Find hotels near Castellina Fortress, Castellina in Chianti from $60

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Compare 3,733 hotels close to Castellina Fortress with room rates, reviews, and availability. Most hotels are fully refundable.

Hotel Colle Etrusco Salivolpi

3.0 star property
0.6 mi from Castellina Fortress
9.6 out of 10, Exceptional, (112)
"Beautiful relaxing property. We wish we had more time to stay. "
United States
Wendi
$90 nightly
The price is $103
Dec 9 - Dec 10
Total with taxes and fees
Hotel Colle Etrusco Salivolpi

Agriturismo La Ferrozzola

0.3 mi from Castellina Fortress
9.4 out of 10, Exceptional, (9)
"Very nice agriturismo. "
United States
Ruth
$129 nightly
The price is $147
Dec 18 - Dec 19
Total with taxes and fees
Agriturismo La Ferrozzola

Albergo Il Colombaio

3.0 star property
0.3 mi 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
$136 nightly
The price is $154
Dec 23 - Dec 24
Total with taxes and fees
Albergo Il Colombaio

Casa Vacanze Squarcialupi

< 0.1 mi 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
$124 nightly
The price is $138
Jan 7 - Jan 8, 2026
Total with taxes and fees
Casa Vacanze Squarcialupi

Castello di Fonterutoli Wine Resort

2.5 mi from Castellina Fortress
9.4 out of 10, Exceptional, (198)
"Clean room, courteous staff, and good winery"
United States
Sangchun
$151 nightly
The price is $171
Dec 9 - Dec 10
Total with taxes and fees
Castello di Fonterutoli Wine Resort

Homelink Poggibonsi

7.6 mi from Castellina Fortress
6.0 out of 10, (11)
"We didn't get the e-mail with the codes to the doors. The wifi doesn't connect to the internet. Our room wasn't cleaned during our stay. The place lokks abandoned from the inside. The room wasclean when we arrived. The inside of the place looks nice. "
Denmark
Kaya
Homelink Poggibonsi

Hotel Palazzo San niccolò & Spa

4.0 star property
4.5 mi from Castellina Fortress
9.2 out of 10, Wonderful, (176)
"Ideal country setting"
Canada
Dee
$95 nightly
The price is $111
Dec 14 - Dec 15
Total with taxes and fees
Hotel Palazzo San niccolò & Spa

Palazzo Leopoldo Dimora Storica & Spa

4.0 star property
4.6 mi from Castellina Fortress
9.2 out of 10, Wonderful, (274)
"We loved it was easy to get to wineries or small towns we wanted to visit"
United States
Carol
$104 nightly
The price is $121
Dec 14 - Dec 15
Total with taxes and fees
Palazzo Leopoldo Dimora Storica & Spa

La Locanda di Pietracupa

4.9 mi from Castellina Fortress
9.4 out of 10, Exceptional, (35)
"Great place, wonderful restaurant"
Germany
Isabell
La Locanda di Pietracupa

La Pensione di Vignamaggio

5.4 mi from Castellina Fortress
9.6 out of 10, Exceptional, (117)
"A beautiful location, fantastic view, close to wineries, little shops and local restaurants. "
Canada
Rob
$126 nightly
The price is $139
Dec 15 - Dec 16
Total with taxes and fees
La Pensione di Vignamaggio

Hotel La Magione

6.6 mi from Castellina Fortress
6.0 out of 10, (3)
"La vista sulle colline è bella,le camere pulite e il personale accogliente "
Italy
Gerardo
$69 nightly
The price is $76
Dec 9 - Dec 10
Total with taxes and fees
Hotel La Magione

Castello di Volpaia

3.0 star property
5.7 mi 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
$264 nightly
The price is $296
Dec 10 - Dec 11
Total with taxes and fees
Castello di Volpaia

Fattoria Lornano Winery

5 mi from Castellina Fortress
8.0 out of 10, Very Good, (5)
"The staff were so friendly and polite to us during our stay. Such a gem of a place to stay and we are very happy we chose to stay there "
Canada
Tamara
Fattoria Lornano Winery

Hotel Villa San Giorgio

3.0 star property
6.1 mi from Castellina Fortress
9.0 out of 10, Wonderful, (105)
"Loved the breakfast amazing !!! Such a beautiful place woujd love to go in summer and lay by the pool "
Australia
Kylie
$54 nightly
The price is $60
Dec 21 - Dec 22
Total with taxes and fees
Hotel Villa San Giorgio

Antica Fonte Residenza di Siena

8.9 mi from Castellina Fortress
6.0 out of 10, (2)
"Not very good hosts. They don’t speak English and they don’t help accomodate guests for issues out of their control. I would stay away very poor customer service "
Australia
Geoffrey
$99 nightly
The price is $114
Dec 14 - Dec 15
Total with taxes and fees
Antica Fonte Residenza di Siena

Hotel Ristorante La Dama nella Vigna

6.4 mi from Castellina Fortress
9.4 out of 10, Exceptional, (32)
"Very nice staff and very nice place to stay."
United Kingdom
Ryan
$102 nightly
The price is $117
Jan 8 - Jan 9, 2026
Total with taxes and fees
Hotel Ristorante La Dama nella Vigna

Villa San Lucchese

4.0 star property
7 mi from Castellina Fortress
9.4 out of 10, Exceptional, (335)
"The staff was so kind and helpful. The food and setting of Villa San Lucchese are wonderful."
United States
Julie
$112 nightly
The price is $123
Dec 9 - Dec 10
Total with taxes and fees
Villa San Lucchese

L' Eroico

7.4 mi 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
$140 nightly
The price is $164
Jan 7 - Jan 8, 2026
Total with taxes and fees
L' Eroico

B&B Poggiobonizio

6.9 mi 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

Palazzo Piccolomini

10.6 mi from Castellina Fortress
6.0 out of 10, (1)
"Großzügige Unterkunft, tolle Lage, leider aber lieblos gestaltet. Türgriffe defekt, Beleuchtung (Helligkeit) naja, Badewanne mit Duschvorhang (geeignet für die Produktion eines Badesees :/ )….. aber im Großen und Ganzen ok"
Germany
Frank
$171 nightly
The price is $193
Dec 14 - Dec 15
Total with taxes and fees
Palazzo Piccolomini
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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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 62 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 62 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, Montecalvario, and Walls of Monteriggioni. 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.