Find Family Hotels in Castellina in Chianti from CA $139

Start date: Check-in selected.
End date: Check-out
    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

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

    Be picky

    Search almost a million properties worldwide

Check availability on Castellina in Chianti Family Hotels

Tonight
Sep 4 - Sep 5
Tomorrow
Sep 5 - Sep 6
This weekend
Sep 5 - Sep 7
Next weekend
Sep 12 - Sep 14

Top Castellina in Chianti Family Hotels

Our top choices for Castellina in Chianti family-friendly hotels

Wyndham Garden Florence
Bar (on property)

Wyndham Garden Florence

4.0 star property
8.6 out of 10, Excellent, (521)
"Very nice hotel"
The price is CA $152
CA $190 total
includes taxes & fees
Sep 7 - Sep 8
Wyndham Garden Florence
Hotel Le Pozze Di Lecchi
Outdoor pool

Hotel Le Pozze Di Lecchi

4.0 star property
9.4 out of 10, Exceptional, (60)
"Beautiful little hotel in a stunning location. "
The price is CA $180
CA $210 total
includes taxes & fees
Sep 14 - Sep 15
Hotel Le Pozze Di Lecchi
Borgo di Pietrafitta Relais
Game room

Borgo di Pietrafitta Relais

9.4 out of 10, Exceptional, (159)
" Amazing place for vacation "
The price is CA $139
CA $160 total
includes taxes & fees
Sep 28 - Sep 29
Borgo di Pietrafitta Relais
Villa I Barronci Resort & Spa
Sauna

Villa I Barronci Resort & Spa

4.0 star property
9.2 out of 10, Wonderful, (398)
"Beautiful hotel!"
The price is CA $221
CA $253 total
includes taxes & fees
Sep 8 - Sep 9
Villa I Barronci Resort & Spa
Belvedere di San Leonino
Outdoor pool

Belvedere di San Leonino

4.0 star property
9.6 out of 10, Exceptional, (175)
"A beautiful Hotel in the Tuscany hills, great scenery..great restaurant a true Tuscan winery experience...highly recommend."
The price is CA $252
CA $286 total
includes taxes & fees
Sep 30 - Oct 1
Belvedere di San Leonino
Riserva di Fizzano Residence
Outdoor pool, pool umbrellas, sun loungers

Riserva di Fizzano Residence

3.0 star property
9.8 out of 10, Exceptional, (20)
"We had 2 beautiful days here in Chianti. Lovely property with a very good restaurant. Stunning views over the vineyards and Tuscany hills. Close drive to interesting cites. And the wine.... love to come back, and can absolutely recomend a stay here."
The price is CA $300
CA $334 total
includes taxes & fees
Oct 3 - Oct 4
Riserva di Fizzano Residence
Villa with large garden in the Chianti hills
Outdoor dining

Villa with large garden in the Chianti hills

9.6 out of 10, Exceptional, (72)
"Our group enjoyed staying in this location. It was comfortable and a perfect central location for exploring Tuscany."
The price is CA $161
CA $190 total
includes taxes & fees
Sep 15 - Sep 16
Villa with large garden in the Chianti hills
La Misura, cottage with garden and swimming pool on the hills of Chianti
Outdoor dining

La Misura, cottage with garden and swimming pool on the hills of 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!"
La Misura, cottage with garden and swimming pool on the hills of Chianti
Hotel San Lino
Front of property

Hotel San Lino

4.0 star property
8.6 out of 10, Excellent, (217)
"Fantastic place! Our forth time at San Lino!"
The price is CA $151
CA $176 total
includes taxes & fees
Sep 26 - Sep 27
Hotel San Lino
Borgo Pignano Tuscany
Children's play area - outdoor

Borgo Pignano Tuscany

5.0 star property
10.0 out of 10, Exceptional, (85)
"Beautiful place with very attentive staff. Our favourite hotel on our trip in Tuscany. "
The price is CA $901
CA $1,000 total
includes taxes & fees
Sep 28 - Sep 29
Borgo Pignano Tuscany
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.

Family-friendly hotels with pools in Castellina in Chianti

Belvedere di San Leonino
Outdoor pool

Belvedere di San Leonino

4.0 star property
9.6 out of 10, Exceptional, (175)
The price is CA $252
CA $286 total
includes taxes & fees
Sep 30 - Oct 1
Belvedere di San Leonino

Family-friendly hotels with free breakfast in Castellina in Chianti

Belvedere di San Leonino
Outdoor pool

Belvedere di San Leonino

4.0 star property
9.6 out of 10, Exceptional, (175)
The price is CA $252
CA $286 total
includes taxes & fees
Sep 30 - Oct 1
Belvedere di San Leonino

4-star family-friendly hotels in Castellina in Chianti

Belvedere di San Leonino
Outdoor pool

Belvedere di San Leonino

4.0 star property
9.6 out of 10, Exceptional, (175)
The price is CA $252
CA $286 total
includes taxes & fees
Sep 30 - Oct 1
Belvedere di San Leonino
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.

Find out more about Castellina in Chianti

Find out more about Castellina in Chianti

Popular hotels great for families

Most favorite kid-friendly stays in Castellina in Chianti in 2025

Hotels with pools in Castellina in Chianti
Hotels with pools
Hotels with pools
Hotels with kitchenette in Castellina in Chianti
Hotels with kitchenette
Hotels with kitchenette

Top Castellina in Chianti Hotel Reviews

Explore a world of travel with Expedia

Explore a world of travel with Expedia