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Oct 26 - Oct 27
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Oct 27 - Oct 28
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Oct 30 - Nov 1
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Nov 6 - Nov 8

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Our top choices for Castellina Scalo hotels

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.

1. Villa Sabolini

Villa Sabolini
Colle di Val d'Elsa
Canada
Patricia
CA $112
CA $130 total
includes taxes & fees
Nov 13 - Nov 14
Villa Sabolini
An aerial view of a villa with a swimming pool, surrounded by lush greenery and a hilly landscape.
A building with arched windows, a courtyard with a pond, and a metal fence.
A bar area with brick arches, wooden barrels, leather seating, and a wine rack.
A traditional villa with a tiled roof, surrounded by lush greenery and hills.

2. Hotel Casafrassi

Hotel Casafrassi
Castellina in Chianti
United Kingdom
Stuart
CA $84
CA $102 total
includes taxes & fees
Oct 27 - Oct 28
Hotel Casafrassi
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 narrow cobblestone street flanked by stone buildings with arched windows and a central potted plant.
A wooden pathway leading to a pool area with a gazebo and potted plants.

3. Relais Della Rovere

Relais Della Rovere
Colle di Val d'Elsa
United States
Megan
CA $185
CA $210 total
includes taxes & fees
Oct 31 - Nov 1
Relais Della Rovere
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 rustic stone building with a garden in front.
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.

4. Belvedere di San Leonino

Belvedere di San Leonino
Castellina in Chianti
Canada
Kevork
CA $144
CA $168 total
includes taxes & fees
Oct 27 - Oct 28
Belvedere di San Leonino
An outdoor patio with round tables and chairs, set against a backdrop of mountains and a cloudy sky.
A clear swimming pool with lounge chairs and umbrellas, surrounded by trees and a building in the background.
A room with a fireplace, two armchairs, a sofa, a chandelier, and a large mirror on the wall.
A yellow building with stone pillars, multiple windows, and a statue in the garden.

5. Villa San Lucchese

Villa San Lucchese
Poggibonsi
United Kingdom
James
CA $146
CA $170 total
includes taxes & fees
Oct 28 - Oct 29
Villa San Lucchese
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.
An aerial view of a historic building complex with a central courtyard, surrounded by vineyards and greenery.
A corridor with a wooden door at the end, a metal railing on one side, and a light fixture above.
An interior corridor with arches, columns, and a brick wall.

6. La Certosa di Pontignano - Place of Charme

La Certosa di Pontignano - Place of Charme
Castelnuovo Berardenga
United States
Rodolfo
CA $126
CA $152 total
includes taxes & fees
Nov 25 - Nov 26
La Certosa di Pontignano - Place of Charme
A hotel entrance with a glass facade, a brown awning, and a garden with pink flowers.
A bar area with wooden bar stools, a counter with bottles, and a tiled floor.
A spacious living area with a sofa, a coffee table, and a view of buildings through large windows.
A hotel room with a bed, a desk, a chair, and a window with curtains.

7. Hotel La Vecchia Cartiera

Hotel La Vecchia Cartiera
Colle di Val d'Elsa
Canada
Sheila
CA $112
CA $128 total
includes taxes & fees
Nov 26 - Nov 27
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 dining area with tables and chairs, a chandelier, and wall-mounted lighting.

8. Hotel Palazzo San Lorenzo & SPA

Hotel Palazzo San Lorenzo & SPA
Colle di Val d'Elsa
Canada
Maria
CA $150
CA $172 total
includes taxes & fees
Nov 26 - Nov 27
Hotel Palazzo San Lorenzo & SPA
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 reception area with a wooden reception desk, a laptop, and a potted plant.

9. Hotel Toscana Ambassador

Hotel Toscana Ambassador
Poggibonsi
Canada
Marian
CA $89
CA $98 total
includes taxes & fees
Nov 26 - Nov 27
Hotel Toscana Ambassador
A spacious lobby with a stone archway, wooden ceiling beams, a bar area with a wine rack, and a reception desk.
A stone building with a wooden bench outside.
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.

10. Hotel Colle Etrusco Salivolpi

Hotel Colle Etrusco Salivolpi
Castellina in Chianti
United States
Sarah
CA $158
CA $178 total
includes taxes & fees
Oct 27 - Oct 28
Hotel Colle Etrusco Salivolpi
A person sitting in a corner of a room with tiled walls and a bench.
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.
A covered outdoor dining area with tables and chairs, a pool, and a garden in the background.
A poolside area with lounge chairs, umbrellas, and a swimming pool.

11. Hotel Il Piccolo Castello

Hotel Il Piccolo Castello
Monteriggioni
Canada
Frank
CA $157
CA $183 total
includes taxes & fees
Nov 1 - Nov 2
Hotel Il Piccolo Castello
A cobblestone street lined with historic stone buildings, some with ivy, and large terracotta pots with flowers.
Breakfast meal
Pool
A lobby with a marble reception desk, a vase with pampas grass, and a view of the garden through a large window.

