A city with historic towers and a vineyard.

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Oct 16 - Oct 17
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Oct 17 - Oct 18
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Oct 16 - Oct 18
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Oct 23 - Oct 25

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Our top choices for Castel San Gimignano hotels

A garden with a stone pathway, wooden benches, and various potted plants.
A patio area with outdoor furniture, a table set for dining, and a large umbrella providing shade.
An aerial view of a residential area with a large house, a swimming pool, and surrounding greenery.
A swimming pool with lounge chairs and blue umbrellas, surrounded by trees and a stone wall.

1. Antico Borgo il Cardino

Antico Borgo il Cardino
San Gimignano
United States
Craig
CA $185
CA $211 total
includes taxes & fees
Oct 25 - Oct 26
Antico Borgo il Cardino
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 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.
An outdoor dining area with multiple tables and chairs, surrounded by buildings with balconies and a staircase.

2. Hotel Casolare Le Terre Rosse

Hotel Casolare Le Terre Rosse
San Gimignano
United States
jacquelyn
CA $202
CA $231 total
includes taxes & fees
Oct 24 - Oct 25
Hotel Casolare Le Terre Rosse
A well-maintained garden with a large urn, neatly trimmed hedges, and a building with warm lighting in the background.
A breakfast buffet with various pastries, fruits, and beverages.
A well-lit outdoor bar area with a wooden structure, surrounded by lush greenery and stone pathways.
A dining area with wooden tables and chairs, large windows offering a view of a forested landscape.

3. Villa Sabolini

Villa Sabolini
Colle di Val d'Elsa
Canada
Patricia
CA $114
CA $132 total
includes taxes & fees
Nov 11 - Nov 12
Villa Sabolini
A historic square with a central fountain, surrounded by stone buildings with arched windows and a prominent tower.
A hotel room with a bed, a desk, a chair, a TV, and a balcony with a view.
A table set for dining with a view of a vineyard.
A lobby with a reception desk, a staircase, and seating areas.

4. La Cisterna

La Cisterna
San Gimignano City Centre
United States
Kathy Ann
CA $124
CA $145 total
includes taxes & fees
Nov 8 - Nov 9
La Cisterna
A dining table with a view of a pool and landscaped garden.
A table set for breakfast with a scenic view of hills and trees.
A room with a fireplace, a table with a tray of food, and two lamps on either side of the fireplace.
A garden area with potted plants, a red scooter, and a white umbrella.

5. Relais Santa Chiara Hotel by Double Hospitality

Relais Santa Chiara Hotel by Double Hospitality
San Gimignano
United States
Ronaldo
CA $130
CA $155 total
includes taxes & fees
Oct 21 - Oct 22
Relais Santa Chiara Hotel by Double Hospitality
An outdoor dining area with tables and chairs, a stone wall, and a tree with green leaves.
A reception desk with a curved design, a framed painting above it, a potted plant to the right, and a window with curtains.
A bedroom with a bed, a desk, a chair, and a window with a view of buildings.
A desk with a book titled 'The Ancestors' Tale' by Richard Dawkins, a magazine, a pen, and a pair of glasses.

6. Hotel Leon Bianco

Hotel Leon Bianco
San Gimignano City Centre
United States
CINTHIA ELAINE DE
CA $135
CA $158 total
includes taxes & fees
Nov 8 - Nov 9
Hotel Leon Bianco
A historic street with a hotel entrance featuring an arched doorway and potted plants.
A bedroom with a bed, a desk with a chair, a fireplace, and a window with a view of buildings.
A breakfast setting with croissants, fruit salad, and a cup of coffee on a table.
A cozy bar area with brick arches, white leather chairs, and a bar counter stocked with bottles.

7. Hotel L' Antico Pozzo San Gimignano

Hotel L' Antico Pozzo San Gimignano
San Gimignano City Centre
United States
Michael
CA $130
CA $153 total
includes taxes & fees
Nov 16 - Nov 17
Hotel L' Antico Pozzo San Gimignano
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 bedroom with a bed, a nightstand, a vase with dried plants, and a wall mural of a landscape.
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
CA $135
CA $159 total
includes taxes & fees
Oct 25 - Oct 26
Hotel Le Colline
A hotel entrance with a glass facade, a brown awning, and a garden with pink flowers.
A hotel room with a bed, a desk, a chair, and a window with curtains.
A bar area with wooden bar stools, a counter with bottles, and a tiled floor.
A spacious lobby with a reception desk, a staircase with a glass railing, and a wooden floor.

