel
Sauna, hot tub, steam room, Turkish bath/hammam, body treatments

9. Hotel Villa Campomaggio

Hotel Villa Campomaggio
4.0 star property
Radda in Chianti
9.4 out of 10, Exceptional, (177 reviews)
"Beautiful grounds, nice Turkish bath, good breakfast."
United States
Katelyn
The price is HK$1,849
HK$2,088 total
includes taxes & fees
18 Aug - 19 Aug
Hotel Villa Campomaggio
Exterior

10. Fattoria San Donato

Fattoria San Donato
San Gimignano
9.4 out of 10, Exceptional, (62 reviews)
"Incredible property! You feel like you’re in the middle of a Tuscan fairytale! "
United States
Terranova
The price is HK$1,382
HK$1,566 total
includes taxes & fees
9 Aug - 10 Aug
Fattoria San Donato
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 Tuscany Hotel Reviews

25hours Hotel Florence Piazza San Paolino

25hours Hotel Florence Piazza San Paolino

10/10 Excellent
"Very unique hotel! Love the location, love decoration! The staff very helpful and nice! Room spacious and comfortable! Love it! Walking distance from center! Love it! Very good experience"
Nuria 6-night trip
Posted 4 hours ago
25hours Hotel Florence Piazza San Paolino

Explore a world of travel with Expedia