A historic town with a prominent tower and a rainbow arching over it.

Winery Hotels in Province of Siena from AED 430

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Top Cities in Province of Siena

A narrow street with stone buildings, Italian flags, and a shop with ceramic plates.
HotelsHotels

San Gimignano

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

Montepulciano

Montepulciano

Check availability on Province of Siena Winery Hotels

This weekend
30 Oct - 1 Nov
Next weekend
6 Nov - 8 Nov

Our top choices for Province of Siena hotels with winery

A stone building with a tiled roof, green shutters, and a small staircase leading to a door.

1. 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 AED 604
AED 681 total
includes taxes & fees
28 Oct - 29 Oct
Castello di Fonterutoli Wine Resort
An aerial view of a rustic village with stone buildings, a central courtyard with string lights, and a swimming pool.

2. Borgo Vescine

Borgo Vescine
5.0 star property
Radda in Chianti
9.6 out of 10, Exceptional, (249 reviews)
"The staff was amazing and incredibly kind."
United States
Natalie
The price is AED 1,591
AED 1,783 total
includes taxes & fees
3 Nov - 4 Nov
Borgo Vescine
A cozy room with a fireplace, two armchairs, and a table.

3. Tenuta Santo Pietro

Tenuta Santo Pietro
Pienza
9.6 out of 10, Exceptional, (139 reviews)
"Gorgeous location with spectacular views and yummy food with very friendly and helpful staff"
United States
Robert
The price is AED 893
AED 999 total
includes taxes & fees
29 Oct - 30 Oct
Tenuta Santo Pietro
A stone wall with a view of rolling hills and mountains.

4. 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 AED 4,026
AED 4,470 total
includes taxes & fees
30 Oct - 31 Oct
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.

5. Relais Villa Grazianella - UNA Esperienze

Relais Villa Grazianella - UNA Esperienze
Montepulciano
9.8 out of 10, Exceptional, (360 reviews)
"Absolutely beautiful! Astonishing views! If you are looking for peace and quiet with great service this is the place."
United States
Maribel
The price is AED 786
AED 881 total
includes taxes & fees
8 Nov - 9 Nov
Relais Villa Grazianella - UNA Esperienze
A large stone building with a tower, surrounded by lush greenery and a well-maintained lawn.

6. Locanda le Piazze

Locanda le Piazze
4.0 star property
Castellina in Chianti
9.8 out of 10, Exceptional, (207 reviews)
"This property is beautiful, our room was beautiful, and every staff member was friendly and very helpful. It is pretty centrally located - close to Siena and San Gimignano. We would stay here again!"
United States
Colleen
The price is AED 1,493
AED 1,666 total
includes taxes & fees
29 Oct - 30 Oct
Locanda le Piazze
A stone pillar with carvings, a glass door leading outside, and a person sitting on a lounge chair.

7. Hotel Villa Campomaggio

Hotel Villa Campomaggio
4.0 star property
Radda in Chianti
9.4 out of 10, Exceptional, (195 reviews)
"Great hotel"
United States
Dario
The price is AED 548
AED 627 total
includes taxes & fees
28 Oct - 29 Oct
Hotel Villa Campomaggio
A narrow street with stone buildings, wooden barrels, and potted plants.

8. 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 AED 532
AED 605 total
includes taxes & fees
2 Nov - 3 Nov
Fattoria San Donato
A historic stone building with multiple arches and towers, featuring a central open courtyard with outdoor seating.

9. Hotel Leon Bianco

Hotel Leon Bianco
3.0 star property
San Gimignano City Centre
9.4 out of 10, Exceptional, (614 reviews)
"Very friendly and supportive staff and excellent location in the heart of the historic center."
United States
CINTHIA ELAINE DE
The price is AED 369
AED 430 total
includes taxes & fees
28 Oct - 29 Oct
Hotel Leon Bianco
A gated entrance with tall cypress trees, a paved path leading to a building with a yellow facade, and a mountain in the background.

10. Hotel Casolare Le Terre Rosse

Hotel Casolare Le Terre Rosse
3.0 star property
San Gimignano
9.2 out of 10, Wonderful, (498 reviews)
"Absolutely lovely hotel. Best one we stayed at in Italy - in retrospect, we wish we booked to stay here a second night. The location is quiet and isolated so stars are visible at night, plenty of parking, and breakfast is worth the 20 EURS, best breakfast options we had during our stay. Highly recommend, 10/10."
Canada
Maya
The price is AED 534
AED 612 total
includes taxes & fees
28 Oct - 29 Oct
Hotel Casolare Le Terre Rosse
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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Top Province of Siena Hotel Reviews

La Cisterna

La Cisterna

10/10 Excellent
"The service was wonderful!"
Tracy 1-night trip
Posted 2 hours ago
La Cisterna

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