Hotels in Castellina Scalo

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Check prices for these dates

This weekend
Oct 30 - Nov 1
Next weekend
Nov 6 - Nov 8

Where to stay in Castellina Scalo?

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

1. Hotel Borgo San Luigi

Hotel Borgo San Luigi
4.0 star property
Monteriggioni
9.2 out of 10, Wonderful, (455 reviews)
Immerse yourself in Italian charm at this countryside hotel featuring a seasonal outdoor pool with dedicated children's area. Enjoy Italian cuisine at LA BIANCA RESTAURANT before unwinding at the poolside bar. Near Le Caldane Thermal Baths with free breakfast and parking.
The price is $112
$131 total
includes taxes & fees
Nov 8 - Nov 9
Hotel Borgo San Luigi
A stone building with ivy-covered walls, a stone pathway, and a garden with flowers.

2. Belvedere di San Leonino

Belvedere di San Leonino
4.0 star property
Castellina in Chianti
9.6 out of 10, Exceptional, (211 reviews)
Surrounded by Chianti countryside, this serene hotel with winery charms visitors with Italian cuisine at Il Cortile restaurant. Cool off in the outdoor pool, unwind in the hot tub, or sample local vintages at the bar after exploring nearby attractions.
The price is $102
$119 total
includes taxes & fees
Oct 30 - Oct 31
Belvedere di San Leonino
A well-maintained garden with a large urn, neatly trimmed hedges, and a building with warm lighting in the background.

3. Villa Sabolini

Villa Sabolini
4.0 star property
Colle di Val d'Elsa
9.2 out of 10, Wonderful, (236 reviews)
Peaceful sanctuary near Alta Val d'Elsa River Park with a stunning rooftop terrace and outdoor pool. Enjoy drinks at the poolside bar or unwind in the quiet atmosphere after a free breakfast. Near Le Caldane Thermal Baths with easy parking.
The price is $83
$96 total
includes taxes & fees
Nov 12 - Nov 13
Villa Sabolini
A courtyard with a statue, stone walls, and a reception sign.

4. Relais Della Rovere

Relais Della Rovere
4.0 star property
Colle di Val d'Elsa
9.0 out of 10, Wonderful, (275 reviews)
Immersed in Tuscan charm, this Colle di Val d'Elsa hotel sits adjacent to a golf course with an outdoor pool for cooling off. Enjoy Italian cuisine at Il Cardinale restaurant, then relax at the bar or terrace. Near Sentierelsa Trail with free breakfast, WiFi, and parking.
The price is $146
$165 total
includes taxes & fees
Oct 31 - Nov 1
Relais Della Rovere
A swimming pool, steps, and a grassy area with umbrellas.

5. Hotel Palazzo San Lorenzo & SPA

Hotel Palazzo San Lorenzo & SPA
4.0 star property
Colle di Val d'Elsa
9.4 out of 10, Exceptional, (474 reviews)
The price is $115
$131 total
includes taxes & fees
Nov 18 - Nov 19
Hotel Palazzo San Lorenzo & SPA
A yellow building with stone pillars, multiple windows, and a statue in the garden.

6. Villa San Lucchese

Villa San Lucchese
4.0 star property
Poggibonsi
9.4 out of 10, Exceptional, (360 reviews)
Set in Poggibonsi near San Lucchese Convent, this family-friendly hotel offers a seasonal outdoor pool, tennis courts, and poolside bar. Just 6 minutes from the train station, it's perfectly positioned for exploring picturesque towns across Tuscany.
The price is $95
$105 total
includes taxes & fees
Nov 29 - Nov 30
Villa San Lucchese
A poolside area with lounge chairs, umbrellas, and a swimming pool.

7. Hotel Il Piccolo Castello

Hotel Il Piccolo Castello
4.0 star property
Monteriggioni
8.6 out of 10, Excellent, (368 reviews)
Immerse yourself in Monteriggioni's charm at this serene hotel near Monteriggioni Castle. Enjoy the outdoor pool with poolside bar, relax with spa treatments, and savor Italian cuisine at La Ducareccia restaurant while exploring medieval Tuscan treasures.
The price is $111
$130 total
includes taxes & fees
Nov 9 - Nov 10
Hotel Il Piccolo Castello
A hotel entrance with a glass facade, a brown awning, and a garden with pink flowers.

8. Hotel La Vecchia Cartiera

Hotel La Vecchia Cartiera
3.0 star property
Colle di Val d'Elsa
8.4 out of 10, Very good, (212 reviews)
Set in Colle di Val d'Elsa, this Tuscan hotel offers free breakfast and WiFi near Piazza Arnolfo di Cambio. Savor local cuisine at La Venezia restaurant, unwind on the terrace, or enjoy room service after exploring nearby attractions.
The price is $82
$93 total
includes taxes & fees
Nov 1 - Nov 2
Hotel La Vecchia Cartiera
A spacious lobby with a stone archway, wooden ceiling beams, a bar area with a wine rack, and a reception desk.

9. Hotel Colle Etrusco Salivolpi

Hotel Colle Etrusco Salivolpi
3.0 star property
Castellina in Chianti
9.6 out of 10, Exceptional, (130 reviews)
The price is $103
$116 total
includes taxes & fees
Oct 30 - Oct 31
Hotel Colle Etrusco Salivolpi
A modern building with the sign "Toscana Ambassador Hotel".