9. Hotel La Vecchia Cartiera

Hotel La Vecchia Cartiera
Colle di Val d'Elsa
Canada
Sheila
CA $117
CA $134 total
includes taxes & fees
Oct 18 - Oct 19
Hotel La Vecchia Cartiera
A person sitting in a hot tub with a waterfall feature in the background.
A tiled shower area with a square light fixture above the showerhead.
A hotel room with a large bed, a desk, and a chair, a view of a city through the window, and a ceiling light.
A spa area with wooden benches and a glass partition, a modern bathroom with a large sink, and a corridor leading to another room.

10. Hotel Palazzo San Lorenzo & SPA

Hotel Palazzo San Lorenzo & SPA
Colle di Val d'Elsa
Canada
Maria
CA $164
CA $187 total
includes taxes & fees
Nov 9 - Nov 10
Hotel Palazzo San Lorenzo & SPA
A courtyard with a statue, stone walls, and a reception sign.
A narrow cobblestone street flanked by stone buildings with arched windows and a central potted plant.
An outdoor dining area with tables and chairs, surrounded by trees and a stone wall.
A spacious room with a high ceiling, wooden beams, and a chandelier. There are tables and chairs arranged for dining, and a wine rack filled with bottles.

11. Relais Della Rovere

Relais Della Rovere
Colle di Val d'Elsa
United States
Megan
CA $199
CA $225 total
includes taxes & fees
Oct 31 - Nov 1
Relais Della Rovere
A pool area with lounge chairs and umbrellas, surrounded by greenery and buildings.
An aerial view of a vineyard estate with terraced fields, a swimming pool, and a curved building with a tiled roof.
A man and a woman in a restaurant with a stone wall and a wooden table.
A restaurant interior with wooden furniture, wine bottles, and glasses on the table.

12. Hotel Sovestro

Hotel Sovestro
San Gimignano
United States
Farzad
CA $189
CA $218 total
includes taxes & fees
Nov 1 - Nov 2
Hotel Sovestro
A glass table with two wine glasses and a lantern on a patio with potted plants and a view of the city skyline at dusk.
A rustic dining area with a stone fireplace, wooden beams, and a long table set for dining.
A spacious living room with a high ceiling, stone walls, a wooden floor, a sofa, a coffee table, and a dog lying on the floor.
A swimming pool with a view of a historic city on a hill.

13. Agriturismo Il Segreto di Pietrafitta

Agriturismo Il Segreto di Pietrafitta
San Gimignano
United States
safet
CA $299
CA $337 total
includes taxes & fees
Oct 24 - Oct 25
Agriturismo Il Segreto di Pietrafitta
An outdoor patio with wicker furniture, a stone staircase, and a view of a historic building in the background.
A narrow street with historic buildings, a clear sky, and pedestrians.
A bar area with a large mirror, shelves with bottles, a clock, and a patterned floor.
A bar area with shelves of liquor bottles, a coffee machine, and a tray with tea sets and pastries.

14. Albergo Etruria

Albergo Etruria
Volterra
United Kingdom
Michelle
CA $135
CA $156 total
includes taxes & fees
Oct 21 - Oct 22
Albergo Etruria
A stone building with a swimming pool, outdoor seating, and trees.
A view through a window of a stone wall with two towers, one with a pointed roof and the other with a rounded top.
A bedroom with a bed, a lamp, a chandelier, and curtains.
A stone building with a tiled roof, outdoor seating area with lounge chairs, and a gravel path.

15. Il Castagnolo Country B&B

Il Castagnolo Country B&B
San Gimignano
United States
Allan
CA $148
CA $171 total
includes taxes & fees
Nov 8 - Nov 9
Il Castagnolo Country B&B
A table set for dining with a view of a hilltop town.
A stone-walled room with a hot tub, wooden beams, and a view of the outdoors.
A view through a window of a well-maintained garden with neatly trimmed hedges and tall trees.
A stone-walled room with a large bathtub, wooden beams, and a view through a window.

