Find hotels near Castellina Fortress, Castellina in Chianti from ₩158,720

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Dec 26 - Dec 27
Tomorrow
Dec 27 - Dec 28
This weekend
Dec 26 - Dec 28
Next weekend
Jan 2 - Jan 4

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Our top choices for Castellina Fortress hotels

Restaurant
Borgo di Pietrafitta Relais

Borgo di Pietrafitta Relais

Borgo di Pietrafitta Relais
3 km from Castellina Fortress
9.4 out of 10, Exceptional, (169)
"Wonderful setting."
United Kingdom
Simon
The price is ₩182,451
₩207,504 total
includes taxes & fees
Jan 3 - Jan 4, 2026
Borgo di Pietrafitta Relais
Aerial view
Albergo Il Colombaio

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 ₩208,730
₩234,703 total
includes taxes & fees
Jan 7 - Jan 8, 2026
Albergo Il Colombaio
Seasonal outdoor pool
Agriturismo La Ferrozzola

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
Panoramic Apartment, Hill View (4) | Terrace/patio
Casa Vacanze Squarcialupi

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 ₩175,342
₩203,081 total
includes taxes & fees
Jan 7 - Jan 8, 2026
Casa Vacanze Squarcialupi
Front of property
L' Eroico

L' Eroico

L' Eroico
11.9 km from Castellina Fortress
10.0 out of 10, Exceptional, (12)
"Monica was the friendliest most enthusiastic host we’ve stayed with. Everything from her greeting to the amazing breakfast was perfect. She does a lot of baking, so the breakfast was really a treat and you could also get eggs cooked in various ways. The room was a little small but very comfortable. Parking was on the street, but it was fairly close and easy."
United States
Perry
L' Eroico
Superior Double Room (La Soffitta) | 1 bedroom, Frette Italian sheets, down comforters, pillowtop beds
Bed & Breakfast Le Terrazze del Chianti

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
Seasonal outdoor pool
La Pensione di Vignamaggio

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
Breakfast (EUR 10.00 per person)
Castello di Volpaia

Castello di Volpaia

Castello di Volpaia
3.0 star property
9.2 km from Castellina Fortress
9.6 out of 10, Exceptional, (65)
"A beautiful property with amazing views. The staff is very nice, the room was wonderful and food options were excellent. I highly recommend staying here. The tour of the winery was also fantastic. I loved my time here. "
United States
Gabrielle
The price is ₩405,423
₩452,769 total
includes taxes & fees
Dec 27 - Dec 28
Castello di Volpaia
Apartment, 2 Bedrooms | Premium bedding, down comforters, in-room safe, blackout drapes
Terre di Baccio

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
Gazebo
Chiantirooms Guesthouse

Chiantirooms Guesthouse

Chiantirooms Guesthouse
13.3 km from Castellina Fortress
9.8 out of 10, Exceptional, (35)
"Friendly host and great place to stay. "
Canada
Pasquale
Chiantirooms Guesthouse
Exterior
AmiRooms Affittacamere

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
Luxury Double or Twin Room | Premium bedding, memory foam beds, individually decorated
Residenza d'Epoca Le Aquile

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
Interior detail
Hotel Palazzo San niccolò & Spa

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, (177)
"Ideal country setting"
Canada
Dee
The price is ₩135,014
₩158,720 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Hotel Palazzo San niccolò & Spa
Deluxe Room | Vineyard view
Palazzo Leopoldo Dimora Storica & 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)
"We loved it was easy to get to wineries or small towns we wanted to visit"
United States
Carol
The price is ₩156,505
₩182,360 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Palazzo Leopoldo Dimora Storica & Spa
Restaurant
Hotel Ristorante La Dama nella Vigna

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 ₩152,757
₩176,536 total
includes taxes & fees
Jan 26 - Jan 27, 2026
Hotel Ristorante La Dama nella Vigna
Garden
Fullino Nero

Fullino Nero

Fullino Nero
14.1 km from Castellina Fortress
9.6 out of 10, Exceptional, (49)
"Great stay! Clean rooms with air conditioning. Beautiful grounds "
United States
Christian
The price is ₩170,086
₩193,898 total
includes taxes & fees
Jan 8 - Jan 9, 2026
Fullino Nero
Property entrance
Hotel Palazzetto Rosso

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 ₩233,652
₩257,018 total
includes taxes & fees
Jan 23 - Jan 24, 2026
Hotel Palazzetto Rosso
Free daily continental breakfast
Residenza d'Epoca Relais Campo Regio

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 ₩316,870
₩355,360 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Residenza d'Epoca Relais Campo Regio
32-inch Smart TV with digital channels, TV, streaming services
B&B Il Corso

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
Exterior
B&B Le Aquile

B&B Le Aquile

B&B Le Aquile
17.2 km from Castellina Fortress
9.8 out of 10, Exceptional, (111)
"Staff was exceptionally helpful prior to arriving at property and offering suggestions for transportation to surrounding activities. Location was well situated to highlights and attractions. "
Canada
Lydia
B&B Le Aquile
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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Top Castellina Fortress Hotel Reviews

Castello di Fonterutoli Wine Resort

Castello di Fonterutoli Wine Resort

10/10 Excellent
"Very clean,staff was very kind and helpful. Looking forward to come back! 😊"
Andrea 2-night trip
Posted 3 weeks ago
Castello di Fonterutoli Wine Resort

Hotels near other Castellina Fortress attractions

Archaeological Museum of Chianti

You can browse the exhibits at Archaeological Museum of Chianti, a museum with a story of its own, during your trip to Castellina in Chianti. Discover the beautiful countryside in this walkable area, or enjoy its local tours.
See properties

Casa Vinicola Luigi Cecchi

You can enjoy a tasting or tour at Casa Vinicola Luigi Cecchi during your travels to Castellina in Chianti. Discover the beautiful countryside in this quaint area, or enjoy its local tours.
See properties

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.