Find hotels near Castellina Fortress, Castellina in Chianti from ¥15,250

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Our top choices for Castellina Fortress hotels

Albergo Il Colombaio

Albergo Il Colombaio
3.0 star property
0.4 km from Castellina Fortress
8.4 out of 10, Very Good, (58)
"I was a little hesitant about staying outside a "major city," but I'm so glad we did. Very cute hotel and room. It was a short walk to the local town, which had lots of options for dinner and chianti tasting. "
United States
Christine
The price is ¥20,064
¥22,622 total
includes taxes & fees
Jan 24 - Jan 25, 2026
Albergo Il Colombaio

Agriturismo La Ferrozzola

Agriturismo La Ferrozzola
0.5 km from Castellina Fortress
9.4 out of 10, Exceptional, (9)
"Very nice agriturismo. "
United States
Ruth
Agriturismo La Ferrozzola

Casa Vacanze Squarcialupi

Casa Vacanze Squarcialupi
< 0.1 km from Castellina Fortress
8.0 out of 10, Very Good, (2)
"Staff was very helpful. Was a bit bummed the pool was closed as that was part of the reason for choosing the hotel. "
United States
Jeffrey
The price is ¥17,793
¥20,674 total
includes taxes & fees
Jan 9 - Jan 10, 2026
Casa Vacanze Squarcialupi

Bed & Breakfast Le Terrazze del Chianti

Bed & Breakfast Le Terrazze del Chianti
8.6 km from Castellina Fortress
9.6 out of 10, Exceptional, (38)
"Very friendly owner and excellent breakfast variety. Room decorated with a lot of attention to detail. We would love to come back another time! "
Germany
Robert
Bed & Breakfast Le Terrazze del Chianti

La Pensione di Vignamaggio

La Pensione di Vignamaggio
8.8 km from Castellina Fortress
9.6 out of 10, Exceptional, (118)
"A beautiful location, fantastic view, close to wineries, little shops and local restaurants. "
Canada
Rob
La Pensione di Vignamaggio

Hotel Palazzo San niccolò & Spa

Hotel Palazzo San niccolò & Spa
4.0 star property
7.3 km from Castellina Fortress
9.2 out of 10, Wonderful, (179)
"Ideal country setting"
Canada
Dee
The price is ¥16,119
¥18,832 total
includes taxes & fees
Jan 13 - Jan 14, 2026
Hotel Palazzo San niccolò & Spa

Palazzo Leopoldo Dimora Storica & Spa

Palazzo Leopoldo Dimora Storica & Spa
4.0 star property
7.3 km from Castellina Fortress
9.2 out of 10, Wonderful, (276)
"Excellent breakfast. "
Canada
Karen
The price is ¥16,482
¥19,233 total
includes taxes & fees
Jan 13 - Jan 14, 2026
Palazzo Leopoldo Dimora Storica & Spa

Terre di Baccio

Terre di Baccio
12.1 km from Castellina Fortress
9.8 out of 10, Exceptional, (71)
"The stay was great, and the staff were wonderful. "
United States
SYDNEY
Terre di Baccio

Hotel Ristorante La Dama nella Vigna

Hotel Ristorante La Dama nella Vigna
10.3 km from Castellina Fortress
9.4 out of 10, Exceptional, (33)
"Very nice staff and very nice place to stay."
United Kingdom
Ryan
The price is ¥16,086
¥18,612 total
includes taxes & fees
Jan 18 - Jan 19, 2026
Hotel Ristorante La Dama nella Vigna

Fattoria di Corsignano

Fattoria di Corsignano
9.6 km from Castellina Fortress
9.2 out of 10, Wonderful, (28)
"Amazing stay at the wineyard. The service was outstanding, and the area and surroundings are beautiful. Highly recommended!"
Norway
Vegard
The price is ¥32,547
¥36,536 total
includes taxes & fees
Jan 9 - Jan 10, 2026
Fattoria di Corsignano

B&B Poggiobonizio

B&B Poggiobonizio
11.1 km from Castellina Fortress
9.2 out of 10, Wonderful, (62)
"Simone is a really nice person, he help us a lot, very friendly, room was clean, breakfast was good. "
United States
Odalis
B&B Poggiobonizio

AmiRooms Affittacamere

AmiRooms Affittacamere
17 km from Castellina Fortress
10.0 out of 10, Exceptional, (9)
"Thanks to Amina, very welcoming. "
Canada
daniel
AmiRooms Affittacamere

