A historic town with terracotta-roof buildings, a prominent church, and a hilltop fortress.

Winery Hotels & Resorts in Siena from NZ$153

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Check availability on Siena Winery Hotels

Tonight
26 Sept - 27 Sept
Tomorrow
27 Sept - 28 Sept
Next weekend
2 Oct - 4 Oct
In two weeks
9 Oct - 11 Oct

Our top choices for Siena hotels with winery

A table set for breakfast with a scenic view of hills and a cloudy sky.
A breakfast buffet with various food items and beverages, set in a room with arched ceilings and yellow walls.
A two-story building with a central entrance, green shutters, and a brick staircase leading up to the door.
An arched entrance with a brick pathway leading to a building, surrounded by lush greenery and purple flowering vines.

1. Palazzo di Valli

Palazzo di Valli
Siena
United States
Payton
NZ$298
includes taxes & fees
21 Oct - 22 Oct
Palazzo di Valli
A table set with breakfast items on a balcony overlooking a historic town.
A bathroom with a champagne bottle in a glass container, a white sink, and a mirror above the sink.
A table set for tea with a view of a cityscape through a window with curtains.
A spacious room with a large chandelier, a piano, and a dining area with a table and chairs.

2. Residenza d'Epoca Palazzo Borghesi

Residenza d'Epoca Palazzo Borghesi
Siena City Centre
United States
Peggy
NZ$458
includes taxes & fees
21 Oct - 22 Oct
Residenza d'Epoca Palazzo Borghesi
A spacious hotel room with a large bed, a sitting area with chairs, and a view through an arched doorway to another room.
A room with a window overlooking a historic building with a tall tower.
A spacious living room with a dining area, a fireplace, and large windows with curtains.
A narrow brick corridor with a small entrance, a metal gate, and a door leading to an interior space.

3. La Terrazza Sul Campo Rooming House

La Terrazza Sul Campo Rooming House
Siena City Centre
United Kingdom
Agnieszka
NZ$271
includes taxes & fees
26 Oct - 27 Oct
La Terrazza Sul Campo Rooming House
A candle on a tray with corks, a glass with a drink and an orange slice, and a table with chairs in an outdoor setting with arches in the background.
A restaurant setting with wooden chairs, a white tablecloth, and a waiter attending to a table.
An interior corridor with arches, columns, and a brick wall.
An aerial view of a historic building complex with a central courtyard, surrounded by vineyards and greenery.

4. La Certosa di Pontignano

La Certosa di Pontignano
Castelnuovo Berardenga
United States
Leslie
NZ$196
includes taxes & fees
26 Oct - 27 Oct
La Certosa di Pontignano
A grand entrance with a staircase leading to a white building, surrounded by lush greenery and potted plants.
A lobby with a reception desk, a large painting, a potted plant, and a patterned floor.
A rooftop terrace with outdoor seating, including a white sofa and wicker chairs, surrounded by potted plants and overlooking a cityscape.
A spacious indoor dining area with wooden ceiling beams, green and pink upholstered chairs, and a central bar area.

5. Villa Ermellina Siena, a Tribute Portfolio Hotel

Villa Ermellina Siena, a Tribute Portfolio Hotel
Camollia
United States
Katherine
NZ$340
includes taxes & fees
25 Oct - 26 Oct
Villa Ermellina Siena, a Tribute Portfolio Hotel
An open doorway leading to a balcony with a table and chairs, a white railing, and two wall-mounted light fixtures.
A stone house with a small patio, a table, and a chair.
A marble staircase with a white console table and a potted plant.
A circular stone fountain with water jets in a garden setting.

6. Hotel Villa L'Avvenire

Hotel Villa L'Avvenire
Petriccio
United States
Dakota
NZ$356
includes taxes & fees
27 Oct - 28 Oct
Hotel Villa L'Avvenire
A modern hotel lobby with a high ceiling and a glass roof, featuring wooden paneling, comfortable seating, and a large wall mural.
A building with a modern architectural style, featuring a prominent entrance with a sign that reads "FOUR POINTS."
A hotel room with two beds, a desk, a chair, a TV, and a window with curtains.
A swimming pool with lounge chairs and umbrellas, surrounded by trees and buildings.

7. Four Points by Sheraton Siena

Four Points by Sheraton Siena
Scacciapensieri
Australia
Raul
NZ$298
includes taxes & fees
25 Oct - 26 Oct
Four Points by Sheraton Siena
A view of a town with terracotta-roofed buildings, a clear sky, and distant mountains.
A balcony with a white table, a chair, a radiator, and a window with a view of buildings.
A hallway with a large teddy bear, potted plants, and framed artwork on the walls.
A wooden door with a heart-shaped decoration and a sign reading 'Casa de Oslo.'

