Top 10 Hotels in Castellina Scalo in 2026 (from $54)

Q: What accommodations do travelers like in Castellina Scalo?

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

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Where to stay in Castellina Scalo?

1. Hotel Borgo San Luigi

Monteriggioni

$130 total

includes taxes & fees

Dec 9 - Dec 10

A well-maintained garden with a large urn, neatly trimmed hedges, and a building with warm lighting in the background.

2. Villa Sabolini

Colle di Val d'Elsa

$83 total

includes taxes & fees

Dec 1 - Dec 2

A swimming pool, steps, and a grassy area with umbrellas.

3. Hotel Palazzo San Lorenzo & SPA

Colle di Val d'Elsa

$116 total

includes taxes & fees

Dec 13 - Dec 14

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.

4. Belvedere di San Leonino

Castellina in Chianti

$123 total

includes taxes & fees

Nov 27 - Nov 28

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

5. Villa San Lucchese

Poggibonsi

$104 total

includes taxes & fees

Nov 29 - Nov 30

A modern bedroom with a wooden headboard, a large bed with white linens, a bedside table with a lamp, and a sliding glass door leading to an outdoor patio with a table and chairs.

6. Hotel Ristorante La Dama nella Vigna

Monteriggioni

$118 total

includes taxes & fees

Dec 13 - Dec 14

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

7. Hotel Il Piccolo Castello

Monteriggioni

$129 total

includes taxes & fees

Nov 16 - Nov 17

A building with a sign reading "TOSCANA AMBASSADOR" and a glass entrance.

8. Hotel Toscana Ambassador

Poggibonsi

$63 total

includes taxes & fees

Nov 30 - Dec 1

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

9. Hotel La Vecchia Cartiera

Colle di Val d'Elsa

$83 total

includes taxes & fees

Nov 22 - Nov 23

A hotel entrance with a reception area, glass doors, and a sign above reading "Hotel i Platani".

10. Hotel I Platani

Monteriggioni

$77 total

includes taxes & fees

Nov 16 - Nov 17

A resort with a swimming pool, lounge chairs, and a view of the surrounding countryside.

11. Hotel Casafrassi

Castellina in Chianti

$72 total

includes taxes & fees

Nov 15 - Nov 16

A stone staircase leading to a building with arched windows and a tiled roof.

12. Hotel Villa San Giorgio

Poggibonsi

$60 total

includes taxes & fees

Dec 13 - Dec 14

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

13. La Certosa di Pontignano - Place of Charme

Castelnuovo Berardenga

$85 total

includes taxes & fees

Nov 16 - Nov 17

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

14. Relais Castel Bigozzi

Monteriggioni

$107 total

includes taxes & fees

Nov 15 - Nov 16

A stone building with wooden shutters, a bench, and hanging purple flowers.

15. Castello di Fonterutoli Wine Resort

Castellina in Chianti

$177 total

includes taxes & fees

Nov 15 - Nov 16

A dining table set with wine glasses, a candle, and cutlery, with a view of greenery outside.

16. Hotel Executive

Scacciapensieri

$93 total

includes taxes & fees

Dec 1 - Dec 2

A pathway lined with trees and a large pot in the center.

17. Villa Montarioso

Montarioso

$89 total

includes taxes & fees

Nov 20 - Nov 21

A building with a modern architectural style, featuring a prominent entrance with a sign that reads "FOUR POINTS."

18. Four Points by Sheraton Siena

Scacciapensieri

$144 total

includes taxes & fees

Dec 8 - Dec 9

A stone-walled room with tables set for dining, a staircase, and a lamp.

19. Albergo Il Colombaio

Castellina in Chianti

$169 total

includes taxes & fees

Nov 27 - Nov 28

A hotel room with two beds, a television, a mirror, and a window with curtains.

20. Hotel Palazzo dei Priori

Siena

$73 total

includes taxes & fees

Dec 2 - Dec 3

View all properties

Go beyond your typical stay in Castellina Scalo

Check out reviews of Castellina Scalo hotels guests love

Belvedere di San Leonino

Castellina in Chianti

10/10 Exceptional

Oh wow, perfect vacation and a real Tuscany atmosphere, the hotel is a magical old yet perfectly renovated property, the room was amazingly clean and equipped with everything we needed, the pool was open until 8pm and it’s never crowded, very peaceful area, almost like a fantasy movie, breakfast was great, especially the cheese , local pastries and coffee , the staff was lovely, very friendly and helpful, but the real deal was DINNER , I cannot say enough about the food and wine they make,...

Lior

Hotel Palazzo San Lorenzo & SPA

Colle di Val d'Elsa

10/10 Exceptional

Fred

Hotel Borgo San Luigi

Monteriggioni

10/10 Exceptional

James

Villa San Lucchese

Poggibonsi

10/10 Exceptional

Beautiful property with large rooms, parlors, great staff, great restaurant, etc. We arrived late and the kitchen was closed, but they made one call and re-opened it for us and served an amazing meal with late night enthusiasm on a beautiful deck. The rooms were large, nice baths and very comfortable beds. We wanted to stay another night to relax by the pool and enjoy the wonderful grounds, but they were booked so we had to move on as this was a last minute booking. Great breakfast in the...

Anonymous traveler

Hotel Ristorante La Dama nella Vigna

Monteriggioni

10/10 Exceptional

Norma

La Certosa di Pontignano - Place of Charme

Castelnuovo Berardenga

10/10 Exceptional

Jeffrey

Hotel Villa San Giorgio

Poggibonsi

10/10 Exceptional

Arik

Relais Castel Bigozzi

Monteriggioni

10/10 Exceptional

Tom

Hotel I Platani

Monteriggioni

10/10 Exceptional

alejandro

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

Dievole Wine Resort

Castelnuovo Berardenga

10/10 Exceptional

Gary

Villa Montarioso

Montarioso

10/10 Exceptional

Robert

An aerial view of a large estate with a swimming pool, multiple buildings, and extensive landscaping.

Hotel Borgo di Cortefreda Relais - Place of Charme

Tavarnelle Val di Pesa

10/10 Exceptional

We cannot recommend this hotel enough. The price was so worth it. The resort has a delicious restaurant, comfortable and luxurious accommodations, a lovely bar, relaxing pool area, and the most amazing Tuscan hills view. We can attest that the romantic sunset they promote is spot on. There is a quaint downtown a 10 minutes walk away as well. It was conveniently located to Florence and many other Tuscan locations. It was amazing to get an authentic Tuscan experience.

Alyssa

A cozy dining area with a table set for two, a vase of dried flowers, and candles on the table.

Sangallo Park Hotel

Vico Alto

10/10 Exceptional

Dirce

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.