10. Hotel Toscana Ambassador

Hotel Toscana Ambassador
4.0 star property
Poggibonsi
8.0 out of 10, Very good, (378 reviews)
Conveniently located near Poggibonsi-San Gimignano Station, this hotel offers a relaxing terrace and bar. Enjoy complimentary WiFi and parking while exploring nearby Archeodromo di Poggibonsi and Poggio Imperiale Fortress.
The price is $67
$74 total
includes taxes & fees
Nov 29 - Nov 30
Hotel Toscana Ambassador
An aerial view of a villa with a swimming pool, surrounded by lush greenery and a hilly landscape.

11. Hotel Casafrassi

Hotel Casafrassi
4.0 star property
Castellina in Chianti
8.2 out of 10, Very good, (247 reviews)
Surrounded by beautiful countryside scenery, this Castellina in Chianti hotel offers Italian dining at Osteria di Casafrassi and a winery on-site. Enjoy free breakfast near Mazzei Winery, just 9 minutes from Monteriggioni Badesse Station.
The price is $60
$72 total
includes taxes & fees
Oct 30 - Oct 31
Hotel Casafrassi
A stone building with a tiled roof, green shutters, and a small staircase leading to a door.

12. Castello di Fonterutoli Wine Resort

Castello di Fonterutoli Wine Resort
Castellina in Chianti
9.4 out of 10, Exceptional, (234 reviews)
Nestled in Castellina in Chianti, this B&B offers an attached winery and Italian cuisine at Osteria di Fonterutoli restaurant. Mazzei Winery sits nearby, with Walls of Monteriggioni just a short drive from this charming retreat.
The price is $181
$204 total
includes taxes & fees
Nov 17 - Nov 18
Castello di Fonterutoli Wine Resort
A stately building with a grand entrance, multiple arches, and a well-lit facade.

13. Fattoria di Vegi

Fattoria di Vegi
Castellina in Chianti
10.0 out of 10, Exceptional, (45 reviews)
The price is $243
$274 total
includes taxes & fees
Oct 30 - Oct 31
Fattoria di Vegi
An aerial view of a historic building complex with a central courtyard, surrounded by vineyards and greenery.

14. La Certosa di Pontignano - Place of Charme

La Certosa di Pontignano - Place of Charme
Castelnuovo Berardenga
9.4 out of 10, Exceptional, (579 reviews)
The price is $93
$111 total
includes taxes & fees
Nov 16 - Nov 17
La Certosa di Pontignano - Place of Charme
A historic stone building with multiple levels, surrounded by lush greenery and yellow flowering plants.

15. Castello La Leccia

Castello La Leccia
Castellina in Chianti
10.0 out of 10, Exceptional, (122 reviews)
The price is $158
$178 total
includes taxes & fees
Nov 10 - Nov 11
Castello La Leccia
A covered outdoor seating area with a tiled roof, surrounded by lush greenery and a view of distant hills.

16. Hotel Villa San Giorgio

Hotel Villa San Giorgio
3.0 star property
Poggibonsi
9.0 out of 10, Wonderful, (116 reviews)
Nestled in Poggibonsi, this hotel offers a seasonal outdoor pool with poolside bar, hot tub, and children's splash area. Enjoy Italian dishes at Villa Aurora restaurant, free breakfast, and WiFi while exploring nearby Castello di Monsanto.
The price is $60
$66 total
includes taxes & fees
Nov 23 - Nov 24
Hotel Villa San Giorgio
A swimming pool with a clear reflection, surrounded by trees and a building with a sloped roof.

17. Relais Castel Bigozzi

Relais Castel Bigozzi
4.0 star property
Monteriggioni
8.8 out of 10, Excellent, (247 reviews)
The price is $90
$107 total
includes taxes & fees
Nov 6 - Nov 7
Relais Castel Bigozzi
A stone building with a swimming pool, surrounded by trees and a view of the landscape.

18. Relais la Costa - Dimora Storica

Relais la Costa - Dimora Storica
Monteriggioni
9.6 out of 10, Exceptional, (90 reviews)
This luxurious Monteriggioni retreat offers Egyptian cotton sheets and a rejuvenating spa with deep-tissue massages. Savor local cuisine at La Sosta del Viandante restaurant, then unwind at the poolside bar or hot tub after exploring nearby Monteriggioni Castle.
The price is $181
$205 total
includes taxes & fees
Oct 31 - Nov 1
Relais la Costa - Dimora Storica
A spacious lobby with a modern white sofa set, a glass coffee table, and a large abstract painting on the wall.

19. Hotel Executive

Hotel Executive
4.0 star property
Scacciapensieri
8.4 out of 10, Very good, (555 reviews)
Escape to this welcoming hotel near Siena's train station, featuring an on-site restaurant serving local flavors. Enjoy the garden, convenient bar/lounge, and helpful staff. Palasport Mens Sana and Siena Stadium are just minutes away, with free WiFi and parking for easy exploration.
The price is $84
$95 total
includes taxes & fees
Nov 23 - Nov 24
Hotel Executive
A swimming pool with a clear blue water, surrounded by well-maintained grass and hedges.

20. Sangallo Park Hotel

Sangallo Park Hotel
3.0 star property
Vico Alto
9.0 out of 10, Wonderful, (621 reviews)
Escape to this Siena hotel near the train station, featuring a refreshing seasonal outdoor pool and complimentary breakfast. After exploring nearby Casalvento's Wines, unwind with a drink at the bar. Free WiFi and parking enhance your Italian getaway.
The price is $106
$120 total
includes taxes & fees
Nov 13 - Nov 14
Sangallo Park Hotel
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Check out reviews of Castellina Scalo hotels guests love

Palazzo Ravizza

Palazzo Ravizza

10/10 Excellent
"Classic room with beautiful view. Accommodating staff."
Hui 1-night trip
Posted 14 hours ago
Palazzo Ravizza

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.