A city with historic towers and a vineyard.

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Check prices for these dates

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9 Oct - 10 Oct
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10 Oct - 11 Oct
This weekend
9 Oct - 11 Oct
Next weekend
16 Oct - 18 Oct

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Our top choices for Castel San Gimignano hotels

A garden with a stone pathway, wooden benches, and various potted plants.
An aerial view of a residential area with a large house, a swimming pool, and surrounding greenery.
A patio area with outdoor furniture, a table set for dining, and a large umbrella providing shade.
A room with two beds, a desk with a chair, a television, and a window with curtains.

1. Antico Borgo il Cardino

Antico Borgo il Cardino
San Gimignano
United States
Craig
NZ$265
includes taxes & fees
13 Oct - 14 Oct
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 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.
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
Canada
Jodie
NZ$294
includes taxes & fees
25 Oct - 26 Oct
Hotel Casolare Le Terre Rosse
A swimming pool with lounge chairs and umbrellas, a building with a balcony, and a stone pathway.
A vineyard estate with terraced fields, a central building with a swimming pool, and a road leading through the property.
A bedroom with a bed, a nightstand, a vase with dried plants, and a wall mural of a landscape.
A dining table set with plates, cutlery, and glasses, surrounded by potted plants and a view of trees.

3. Hotel Le Colline

Hotel Le Colline
San Gimignano
United States
Federico
NZ$196
includes taxes & fees
26 Oct - 27 Oct
Hotel Le Colline
A well-maintained garden with a large urn, neatly trimmed hedges, and a building with warm lighting in the background.
A swimming pool with lounge chairs and a pergola, surrounded by a garden and a building with a tiled roof.
A dining area with wooden tables and chairs, large windows offering a view of a forested landscape.
A well-lit outdoor bar area with a wooden structure, surrounded by lush greenery and stone pathways.

4. Villa Sabolini

Villa Sabolini
Colle di Val d'Elsa
Canada
Patricia
NZ$166
includes taxes & fees
3 Nov - 4 Nov
Villa Sabolini
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.
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.
An outdoor dining area with tables and chairs, surrounded by trees and a stone wall.

5. Relais Della Rovere

Relais Della Rovere
Colle di Val d'Elsa
United States
Megan
NZ$279
includes taxes & fees
28 Oct - 29 Oct
Relais Della Rovere
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.

6. La Cisterna

La Cisterna
San Gimignano City Centre
United States
Cynthia
NZ$198
includes taxes & fees
3 Nov - 4 Nov
La Cisterna
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 gym with treadmills, weight machines, and free weights.
A bedroom with a bed, a desk, a chair, and a window with a view of buildings.

7. Hotel Leon Bianco

Hotel Leon Bianco
San Gimignano City Centre
United States
CINTHIA ELAINE DE
NZ$208
includes taxes & fees
1 Nov - 2 Nov
Hotel Leon Bianco
A historic street with a hotel entrance featuring an arched doorway and potted plants.
A cozy bar area with brick arches, white leather chairs, and a bar counter stocked with bottles.
An outdoor dining area with stone walls, potted plants, and a table set for two.
A bedroom with a bed, a desk with a chair, a fireplace, and a window with a view of buildings.

8. Hotel L' Antico Pozzo San Gimignano

Hotel L' Antico Pozzo San Gimignano
San Gimignano City Centre
United States
Michael
NZ$206
includes taxes & fees
8 Nov - 9 Nov
Hotel L' Antico Pozzo San Gimignano
A dining table with a view of a pool and landscaped garden.
A hotel with a swimming pool, outdoor seating, and a view of the surrounding town.
A garden area with potted plants, a red scooter, and a white umbrella.
A room with a fireplace, a table with a tray of food, and two lamps on either side of the fireplace.