16. La Collegiata

La Collegiata
San Gimignano
United States
Farzad
CA $203
CA $234 total
includes taxes & fees
Oct 30 - Oct 31
La Collegiata
A covered outdoor dining area with a table set for four, overlooking a scenic landscape with hills and a body of water.
A round bar area with a central light fixture and a variety of bottles and glasses.
A stone building with a tiled roof, a gravel path leading to a wooden archway, and a sign reading "LA FONTE".
A swimming pool with clear water, surrounded by stone walls and lush greenery, overlooking a scenic landscape.

17. Borgo Pignano Volterra Tuscany

Borgo Pignano Volterra Tuscany
Volterra
Canada
Robert
CA $636
CA $707 total
includes taxes & fees
Nov 7 - Nov 8
Borgo Pignano Volterra Tuscany
An outdoor patio with round tables and chairs, set against a backdrop of mountains and a cloudy sky.
A yellow building with stone pillars, multiple windows, and a statue in the garden.
A room with a fireplace, two armchairs, a sofa, a chandelier, and a large mirror on the wall.
A clear swimming pool with lounge chairs and umbrellas, surrounded by trees and a building in the background.

18. Villa San Lucchese

Villa San Lucchese
Poggibonsi
United Kingdom
James
CA $160
CA $176 total
includes taxes & fees
Nov 4 - Nov 5
Villa San Lucchese
A table with a bottle of wine, two glasses, and a plate of food on a balcony overlooking a historic cityscape.
A reception sign for a taste and shop, surrounded by greenery and a gravel path leading to buildings.
A swimming pool with lounge chairs and umbrellas, surrounded by stone buildings and greenery.
A breakfast buffet with various food items, a pitcher, cups, and a view of the outdoors.

19. Tenuta Guardastelle

Tenuta Guardastelle
San Gimignano
Canada
Rolf
CA $341
CA $383 total
includes taxes & fees
Oct 24 - Oct 25
Tenuta Guardastelle
A covered outdoor seating area with a tiled roof, surrounded by lush greenery and a view of distant hills.
An outdoor patio area with tables and chairs, a reception desk, and potted plants.
A stone building with a rustic exterior, surrounded by lush greenery and outdoor seating areas.
A view from a covered outdoor area with a paved floor, leading to a garden with various plants and a distant landscape.

20. Hotel Villa San Giorgio

Hotel Villa San Giorgio
Poggibonsi
United States
Arik
CA $76
CA $84 total
includes taxes & fees
Nov 16 - Nov 17
Hotel Villa San Giorgio
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Learn more about Castel San Gimignano

Medieval towers rise dramatically from this hilltop town, where you can climb Torre Grossa for panoramic Tuscan countryside views. Sample award-winning Vernaccia wine at local enotecas and explore the impressive art collection inside the Civic Museum's ancient walls.

See all hotels in Castel San Gimignano
A city with historic towers and a vineyard.

Top Castel San Gimignano Hotel Reviews

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 22 hours ago
Hotel Chiusarelli
La Certosa di Pontignano

La Certosa di Pontignano

10/10 Excellent
"Absolutely amazing stay! The room was clean, large with a great view. The staff was always willing to help. Could not have asked for more. Highly recommend!"
Virginia 2-night trip
Posted 1 day ago
La Certosa di Pontignano
Palazzo Ravizza

Palazzo Ravizza

10/10 Excellent
"Lovely hotel inside the city walls, if you are driving there and want to take advantage of the hotel car park (availability not guaranteed) you have to follow quite specific instructions to get there so as not to get a fine, they are quite easy to follow though. Dogs accepted and they provided dog beds and water for the dogs which was nice, the dogs are also allowed throughout the hotel. The views from the bedroom were amazing, as is the same from the lovely garden & terrace. Breakfast was great, lovely bread and the best marmalade ever, as well as cake, eggs, etc. bar is just open from 5pm but you can get a drink earlier if it takes your fancy"
Chris 2-night trip
Posted 2 days ago
Palazzo Ravizza
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 3 days ago
Hotel Casolare Le Terre Rosse
Hotel Italia

Hotel Italia

10/10 Excellent
"Staff and hotel was great."
Suzanne 1-night trip
Posted 4 days ago
Hotel Italia
Il Chiostro del Carmine

