Hotels near Castellina Fortress

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
30 Dec - 31 Dec
Tomorrow
31 Dec - 1 Jan
This weekend
2 Jan - 4 Jan
Next weekend
9 Jan - 11 Jan

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Castellina Fortress hotels

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 RM585
RM658 total
includes taxes & fees
12 Jan - 13 Jan 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
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 RM492
RM569 total
includes taxes & fees
12 Jan - 13 Jan 2026
Casa Vacanze Squarcialupi
1 bedroom, Frette Italian sheets, down duvets, pillow-top 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
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, (179)
"Ideal country setting"
Canada
Dee
The price is RM419
RM490 total
includes taxes & fees
13 Jan - 14 Jan 2026
Hotel Palazzo San niccolò & Spa
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)
"Excellent breakfast. "
Canada
Karen
The price is RM428
RM499 total
includes taxes & fees
15 Jan - 16 Jan 2026
Palazzo Leopoldo Dimora Storica & Spa
Premium bedding, down duvets, in-room safe, blackout curtains
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
The price is RM2,305
RM2,554 total
includes taxes & fees
31 Dec - 1 Jan 2026
Terre di Baccio
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 RM428
RM495 total
includes taxes & fees
18 Jan - 19 Jan 2026
Hotel Ristorante La Dama nella Vigna
Seasonal outdoor pool, pool umbrellas, pool loungers
Fattoria di Corsignano

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 RM845
RM949 total
includes taxes & fees
11 Jan - 12 Jan 2026
Fattoria di Corsignano
Exterior
B&B Poggiobonizio

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
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
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
Seasonal outdoor pool, open 9:00 AM to 7:30 PM, pool umbrellas
Hotel Borgo di Cortefreda Relais

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 RM350
RM413 total
includes taxes & fees
6 Jan - 7 Jan 2026
Hotel Borgo di Cortefreda Relais
Property amenity
Antica Pieve B&B

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 RM368
RM520 total
includes taxes & fees
22 Jan - 23 Jan 2026
Antica Pieve B&B
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 RM661
RM727 total
includes taxes & fees
23 Jan - 24 Jan 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 RM888
RM996 total
includes taxes & fees
6 Jan - 7 Jan 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
View from room
B&B Palazzo del Magnifico

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
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.
View all properties

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 travels 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. Travellers like the surrounding area for its wineries. If you're looking for a convenient place to stay, take a look at the 63 hotels and other accommodation options you'll find within a mile.
What's the best place to stay close to Castellina Fortress?
Adjacent to Castellina Fortress, Palazzo Squarcialupi is one of the top choices for your stay based on our traveller data, and this hotel offers a winery and a full-service spa. Other good options close by include Casa Vacanze Squarcialupi and Albergo Il Colombaio.
How many hotels are there near Castellina Fortress?
Expedia has 63 hotels and other accommodation options 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 most room reservations are fully refundable if you cancel before the hotel's cancellation deadline, which in most cases is within 24 or 48 hours of check in. If you have a reservation that's non-refundable, you might be able to cancel it and receive a refund within a 24-hour period of booking. Add your dates and click on "Search", then you can filter by "fully refundable" to get the top deals on offer near Castellina Fortress.
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.