12. Hotel Borgo San Luigi

Hotel Borgo San Luigi
Monteriggioni
United States
JOHN
CA $158
CA $184 total
includes taxes & fees
Nov 9 - Nov 10
Hotel Borgo San Luigi
A spacious lobby with a modern white sofa set, a glass coffee table, and a large abstract painting on the wall.
An outdoor dining area with tables and chairs, covered by a canopy, and surrounded by greenery.
A dining table set with wine glasses, a candle, and cutlery, with a view of greenery outside.
A hotel entrance with a sign reading "HOTEL EXPO".

13. Hotel Executive

Hotel Executive
Scacciapensieri
United Kingdom
Andras
CA $92
CA $105 total
includes taxes & fees
Nov 22 - Nov 23
Hotel Executive
A narrow stone pathway leading to a rustic building with a wooden door and a window.
A cozy living room with a fireplace, wooden beams, and comfortable seating.
A well-lit outdoor garden area with stone planters, a paved walkway, and a building with large windows.
A cozy living room with a striped sofa, a wooden coffee table, and a bookshelf.

14. Castello di Fonterutoli Wine Resort

Castello di Fonterutoli Wine Resort
Castellina in Chianti
United States
Micaela
CA $234
CA $264 total
includes taxes & fees
Oct 27 - Oct 28
Castello di Fonterutoli Wine Resort
A rural pathway flanked by tall trees and purple flowers, leading to a scenic view of the countryside.
A room with a woven basket on a round table, a wooden chair, and a wooden floor.
A courtyard with stone buildings, a thatched-roof structure, and potted plants.
A wooden gazebo with a thatched roof overlooking a landscaped garden with trees and a view of hills.

15. Relais Castel Bigozzi

Relais Castel Bigozzi
Monteriggioni
United States
Nissan
CA $128
CA $151 total
includes taxes & fees
Nov 25 - Nov 26
Relais Castel Bigozzi
A swimming pool with a clear blue water, surrounded by well-maintained grass and hedges.
A hotel room with a bed, two bedside tables, a telephone, and wall-mounted light fixtures.
A cozy dining area with a table set for two, a vase of dried flowers, and candles on the table.
A room with a wooden desk, a laptop, a television displaying a news channel, and a window with curtains.

16. Sangallo Park Hotel

Sangallo Park Hotel
Vico Alto
United Kingdom
Marcio Tadeu
CA $127
CA $145 total
includes taxes & fees
Nov 1 - Nov 2
Sangallo Park Hotel
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 stone building with a paved entrance and a well-maintained garden with potted plants.
A stone wall with a rustic stone building partially visible behind it.

17. Relais la Costa - Dimora Storica

Relais la Costa - Dimora Storica
Monteriggioni
Canada
Doug
CA $232
CA $263 total
includes taxes & fees
Oct 28 - Oct 29
Relais la Costa - Dimora Storica
A historic stone building with multiple levels, surrounded by lush greenery and yellow flowering plants.
A dining area with a table set for two, featuring wine bottles and bread.
A bedroom with a wooden ceiling, a bed with white bedding, a bedside table with a tray of items, and a window with curtains.
A pool area with lounge chairs and umbrellas, surrounded by lush greenery and hills in the background.

18. Castello La Leccia

Castello La Leccia
Castellina in Chianti
United States
Samuel
CA $254
CA $286 total
includes taxes & fees
Nov 9 - Nov 10
Castello La Leccia
A stately building with a grand entrance, multiple arches, and a well-lit facade.
A restaurant with stone walls, wooden furniture, and a wine cellar.
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.

19. Fattoria di Vegi

Fattoria di Vegi
Castellina in Chianti
Canada
Xinyi
CA $322
CA $364 total
includes taxes & fees
Oct 27 - Oct 28
Fattoria di Vegi
A building with a stone facade, a central arched doorway, and a window with a decorative frame.
A cozy living room with a sofa, a coffee table, and a view of greenery through large windows.
A narrow, tree-lined road leading to a house with a tiled roof and a stone wall on one side.
A room with a glass table, a vase with flowers, a bottle of wine, and a chair.

20. Dievole Wine Resort

Dievole Wine Resort
Castelnuovo Berardenga
Norway
Magdalena
CA $347
CA $394 total
includes taxes & fees
Nov 21 - Nov 22
Dievole Wine Resort
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Top Castellina Scalo Hotel Reviews

La Certosa di Pontignano

La Certosa di Pontignano

10/10 Excellent
"Beautiful property, staff was always helpful. Food was excellent."
Anita 5-night trip
Posted 2 hours ago
La Certosa di Pontignano
Palazzo Ravizza

Palazzo Ravizza

10/10 Excellent
"Beautiful hotel close to the historic town center and Il Campo. Nice restaurant, bar, lobby, and beautiful garden area which offers fantastic sunset views. Room was very nice as well. A lovely place to stay in Siena."
James 2-night trip
Posted 2 hours ago
Palazzo Ravizza
Hotel Borgo San Luigi