9. Relais Santa Chiara Hotel by Double Hospitality

Relais Santa Chiara Hotel by Double Hospitality
San Gimignano
United States
Ronaldo
NZ$192
includes taxes & fees
22 Oct - 23 Oct
Relais Santa Chiara Hotel by Double Hospitality
A person sitting in a hot tub with a waterfall feature in the background.
A spa area with wooden benches and a glass partition, a modern bathroom with a large sink, and a corridor leading to another room.
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 dining area with tables and chairs, a chandelier, and wall-mounted lighting.

10. Hotel Palazzo San Lorenzo & SPA

Hotel Palazzo San Lorenzo & SPA
Colle di Val d'Elsa
Canada
Maria
NZ$235
includes taxes & fees
8 Nov - 9 Nov
Hotel Palazzo San Lorenzo & SPA
A hotel entrance with a glass facade, a brown awning, and a garden with pink flowers.
A spacious lobby with a reception desk, a staircase with a glass railing, and a wooden floor.
A bar area with wooden bar stools, a counter with bottles, and a tiled floor.
A hotel room with a bed, a desk, a chair, and a window with curtains.

11. Hotel La Vecchia Cartiera

Hotel La Vecchia Cartiera
Colle di Val d'Elsa
Canada
Sheila
NZ$168
includes taxes & fees
11 Oct - 12 Oct
Hotel La Vecchia Cartiera
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 table set outdoors with wine glasses and cutlery, surrounded by greenery and trees.
A restaurant interior with wooden furniture, wine bottles, and glasses on the table.

12. Hotel Sovestro

Hotel Sovestro
San Gimignano
Canada
Bob
NZ$283
includes taxes & fees
3 Nov - 4 Nov
Hotel Sovestro
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 clear swimming pool with lounge chairs and umbrellas, surrounded by trees and a building in the background.
A room with a sofa, a desk, a bunk bed, and a patterned floor.

13. Villa San Lucchese

Villa San Lucchese
Poggibonsi
United Kingdom
James
NZ$216
includes taxes & fees
30 Oct - 31 Oct
Villa San Lucchese
A stone building with a swimming pool, outdoor seating, and trees.
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.
A view through a window of a stone wall with two towers, one with a pointed roof and the other with a rounded top.

14. Il Castagnolo Country B&B

Il Castagnolo Country B&B
San Gimignano
United States
Allan
NZ$238
includes taxes & fees
11 Oct - 12 Oct
Il Castagnolo Country B&B
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 two-story building with a yellow facade, arched windows, and a garden with various plants and flowers.
A swimming pool with a view of a historic city on a hill.
A rustic dining area with a stone fireplace, wooden beams, and a long table set for dining.

15. Agriturismo Il Segreto di Pietrafitta

Agriturismo Il Segreto di Pietrafitta
San Gimignano
United States
safet
NZ$562
includes taxes & fees
11 Oct - 12 Oct
Agriturismo Il Segreto di Pietrafitta
A covered outdoor dining area with a table set for four, overlooking a scenic landscape with hills and a body of water.
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.
A stone-walled room with a bench and a small shelf.

16. Borgo Pignano Volterra Tuscany

Borgo Pignano Volterra Tuscany
Volterra
Canada
Robert
NZ$980
includes taxes & fees
25 Oct - 26 Oct
Borgo Pignano Volterra Tuscany
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 breakfast buffet with various food items, a pitcher, cups, and a view of the outdoors.
A swimming pool with lounge chairs and umbrellas, surrounded by stone buildings and greenery.

17. Tenuta Guardastelle

Tenuta Guardastelle
San Gimignano
Canada
Rolf
NZ$438
includes taxes & fees
10 Oct - 11 Oct
Tenuta Guardastelle
An outdoor dining area with tables set for two, overlooking a scenic landscape with mountains and trees.
A hotel room with a large bed, a desk with two chairs, a ceiling fan, and a TV mounted on the wall.
A balcony with a table, a lamp, and a vase of flowers, overlooking a scenic landscape.
A modern room with a large window, a bed, a desk, and a wardrobe.