8. Casa di Osio

Casa di Osio
Siena City Centre
France
Flavie
NZ$153
includes taxes & fees
17 Oct - 18 Oct
Casa di Osio
A spacious lobby with a modern white sofa set, a glass coffee table, and a large abstract painting on the wall.
A dining table set with wine glasses, a candle, and cutlery, with a view of greenery outside.
An outdoor dining area with tables and chairs, covered by a canopy, and surrounded by greenery.
A hotel entrance with a sign reading "HOTEL EXPO".

9. Hotel Executive

Hotel Executive
Scacciapensieri
United Kingdom
Susan
NZ$190
includes taxes & fees
25 Oct - 26 Oct
Hotel Executive
A brick building with two arched windows, one with a metal grill and the other with a decorative glass design.
A modern bedroom with a large bed, a built-in vanity with a mirror, and a bedside lamp.
A narrow, stone-walled stairwell with a small, enclosed area at the bottom featuring a desk and a chair.
A historic building with arched ceilings, brick walls, and a staircase leading to an upper level. Tables and chairs are arranged in the lower area, and there are decorative shields on the ceiling.

10. Hotel Palazzetto Rosso

Hotel Palazzetto Rosso
Siena City Centre
United Kingdom
Dawn
NZ$516
includes taxes & fees
27 Oct - 28 Oct
Hotel Palazzetto Rosso
View all properties

Top Siena Hotel Reviews

Il Chiostro del Carmine

Il Chiostro del Carmine

10/10 Excellent
"Muy bien ubicado. La llegada en auto es complicada. Hay que coordinar antes de llegar porque no se puede entrar al centro sin permiso. El hotel está bien, buen desayuno y buen personal, el baño buenisimo el tamaño"
MARIA 1-night trip
Posted 8 hours ago
Il Chiostro del Carmine
Hotel Chiusarelli

Hotel Chiusarelli

10/10 Excellent
"Really enjoyed our stay. Room was spacious and clean. Very nice breakfast and the staff were very kind and helpful."
Scott 2-night trip
Posted 11 hours ago
Hotel Chiusarelli
Hotel Athena

Hotel Athena

10/10 Excellent
"Excellent location with free. And easy parking. Great breakfast, extremely kind and helpful staff, small but adequate shower. Would definitely stay here in the future!!"
Lynne 3-night trip
Posted 18 hours ago
Hotel Athena
Villa Ermellina Siena, a Tribute Portfolio Hotel

Villa Ermellina Siena, a Tribute Portfolio Hotel

10/10 Excellent
"Beautiful hotel that is close to a bus line to get into the city. The views and accommodations make this a wonderful place to stay."
Heather 6-night trip
Posted 20 hours ago
Villa Ermellina Siena, a Tribute Portfolio Hotel
Best Western Hotel San Marco

Best Western Hotel San Marco

10/10 Excellent
"Property was clean and comfortable. Enjoyed our stay"
Andrew 2-night trip
Posted 4 days ago
Best Western Hotel San Marco
Hotel Alma Domus

Hotel Alma Domus

8/10 Good
"The location of the hotel was excellent, we stayed in a budget room for one night and it was clean and comfortable. Don’t drink the coffee, they will make you a fresh espresso or cappuccino."
JacqueLynn 1-night trip
Posted 5 days ago
Hotel Alma Domus
Palazzo Ravizza

Palazzo Ravizza

10/10 Excellent
"Lovely historic hotel, certainly captured the essence of the period it was built in. Room was spacious, beds very comfortable and considering the average temp was 35 degrees for the 3 nights we stayed, the air conditioning worked well enough. C The"
Mark 3-night trip
Posted 5 days ago
Palazzo Ravizza
NH Siena

NH Siena

10/10 Excellent
"El hotel está fuera de las murallas de la ciudad, fuera de la zona restringida para autos, pero cerca de las atracciones de la parte histórica de la ciudad."
Hugo 1-night trip
Posted 7 days ago
NH Siena
Villa Scacciapensieri Boutique Hotel

Villa Scacciapensieri Boutique Hotel

10/10 Excellent
"The villa is amazing and the perfect little world in itself. Its closeness to Siena makes it easier to visit the city. The patio is the perfect place to view Siena at sunset. The staff was very courteous and ready to help. This hotel is a gem."
Federica 1-night trip
Posted 10 days ago
Villa Scacciapensieri Boutique Hotel

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