Find pet-friendly hotels in Castellina in Chianti from $105

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Top Castellina in Chianti Pet-friendly Hotels

Restaurant
Borgo di Pietrafitta Relais

Borgo di Pietrafitta Relais

Castellina in Chianti
9.4 out of 10, Exceptional, (169)
"Wonderful setting."
United Kingdom
Simon
$91 nightly
The price is $105
Jan 4 - Jan 5, 2026
Total with taxes and fees
Borgo di Pietrafitta Relais
Breakfast, lunch, dinner served; Italian cuisine, garden views
Castello di Fonterutoli Wine Resort

Castello di Fonterutoli Wine Resort

Castellina in Chianti
9.4 out of 10, Exceptional, (198)
"Clean room, courteous staff, and good winery"
United States
Sangchun
$151 nightly
The price is $171
Dec 8 - Dec 9
Total with taxes and fees
Castello di Fonterutoli Wine Resort
Seasonal outdoor pool, open 9 AM to 8 PM, pool umbrellas, sun loungers
Residenzia del Sogno

Residenzia del Sogno

Castellina in Chianti
9.8 out of 10, Exceptional, (14)
"Beautiful and authentic place, lovely couple running the place that care about you and your stay. "
Canada
Katherine
$138 nightly
The price is $156
Jan 2 - Jan 3, 2026
Total with taxes and fees
Residenzia del Sogno
Seasonal outdoor pool
Agriturismo La Ferrozzola

Agriturismo La Ferrozzola

Castellina in Chianti
9.4 out of 10, Exceptional, (9)
"Very nice agriturismo. "
United States
Ruth
$129 nightly
The price is $147
Dec 14 - Dec 15
Total with taxes and fees
Agriturismo La Ferrozzola
Panoramic Apartment, Hill View (4) | Terrace/patio
Casa Vacanze Squarcialupi

Casa Vacanze Squarcialupi

Castellina in Chianti
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
$123 nightly
The price is $137
Jan 7 - Jan 8, 2026
Total with taxes and fees
Casa Vacanze Squarcialupi
Outdoor dining
Casa La Misura, garden and pool in the heart of Chianti

Casa La Misura, garden and pool in the heart of Chianti

Castellina in Chianti
10.0 out of 10, Exceptional, (2)
"What a beautiful stay in the enchanting Tuscan countryside! Every detail was attended to and we could not have felt more at home. We can only dream of returning sometime!"
United States
Jami B.
Casa La Misura, garden and pool in the heart of Chianti
Aerial view
Albergo Il Colombaio

Albergo Il Colombaio

3.0 star property
Castellina in Chianti
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 19 - Dec 20
Total with taxes and fees
Albergo Il Colombaio
Front of property
PODERE 1384

PODERE 1384

Castellina in Chianti
$572 nightly
The price is $636
Dec 10 - Dec 11
Total with taxes and fees
PODERE 1384
Fridge, oven, stovetop, coffee/tea maker
Apartment 'Poggio Della Capannina Di Castellina in Chianti' with Private Garden and Wi-Fi

Apartment 'Poggio Della Capannina Di Castellina in Chianti' with Private Garden and Wi-Fi

Castellina in Chianti
$128 nightly
The price is $132
Dec 8 - Dec 9
Total with taxes and fees
Apartment 'Poggio Della Capannina Di Castellina in Chianti' with Private Garden and Wi-Fi
Front of property
Il Malaspina

Il Malaspina

4.0 star property
Historic Centre of Florence
10.0 out of 10, Exceptional, (5)
"Everything was perfect, cleanliness is top notch, staff is super helpful and friendly, Yehia is such a professional and nice guy. The hotel is super cozy and very central location!"
United States
Nadine
$105 nightly
The price is $131
Dec 8 - Dec 9
Total with taxes and fees
Il Malaspina
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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Pet-friendly hotels in Castellina in Chianti with NO pet fees

Palazzo Squarcialupi

Palazzo Squarcialupi

Via Ferruccio 22 Castellina in Chianti SI
Get rates
9.8/10 Exceptional! (71 reviews)
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 in Chianti Hotel Reviews

Grand Hotel Cavour

Grand Hotel Cavour

10/10 Excellent
"Can't say enough amazing things about this hotel. Location is prime, staff was professional and courteous, breakfast service was superb, rooms were very clean and comfortable. Amazing experience overall. Will definitely be coming back."
Monica 3-night trip
Posted 2 days ago
Grand Hotel Cavour

Frequently asked questions

What's the best pet-friendly hotel in Castellina in Chianti?
Castello di Fonterutoli Wine Resort is a top B&B for people traveling with their pets, and offers a winery and a restaurant for its human guests. Other good choices to stay with your pet include Hotel Casafrassi Wine Resort and Borgo di Pietrafitta Relais.
How many pet-friendly hotels will I find in Castellina in Chianti?
Enjoy traveling with your furry pal at one of Expedia's 20 pet-friendly Castellina in Chianti hotels or accommodations.
What's the best time of year to travel to Castellina in Chianti with my pet?
When you travel with your pet, keeping track of the weather can help you make the trip more safe and fun for everyone. The hottest months are usually August and July with an average temp of 72°F, while the coldest months are January and February with an average of 44°F. Average annual precipitation for Castellina in Chianti is 37 inches.
What is there to see and do with your pet in Castellina in Chianti?
Known for its wineries, Castellina in Chianti has lots to offer visitors. See the local sights and visit City Hall Castellina In Chianti and Buondonno Winery. While you're there, make sure you don't miss Casa Vinicola Luigi Cecchi and Castellina Fortress.