Il Chiostro del Carmine

10/10 Excellent
"Great breakfast, stunning views of the Tuscan countryside and felt like walking into the past. Exactly as per the photos, a wonderful ambience, full of charm and character. Well located on the edge of the old town, less than 10 minutes walk to the centre. The staff were so friendly and helpful. I would not hesitate to recommend this hotel and hope to come back myself."
Katharine 3-night trip
Posted 6 days ago
Il Chiostro del Carmine
Fattoria di Vegi

Fattoria di Vegi

10/10 Excellent
"LOVE LOVE LOVE This was the highlight of our 2.5 week Toscana trip!! You won't regret booking. The space is stunning and newly opened and staff are welcoming and wonderful!"
Lauren 1-night trip
Posted 9 days ago
Fattoria di Vegi
Borgo Scopeto Wine & Country Relais

Borgo Scopeto Wine & Country Relais

10/10 Excellent
"Beautiful Borgo with views over Sienna and wonderful Tuscan countryside. In peak summer there is a family pool and adults only pool. The family pool was quiet and nice area to relax. About 20-30 mins to Siena we explored lots of lovely hill top places for dinner each night. Pool side dining was ok, club sandwiches that type of thing not extensive choice but adequate. Stunning views, good location to explore surrounding area. Would definitely recommend. I stayed with my family two boys age 9 and 13 and they loved it. Accommodation was very comfortable and spacious."
Louise 4-night trip
Posted 9 days ago
Borgo Scopeto Wine & Country Relais
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 12 days ago
Four Points by Sheraton Siena

More cheap stays in Castel San Gimignano

Cannon d'Oro

Cannon d'Oro

Via Montanini 28 Siena SI
CA $81
CA $94 total
Nov 9 - Nov 10
includes taxes & fees
7.8/10 Good! (259 reviews)
Cannon d'Oro
Piccolo Hotel Etruria

Piccolo Hotel Etruria

Via delle Donzelle, 3 Siena SI
CA $100
CA $115 total
Nov 15 - Nov 16
includes taxes & fees
7.8/10 Good! (453 reviews)
Piccolo Hotel Etruria
Torre del Fuggisole

Torre del Fuggisole

Via di Fieravecchia 7 Siena SI
CA $110
CA $125 total
Nov 4 - Nov 5
includes taxes & fees
10/10 Exceptional! (50 reviews)
Torre del Fuggisole
Albergo Centrale

Albergo Centrale

Via Cecco Angiolieri 26 Siena SI
CA $123
CA $140 total
Nov 16 - Nov 17
includes taxes & fees
8.8/10 Excellent! (113 reviews)
Albergo Centrale
Porta Pispini Residence

Porta Pispini Residence

Via Baldassarre Peruzzi 33 Siena SI
Get ratesPorta Pispini Residence
Borgo Tignano

Borgo Tignano

Località Tignano Volterra PI
Get ratesBorgo Tignano

Frequently asked questions

What is the best area to stay in Castel San Gimignano?
The best area to stay in Castel San Gimignano is within the mediaeval walls of the main town itself.This area is the heart of the village, characterised by its historic towers and narrow, winding streets. Everything is within easy walking distance, from the Duomo di San Gimignano to the Piazza della Cisterna, where you'll find shops selling local produce and ice cream parlours. The town's layout means you're always just a few steps from panoramic views of the Tuscan countryside. This central location is great for couples seeking a romantic and convenient base.For those prioritising ease of access and a more relaxed setting, the areas immediately surrounding the mediaeval walls offer excellent options. These spots often feature accommodations with private parking and swimming pools, providing a tranquil retreat after a day of exploring. They're particularly well-suited for families, offering more space and amenities while still being just a short walk or drive from the main town's attractions.
When is the best time to go to Castel San Gimignano?
The best time to go to Castel San Gimignano is during late spring (May to early June) or early autumn (September to October).These periods offer pleasant weather, ideal for exploring the Tuscan countryside, and you'll find fewer crowds compared to the peak summer months. The temperatures are comfortably warm, typically ranging from 20-25°C, making it great for wine tours, cycling, or simply enjoying the views from the town's medieval walls.For those interested in local festivals and food, early autumn is particularly appealing. September often sees grape harvests, and many towns in the region host sagre (food festivals) celebrating local produce like mushrooms or truffles. This is a great time for food enthusiasts and those looking to experience local culture.
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Castel San Gimignano.
How much is the nightly rate at a Castel San Gimignano hotel?
Prices for hotels in Castel San Gimignano often vary, but you can find a great deal from CA $94 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.

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