Hotels in Castellina Scalo

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Where to stay in Castellina Scalo?

A cobblestone street lined with historic stone buildings, some with ivy, and large terracotta pots with flowers.

An outdoor patio with stone flooring, a table with chairs, and potted plants.

1. Hotel Borgo San Luigi

Monteriggioni

$145

$168 total

includes taxes & fees

Oct 29 - Oct 30

A person sitting in a corner of a room with tiled walls and a bench.

A fountain in a park with tall trees and a clear sky.

A poolside area with lounge chairs, umbrellas, and a swimming pool.

A neatly made breakfast tray on a bed with a tray of bread, fruit, juice, and tea, in a room with a bed, curtains, and a painting on the wall.

2. Hotel Il Piccolo Castello

Monteriggioni

$132

$153 total

includes taxes & fees

Oct 26 - Oct 27

An outdoor patio with round tables and chairs, set against a backdrop of mountains and a cloudy sky.

A room with a fireplace, two armchairs, a sofa, a chandelier, and a large mirror on the wall.

A room with a sofa, a desk, a bunk bed, and a patterned floor.

A yellow building with stone pillars, multiple windows, and a statue in the garden.

3. Villa San Lucchese

Poggibonsi

$125

$144 total

includes taxes & fees

Oct 2 - Oct 3

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 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.

4. Villa Sabolini

Colle di Val d'Elsa

$128

$146 total

includes taxes & fees

Oct 19 - Oct 20

A rustic cellar with brick walls, wooden barrels, and a stone ceiling. There is a wooden table with a wine bottle and glasses, and a television mounted on the wall.

A person relaxing in a hot tub with a view of a building and trees in the background.

A stone building with ivy-covered walls, a stone pathway, and a garden with flowers.

A rustic stone building with a garden in front.

5. Belvedere di San Leonino

Castellina in Chianti

$124

$143 total

includes taxes & fees

Oct 15 - Oct 16

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 corridor with a wooden door at the end, a metal railing on one side, and a light fixture above.

An aerial view of a historic building complex with a central courtyard, surrounded by vineyards and greenery.

A restaurant setting with wooden chairs, a white tablecloth, and a waiter attending to a table.

6. La Certosa di Pontignano

Castelnuovo Berardenga

$98

$117 total

includes taxes & fees

Oct 19 - Oct 20

A rural pathway flanked by tall trees and purple flowers, leading to a scenic view of the countryside.

A wooden gazebo with a thatched roof overlooking a landscaped garden with trees and a view of hills.

A room with a woven basket on a round table, a wooden chair, and a wooden floor.

A swimming pool with a clear reflection, surrounded by trees and a building with a sloped roof.

7. Relais Castel Bigozzi

Monteriggioni

$151

$174 total

includes taxes & fees

Oct 5 - Oct 6

A stone staircase leading to a door, surrounded by stone walls and a potted plant with green leaves and purple flowers.

A stone building with a wooden door, outdoor seating, and a pergola with vines.

A stone building with a window and a light fixture.

A rustic interior with a stone fireplace, wooden beams, and a staircase leading to an upper level.

8. Agriturismo San Sano

Gaiole in Chianti

$74

$86 total

includes taxes & fees

Oct 18 - Oct 19

A stone building with a swimming pool, surrounded by trees and a view of the landscape.

A stone-walled terrace with a table set for two, a bottle, and candles.

A spacious living room with a wooden staircase, a sofa, a dining table, and a radiator.

A stone wall with a rustic stone building partially visible behind it.

9. Relais la Costa - Dimora Storica

Monteriggioni

$155

$176 total

includes taxes & fees

Oct 29 - Oct 30

A hotel entrance with a glass facade, a brown awning, and a garden with pink flowers.

A spacious living area with a sofa, a coffee table, and a view of buildings through large windows.

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.

10. Hotel La Vecchia Cartiera

Colle di Val d'Elsa

$84

$96 total

includes taxes & fees

Oct 1 - Oct 2

An aerial view of a villa with a swimming pool, surrounded by lush greenery and a hilly landscape.

A bar area with brick arches, wooden barrels, leather seating, and a wine rack.

A building with arched windows, a courtyard with a pond, and a metal fence.

A traditional villa with a tiled roof, surrounded by lush greenery and hills.

11. Hotel Casafrassi

Castellina in Chianti

$61

$74 total

includes taxes & fees

Sep 30 - Oct 1

A spacious lobby with a stone archway, wooden ceiling beams, a bar area with a wine rack, and a reception desk.

A rustic interior with a brick archway, wooden beams, a bar area, and potted plants.

A rustic living room with exposed wooden beams, a sofa, a coffee table, and a dining area with chairs.

A stone building with a wooden bench outside.

12. Hotel Colle Etrusco Salivolpi

Castellina in Chianti

$125

$140 total

includes taxes & fees

Sep 29 - Sep 30

A stately building with a grand entrance, multiple arches, and a well-lit facade.

A spacious living room with two sofas, a coffee table, and a mural of trees on the walls.

A well-decorated living room with a sofa, a coffee table, and a vase with flowers.

A swimming pool with lounge chairs and an umbrella, surrounded by trees.