18. Hotel Bel Soggiorno

Hotel Bel Soggiorno
San Gimignano City Centre
United States
Sheri
NZ$337
includes taxes & fees
2 Nov - 3 Nov
Hotel Bel Soggiorno
A stone building with a tiled roof, surrounded by well-maintained gardens and vineyards.
A pool area with lounge chairs and a view of the countryside.
A landscaped garden with a fountain, stone pathways, and a view of distant hills during twilight.
A restaurant with multiple tables and chairs, a wall decorated with plates, and a buffet area with food items.

19. il Casale del Cotone

il Casale del Cotone
San Gimignano
United States
Mary
NZ$315
includes taxes & fees
2 Nov - 3 Nov
il Casale del Cotone
An outdoor patio with wicker furniture, a stone staircase, and a view of a historic building in the background.
A bar area with shelves of liquor bottles, a coffee machine, and a tray with tea sets and pastries.
A hotel entrance with a glass door, a welcome mat, and two potted plants.
A narrow street with historic buildings, a clear sky, and pedestrians.

20. Albergo Etruria

Albergo Etruria
Volterra
United Kingdom
Michelle
NZ$206
includes taxes & fees
18 Oct - 19 Oct
Albergo Etruria
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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

Recent Reviews in Castel San Gimignano

Il Chiostro del Carmine

Il Chiostro del Carmine

10/10 Excellent
"This is a wonderful historic property with large bedrooms, large and comfortable but firm beds and spacious common areas. The staff goes out of its way to be accommodating. I would definitely stay again when I am in Siena"
Thomas J. 1-night trip
Posted 6 hours 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 1 day 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 2 days ago
Borgo Scopeto Wine & Country Relais
Grand Hotel Continental Siena – Starhotels Collezione

Grand Hotel Continental Siena – Starhotels Collezione

10/10 Excellent
"Beautiful hotel and very helpful staff. Excellent location in the heart of Siena. Disappointed with our hotel room. Not up to our expectations."
JOHN 3-night trip
Posted 2 days ago
Grand Hotel Continental Siena – Starhotels Collezione
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 4 days ago
Four Points by Sheraton Siena
Poderi Arcangelo

Poderi Arcangelo

10/10 Excellent
"Beautiful property, nice and helping staff. We enjoy our stay ."
Hector 3-night trip
Posted 7 days ago
Poderi Arcangelo
Hotel Italia

Hotel Italia

8/10 Good
"Clean, well maintained property that you’ll feel safe spending the night."
Shaji 1-night trip
Posted 1 month ago
Hotel Italia

More cheap accommodation in Castel San Gimignano

Cannon d'Oro

Cannon d'Oro

Via Montanini 28 Siena SI
NZ$119
4 Nov - 5 Nov
includes taxes & fees
7.8/10 Good! (258 reviews)
Cannon d'Oro
Piccolo Hotel Etruria

Piccolo Hotel Etruria

Via delle Donzelle, 3 Siena SI
NZ$153
8 Nov - 9 Nov
includes taxes & fees
7.8/10 Good! (451 reviews)
Piccolo Hotel Etruria
Torre del Fuggisole

Torre del Fuggisole

Via di Fieravecchia 7 Siena SI
NZ$158
4 Nov - 5 Nov
includes taxes & fees
10/10 Exceptional! (50 reviews)
Torre del Fuggisole
Albergo Centrale

Albergo Centrale

Via Cecco Angiolieri 26 Siena SI
NZ$176
8 Nov - 9 Nov
includes taxes & fees
8.8/10 Excellent! (111 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, although it depends on the cancellation policy of your booking. Most bookings are refundable if cancelled within 24 to 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 can I save on a hotel booking in Castel San Gimignano with Expedia?
One Key™—Expedia's free travel rewards program—gives you instant access to discounts with Member Prices on Castel San Gimignano hotels. Plus, you'll earn OneKeyCash™* on eligible bookings to use on future trips. Booking an Expedia hotel and flight package is another great way to save, where bundling can result in significant savings. *Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.
How much is the nightly rate for a hotel in Castel San Gimignano?
Prices for hotels in Castel San Gimignano often vary, but you can find a great deal from NZ$119 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 our cheapest rates.

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