A city with historic towers and a vineyard.

Winery Hotels & Resorts in Castel San Gimignano from AU$132

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Check availability on Castel San Gimignano Winery Hotels

Tonight
22 Oct - 23 Oct
Tomorrow
23 Oct - 24 Oct
This weekend
23 Oct - 25 Oct
Next weekend
30 Oct - 1 Nov

Our top choices for Castel San Gimignano hotels with winery

An outdoor seating area with a table and chairs, a wooden fence, and a view of rolling hills.
A stone staircase leading up to a historic building with a tower, surrounded by lavender fields.
A compact kitchen with a dining area, a green sofa, and a small table with chairs.
A pool area with lounge chairs, surrounded by olive trees and a view of a hillside with houses.

1. Edera cozy house in Tuscan village

Edera cozy house in Tuscan village
Castel San Gimignano
Edera cozy house in Tuscan village
A stone building with a rustic exterior, a gravel path, and a garden with flowers and a large pot.
A bedroom with a bed, a window with curtains, a nightstand with a lamp, and abstract wall art.
A dining area with a wooden table, purple and yellow cabinet, and a view through a window.
An outdoor seating area with a table and chairs, a wooden fence, and a view of rolling hills.

2. Girasole large apartment in a Tuscan village

Girasole large apartment in a Tuscan village
Castel San Gimignano
Girasole large apartment in a Tuscan village
A gated entrance with tall cypress trees, a paved path leading to a building with a yellow facade, and a mountain in the background.
A large estate with a swimming pool, surrounded by lush greenery and rolling hills.
A swimming pool with a stone building in the background, surrounded by trees and outdoor seating.
A bedroom with a bed, a desk, and a chair. There is a window with curtains, a painting on the wall, and a view of greenery outside.

3. Hotel Casolare Le Terre Rosse

Hotel Casolare Le Terre Rosse
San Gimignano
United States
jacquelyn
AU$236
includes taxes & fees
25 Oct - 26 Oct
Hotel Casolare Le Terre Rosse
A serene outdoor swimming pool with a clear view of the surrounding landscape, including distant hills and trees.
A modern hotel lobby with abstract art on the walls, comfortable seating, and a view of the city.
A table set for dining with a view of the countryside.
A hotel room with a bed, a desk, and a chair. There is a window with a view of the outdoors.

4. Relax Hotel Acquaviva

Relax Hotel Acquaviva
Il Merlo
Canada
Carol
AU$132
includes taxes & fees
26 Oct - 27 Oct
Relax Hotel Acquaviva
A bedroom with a bed, a bedside table with a vase of flowers, a window with a view of greenery, and a cat on the windowsill.
A swimming pool with clear blue water, surrounded by lounge chairs and umbrellas, with tall trees in the background.
A cozy living room with large windows, a dining area, and a kitchen.
An outdoor dining area with wicker furniture, a table set for two, and a view of a mountainous landscape.

5. Torraccia di Chiusi

Torraccia di Chiusi
San Gimignano
United States
James
AU$267
includes taxes & fees
3 Nov - 4 Nov
Torraccia di Chiusi
A poolside area with lounge chairs and umbrellas, surrounded by stone tiles and trees.
Terrace/patio
A dining area with a table, chairs, a potted plant, and arched windows with curtains.
A stone structure with a tiled roof, surrounded by lush greenery and purple wisteria vines.

6. Agriturismo Nerbona

Agriturismo Nerbona
Colle di Val d'Elsa
United States
Laura
AU$176
includes taxes & fees
27 Oct - 28 Oct
Agriturismo Nerbona
A narrow street with stone buildings, wooden barrels, and potted plants.
A cozy room with a stone wall, a wooden door, a wicker sofa with cushions, a small table with a mirror and vase, and a chandelier.
A narrow stone pathway leading to a building with a tiled roof and a lantern on the right.
A stone-walled room with a wooden table and chairs, a large arched doorway, and a brick floor.

7. Fattoria San Donato

Fattoria San Donato
San Gimignano
United States
Terranova
AU$236
includes taxes & fees
5 Nov - 6 Nov
Fattoria San Donato
A swimming pool with lounge chairs and umbrellas, a building with a balcony, and a stone pathway.
A table set for two with a floral centerpiece, surrounded by chairs, in a garden setting.
A dining table set with plates, cutlery, and glasses, surrounded by potted plants and a view of trees.
A vineyard estate with terraced fields, a central building with a swimming pool, and a road leading through the property.