13. Fattoria di Vegi

Castellina in Chianti

$248

$280 total

includes taxes & fees

Oct 26 - Oct 27

A large stone building with a tower, surrounded by lush greenery and a well-maintained lawn.

A spacious dining area with wooden tables and chairs, a fireplace, and a modern kitchen in the background.

A person in a white hat and white top walking towards a building with a pool, surrounded by greenery and a hilly landscape.

A modern interior with a bar area, seating, and a staircase.

14. Locanda le Piazze

Castellina in Chianti

$343

$385 total

includes taxes & fees

Oct 21 - Oct 22

A courtyard with a statue, stone walls, and a reception sign.

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.

A narrow cobblestone street flanked by stone buildings with arched windows and a central potted plant.

15. Relais Della Rovere

Colle di Val d'Elsa

$131

$149 total

includes taxes & fees

Oct 29 - Oct 30

A building with a stone facade, a central arched doorway, and a window with a decorative frame.

A room with a view of a forest through a window, a table with a lamp, and a chair.

A room with a glass table, a vase with flowers, a bottle of wine, and a chair.

A narrow, tree-lined road leading to a house with a tiled roof and a stone wall on one side.

16. Dievole Wine Resort

Castelnuovo Berardenga

$297

$336 total

includes taxes & fees

Oct 28 - Oct 29

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 dining area with tables and chairs, a chandelier, and wall-mounted lighting.

17. Hotel Palazzo San Lorenzo & SPA

Colle di Val d'Elsa

$168

$189 total

includes taxes & fees

Oct 25 - Oct 26

A rock garden with various succulents and plants.

A modern hotel lobby with a curved reception desk, seating areas, and large windows.

A modern building with the sign "Toscana Ambassador Hotel".

A modern bedroom with a large bed, a nightstand, a chair, and a TV.

18. Hotel Toscana Ambassador

Poggibonsi

$70

$84 total

includes taxes & fees

Oct 7 - Oct 8

A rustic stone building with a wooden pergola, outdoor seating, and a garden with various plants.

A stone archway leading to a window with a view of tall trees and a distant landscape.

A historic stone building with a large arched window and a small balcony.

A stone building with a tower, surrounded by people dining at tables with candles.

19. Castello di Tornano Wine Resort

Gaiole in Chianti

$144

$167 total

includes taxes & fees

Oct 29 - Oct 30

A pool with clear water and a row of white lounge chairs facing a scenic hillside view.

A spa room with a stone ceiling, a window with frosted glass, a bed with pillows, and a wall-mounted artwork.

A stone-walled hallway with a staircase, a glass table with a red cushion, and a wooden cabinet.

A spa room with a stone ceiling, a circular hot tub, a window, and a bench.

20. Palazzo Squarcialupi

Castellina in Chianti

$210

$238 total

includes taxes & fees

Oct 21 - Oct 22

View all properties

Go beyond your typical stay in Castellina Scalo

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Pool

Hot tub

Family friendly

Farm

Check out reviews of Castellina Scalo hotels guests love

Poderi Arcangelo

8/10 Good

"We enjoyed our stay. The pool, hotel grounds and location were truly amazing. The food was okay but we enjoyed eating off site more. The farmhouse is very quaint and charming. You can hear others in the farmhouse. It was luxurious in many ways and more basic in other ways. But all together a wonderful stay. I would recommend for sure."

Villa I Barronci Resort & Spa

10/10 Excellent

"Excellent dinner, spacious rooms, pol and jacuzzi, and incredible views!"

Fattoria di Vegi

10/10 Excellent

"10/10 - we loved every bit of our stay at Fattoria di Vegi. The hotel is beautiful with great views across the Tuscan hills, an amazing pool, the rooms and decor are wonderful and we also loved the food at the restaurant. We would highly recommend this hotel to anybody visiting the area and will definitely be coming back."

Hotel Minerva

10/10 Excellent

"If you are driving in Italy this is the best place to stay. Easy in and out with on site parking, zero stress! Easy walk into the heart of Siena. The staff were wonderful and the rooms clean."

Borgo Scopeto Wine & Country Relais

8/10 Good

"Staff are nice!"

Grand Hotel Continental Siena – Starhotels Collezione

10/10 Excellent

"Concierge staff is fantastic. Bar staff as well. Location can’t be beat. Ground zero for Siena activity."

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."

La Certosa di Pontignano

10/10 Excellent

"Everything about this property is wonderful from the lodging to the staff!"

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!!"

Frequently asked questions

What accommodations do travelers like in Castellina Scalo?

Guests like Hotel Athena, La Certosa di Pontignano and NH Siena.

Can I book a refundable accommodation in Castellina Scalo?

If you're looking for the flexibility to change your travel plans to Castellina Scalo, most accommodations offer refundable* bookable rates. You can find these properties by searching our site and using the "fully refundable" filter to narrow the results down.

What will the weather in Castellina Scalo be like during my trip?

The warmest months in Castellina Scalo are usually August and July with an average temp of 72°F. January and February are the chilliest months when the average temp is 44°F. The rainiest months are November and October.

Why should I book my Castellina Scalo hotel with Hotels.com?

There are plenty of reasons to book your Castellina Scalo travel with us: our free cancellations on selected hotels gives you the flexibility you're looking for, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™* on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.

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