Residenza d'Epoca Le Aquile

Residenza d'Epoca Le Aquile
17.2 km from Castellina Fortress
10.0 out of 10, Exceptional, (83)
"Beautiful area, very walkable! "
United States
Anita
Residenza d'Epoca Le Aquile

La Dimora Dei Monaci

La Dimora Dei Monaci
17.3 km from Castellina Fortress
10.0 out of 10, Exceptional, (86)
"Beautiful views and wonderful hosts! Very nice and comfortable room and common area. "
United States
Diana
La Dimora Dei Monaci

Hotel Borgo di Cortefreda Relais

Hotel Borgo di Cortefreda Relais
4.0 star property
13.1 km from Castellina Fortress
9.4 out of 10, Exceptional, (480)
"The views were spectacular and the grounds were so peaceful"
United States
Michelle
The price is ¥12,861
¥15,250 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Hotel Borgo di Cortefreda Relais

Antica Pieve B&B

Antica Pieve B&B
13.7 km from Castellina Fortress
9.4 out of 10, Exceptional, (14)
"Very nice stay here! Great breakfast and coffee every morning. Great location to tour around to different wineries and towns. Free parking. "
Canada
Jessica
The price is ¥14,194
¥20,023 total
includes taxes & fees
Jan 20 - Jan 21, 2026
Antica Pieve B&B

Hotel Palazzetto Rosso

Hotel Palazzetto Rosso
3.0 star property
16.8 km from Castellina Fortress
9.8 out of 10, Exceptional, (212)
"Excellent facilities and friendly, warm staff"
United States
Octavio Aguilar
The price is ¥24,890
¥27,379 total
includes taxes & fees
Jan 26 - Jan 27, 2026
Hotel Palazzetto Rosso

Residenza d'Epoca Relais Campo Regio

Residenza d'Epoca Relais Campo Regio
16.9 km from Castellina Fortress
9.8 out of 10, Exceptional, (90)
"It was the best cleanliness and quality of service, warmth and so beautiful pleasant stay!!! )))"
United States
elina
The price is ¥37,626
¥42,122 total
includes taxes & fees
Jan 3 - Jan 4, 2026
Residenza d'Epoca Relais Campo Regio

B&B Il Corso

B&B Il Corso
17 km from Castellina Fortress
9.8 out of 10, Exceptional, (192)
"Safe, clean, close to all attractions"
Canada
Carlo
B&B Il Corso

B&B Palazzo del Magnifico

B&B Palazzo del Magnifico
17.1 km from Castellina Fortress
9.8 out of 10, Exceptional, (63)
"Great location. Room spacious and clean. Personnel friendly and great service walkable to best historic places. Could find something better "
United States
Rodolfo
B&B Palazzo del Magnifico
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.

Top Castellina Fortress Hotel Reviews

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Frequently asked questions

What's the area like around Castellina Fortress?
Castellina Fortress is located in Castellina in Chianti. Travelers like the surrounding area for its wineries. If you're looking for a convenient place to stay, check out the 63 hotels and other accommodations you'll find within a mile.
What's the best hotel to stay close to Castellina Fortress?
Adjacent to Castellina Fortress, Palazzo Squarcialupi is one of the top choices for your stay based on our traveler data, and this hotel offers a winery and a full-service spa. Other good choices close by include Casa Vacanze Squarcialupi and Albergo Il Colombaio.
How many hotels will I be able to find close to Castellina Fortress?
Expedia has 63 hotels and other accommodations within a mile from Castellina Fortress.
If I need to cancel the hotel reservation for my stay near Castellina Fortress, will I receive a refund?
Yes! You'll find that most room reservations are refundable if you cancel prior to the accommodation's cancellation deadline, which often is within 24-48 hours of your check-in date. If you booked a non-refundable reservation, you might still have the option to cancel and receive a refund within 24 hours of booking. Enter your dates, click on "Search", then filter by "fully refundable" to view the best deals near Castellina Fortress.
Where can I learn more about changing or cancelling my trip in the area near Castellina Fortress?
For more information about picking new dates or cancelling your stay near Castellina Fortress, head over to our customer service page.
What can I see and do near Castellina Fortress?
Explore landmarks like Castello della Paneretta, Walls of Monteriggioni, and Montecalvario. Create some family memories at Chianti Observatory and Borgo di Vescine - Tenute di Castelvecchi. Stopping by Isole e Olena Winery, Il Molino di Grace Winery, or Buondonno Winery is a fun way to see all the area has to offer.