8. Hotel Le Colline

Hotel Le Colline
San Gimignano
United States
Federico
AU$161
includes taxes & fees
28 Oct - 29 Oct
Hotel Le Colline
A stone building with a swimming pool, outdoor seating, and a waterfall feature.
A well-lit outdoor area with a stone building, tall trees, and a pathway leading to the entrance.
A rustic stone building with a wooden ceiling and a view of a vineyard.
A gravel driveway leading to a stone building with a garden and tall trees.

9. Tenuta Sovestro - Agriturismo e Winery

Tenuta Sovestro - Agriturismo e Winery
San Gimignano
Mexico
J MANUEL
AU$224
includes taxes & fees
11 Nov - 12 Nov
Tenuta Sovestro - Agriturismo e Winery
A bedroom with a stone wall, a bed with white linens, a staircase, and a ceiling light fixture.
A winery entrance with a sign, a wooden barrel, and a gate.
A hallway with a wooden floor, a white chair, and three woven wall decorations.
A hallway with a textured wall, a framed botanical illustration, and a door leading to another room.

10. Il Podere Orto

Il Podere Orto
San Gimignano
Italy
Elena
AU$160
includes taxes & fees
1 Nov - 2 Nov
Il Podere Orto
View all properties

Top Castel San Gimignano Hotel Reviews

Il Chiostro del Carmine

Il Chiostro del Carmine

8/10 Good
"Breakfast"
Joseph 1-night trip
Posted 14 hours ago
Il Chiostro del Carmine
Hotel Italia

Hotel Italia

10/10 Excellent
"We stayed at this basic but nice 3-star hotel just one night while visiting Siena. We had a room for 3 for my wife and I and our adult daughter. The hotel was easy walking distance from the train/bus station. It's kind of weird because you enter an indoor shopping area across the street from the station and then go up about 6 banks of escalators to get up the hillside. Then the hotel is just a block away. One of the AC units didn't work but friendly staff helped start the other one. All staff were very friendly and spoke English. Easy walk a few blocks into the old city. Wonderful breakfast!!! We were able to leave our bags for most of the day while we explored the city prior to leaving on the bus again. I would definitely stay again."
Kurt 1-night trip
Posted 1 day ago
Hotel Italia
Villa Ermellina Siena, a Tribute Portfolio Hotel

Villa Ermellina Siena, a Tribute Portfolio Hotel

8/10 Good
"We were in one of the other wings so it wasn't in the main building. It was a rainy week and we had a wedding and there were no rooms in the main building to accommodate us. There is no overhead so you will get wet and there are a million stairs to get to that wing (you will need help if you have a ton of luggage as well). The hotel is far from city center too, you need to plan your cabs out accordingly."
Marcela 3-night trip
Posted 2 days ago
Villa Ermellina Siena, a Tribute Portfolio Hotel
La Certosa di Pontignano

La Certosa di Pontignano

10/10 Excellent
"Great location amazing place"
Rodolfo 1-night trip
Posted 2 days ago
La Certosa di Pontignano
Poderi Arcangelo

Poderi Arcangelo

10/10 Excellent
"Personnels très gentils, dégustation de vins super bon et intéressant, souper excellent, très bonne qualité nourriture, vin, huile d’olive. Je recommande cet endroit fortement"
Nadine 1-night trip
Posted 3 days ago
Poderi Arcangelo
Hotel Chiusarelli

Hotel Chiusarelli

8/10 Good
"It was OK for the price. The breakfast was so so, the parking very small and often full. The building is old and was making weird noises occasionally. The location was excellent: just outside LTZ but very close to all the points of interest."
Victor 4-night trip
Posted 7 days ago
Hotel Chiusarelli
Hotel Casolare Le Terre Rosse

Hotel Casolare Le Terre Rosse

10/10 Excellent
"Great Family run hotel with friendly staff. Perfectly located to explore Tuscany.. we visited Sienna, Certaldo, Volterra, Sam Gimignano and Livorno on the coast. There is a walkable (5mins) winery called Il Colombaio which I would highly recommended. The breakfast buffet was fabulous."
jacquelyn 5-night trip
Posted 9 days ago
Hotel Casolare Le Terre Rosse
Four Points by Sheraton Siena

Four Points by Sheraton Siena

8/10 Good
"Property seem reasonable, staff helpful, rooms are little small and dated, bathrooms need renovation."
Rajendra 3-night trip
Posted 2 weeks ago
Four Points by Sheraton Siena

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