Hotel Borgo San Luigi

10/10 Excellent
"Borgo San Luis is a luxury destination! The four of us were treated as honored guests of great renown. The grounds were wide, varied, and immaculate. The breakfasts were special events for us foodies, and the swimming pool was refreshing even in October!. Parking was free, secure, and accessible. We easily saw why the Borgo was a destination for the weddings, feasts, and meetings that were taking place at the time of our visit -- but they were never intrusive. The staff were multi-lingual and honestly could not do enough for us. Should you ever desire a dream from which that you did not want to awaken, visit Borgo San Luis."
John 2-night trip
Posted 22 hours ago
Hotel Borgo San Luigi
Hotel Athena

Hotel Athena

10/10 Excellent
"Over all a good hotel in a good location, a little dated but clean and breakfast good"
Suzanne 2-night trip
Posted 1 day ago
Hotel Athena
Salvadonica - Borgo del Chianti

Salvadonica - Borgo del Chianti

10/10 Excellent
"Staff was super helpful and attentive. Beautiful stay"
Elsa 4-night trip
Posted 2 days ago
Salvadonica - Borgo del Chianti
Hotel Chiusarelli

Hotel Chiusarelli

10/10 Excellent
"Perfect in location, cleanliness,staff, amenities.... Wonderful 👍"
William 2-night trip
Posted 2 days ago
Hotel Chiusarelli
NH Siena

NH Siena

10/10 Excellent
"The room isn't cleaned too well. There were some crumbs that were attracting ants. Other than that- no issues"
Rakhshan 1-night trip
Posted 3 days ago
NH Siena
Grand Hotel Continental Siena – Starhotels Collezione

Grand Hotel Continental Siena – Starhotels Collezione

8/10 Good
"Excellent location. Very nice service."
mauricio 1-night trip
Posted 3 days ago
Grand Hotel Continental Siena – Starhotels Collezione
Hotel Casolare Le Terre Rosse

Hotel Casolare Le Terre Rosse

10/10 Excellent
"Absolutely lovely hotel. Best one we stayed at in Italy - in retrospect, we wish we booked to stay here a second night. The location is quiet and isolated so stars are visible at night, plenty of parking, and breakfast is worth the 20 EURS, best breakfast options we had during our stay. Highly recommend, 10/10."
Maya 1-night trip
Posted 4 days ago
Hotel Casolare Le Terre Rosse

More cheap stays in Castellina Scalo

Cannon d'Oro

Cannon d'Oro

Via Montanini 28 Siena SI
CA $75
CA $87 total
Nov 21 - Nov 22
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 $106
CA $122 total
Nov 4 - Nov 5
includes taxes & fees
7.8/10 Good! (453 reviews)
Piccolo Hotel Etruria
Albergo Centrale

Albergo Centrale

Via Cecco Angiolieri 26 Siena SI
CA $110
CA $125 total
Nov 2 - Nov 3
includes taxes & fees
8.8/10 Excellent! (114 reviews)
Albergo Centrale
Torre del Fuggisole

Torre del Fuggisole

Via di Fieravecchia 7 Siena SI
CA $123
CA $140 total
Nov 4 - Nov 5
includes taxes & fees
10/10 Exceptional! (52 reviews)
Torre del Fuggisole
Porta Pispini Residence

Porta Pispini Residence

Via Baldassarre Peruzzi 33 Siena SI
Get ratesPorta Pispini Residence
Villa Norcenni Aparthotel

Villa Norcenni Aparthotel

Via Norcenni 7 Figline e Incisa Valdarno FI
Get ratesVilla Norcenni Aparthotel

Frequently asked questions

What is the best area to stay in Castellina Scalo?
The best area to stay in Castellina Scalo is the village centre itself, particularly for its convenience and access to local amenities.Castellina Scalo is a small but well-appointed village, primarily stretched along the SR222 road. It's known for its practicality, offering a selection of local shops, a pharmacy, and a few eateries. This makes it a great base for those who appreciate having essentials within easy reach and don't want to drive for every meal or necessity.Couples looking for a relaxed base to explore the Chianti region will find Castellina Scalo very suitable. Its central location makes day trips to Siena, Florence, or the smaller Chianti villages straightforward. After a day of exploring, you can enjoy a pleasant evening meal at a local restaurant or pick up ingredients for a quiet night in.Families often appreciate the convenience offered by Castellina Scalo. With shops for groceries and essentials close by, it simplifies self-catering stays.
When is the best time to go to Castellina Scalo?
The best time to go to Castellina Scalo for pleasant weather and fewer crowds is during the shoulder seasons of May, June, September, and early October.During these months, the weather is typically warm and sunny, ideal for exploring the Tuscan countryside, visiting vineyards, and enjoying outdoor dining. You'll find the temperatures comfortable for walking and sightseeing without the intense heat of mid-summer.For couples looking for a romantic getaway, late September to early October offers the added beauty of the grape harvest, with picturesque landscapes and opportunities for wine-tasting experiences. The evenings are often crisp, superb for enjoying a glass of local wine on a terrace.If you're planning a trip with family, May and June are excellent choices.
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 Castellina Scalo.
How much is the nightly rate at a Castellina Scalo hotel?
Prices for hotels in Castellina Scalo often vary, but you can find a great deal from CA $87 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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