Find hotels in Gaiole in Chianti from 1.464.100 ₫

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
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

This weekend
Next weekend

Filter by

Guest rating
Guest rating
Star rating

Top 10 Gaiole in Chianti hotels and places to stay

Castello di Meleto

Gaiole in Chianti
8.8 out of 10, Excellent, (89)
"Super clean.. walked in can smell how clean it was. Beautiful location only down side restaurant was close and it was very difficult finding food around on a Monday afternoon. Wine tour is a must had a great time small group but wonderful people.. "
United States
Michelle
Castello di Meleto

Borgo Casa al Vento

Gaiole in Chianti
8.6 out of 10, Excellent, (38)
"Cute secluded property l!"
United States
Courtney
The price is 4.108.520 ₫
4.764.923 ₫ total
includes taxes & fees
15 Dec - 16 Dec
Borgo Casa al Vento

Brolio Agriroom

Gaiole in Chianti
8.8 out of 10, Excellent, (10)
"Ricasoli is stunning, and nice place to stay nearby"
United States
Arturo
Brolio Agriroom

L' Eroico

Gaiole in Chianti
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

Rocca di Castagnoli

Gaiole in Chianti
9.2 out of 10, Wonderful, (28)
"It was wonderful to stay in a castle in Tuscany no less Every person we met was attentive and kind We were staying near friends and didn’t hang around the grounds much or use the pool but everything seemed well kept It’s really a place to retreat to eat at and sleep at which served our purpose well "
Canada
Shingo
The price is 6.278.439 ₫
7.151.680 ₫ total
includes taxes & fees
1 Jan - 2 Jan 2026
Rocca di Castagnoli

Agriturismo Crocino in Chianti

Gaiole in Chianti
9.0 out of 10, Wonderful, (2)
"Eines der herzlichsten Hotels, welches wir auf unserer Reise besucht haben."
Switzerland
Cornelia
The price is 4.185.533 ₫
4.849.638 ₫ total
includes taxes & fees
9 Dec - 10 Dec
Agriturismo Crocino in Chianti

Hotel Borgo di Cortefreda Relais

4.0 star property
Barberino Tavarnelle
9.4 out of 10, Exceptional, (478)
"The views were spectacular and the grounds were so peaceful"
United States
Michelle
The price is 2.511.320 ₫
2.946.615 ₫ total
includes taxes & fees
6 Jan - 7 Jan 2026
Hotel Borgo di Cortefreda Relais

Hotel Minerva

4.0 star property
Arezzo
8.8 out of 10, Excellent, (554)
"Great "
United States
PADAM MIKE
The price is 2.622.934 ₫
3.069.391 ₫ total
includes taxes & fees
21 Dec - 22 Dec
Hotel Minerva

COMO Castello Del Nero

5.0 star property
Barberino Tavarnelle
9.6 out of 10, Exceptional, (132)
"Wonderful stay. 5-stars across the board if you’re looking for disconnecting and relaxing in the rolling hills of the Tuscan countryside. Easy day/dinner trips to Florence or Siena (rental car). "
United States
Matthew
The price is 22.024.276 ₫
24.472.255 ₫ total
includes taxes & fees
14 Dec - 15 Dec
COMO Castello Del Nero

Hotel Mulino di Firenze, WorldHotels Crafted

4.0 star property
Florence
9.6 out of 10, Exceptional, (658)
"Food was awesome; Staff was top shelf and very professional "
United States
Jeffrey
The price is 3.488.223 ₫
4.266.760 ₫ total
includes taxes & fees
12 Dec - 13 Dec
Hotel Mulino di Firenze, WorldHotels Crafted

La Certosa di Pontignano

Castelnuovo Berardenga
9.6 out of 10, Exceptional, (502)
"Excellent place to stay even for the next time. "
Canada
Xuejie
The price is 2.109.286 ₫
2.442.929 ₫ total
includes taxes & fees
9 Dec - 10 Dec
La Certosa di Pontignano

Villa Olmi Firenze

4.0 star property
Bagno a Ripoli
9.4 out of 10, Exceptional, (754)
"Amazing rooms and the breakfast buffet is unbelievable so many choices you won't be disappointed."
United States
michelle
The price is 3.867.433 ₫
4.254.177 ₫ total
includes taxes & fees
13 Dec - 14 Dec
Villa Olmi Firenze

Hu Firenze Camping In Town

Florence
8.8 out of 10, Excellent, (1610)
"It was a grt place to stay"
United States
Sunitha
Hu Firenze Camping In Town

B&B Hotel Arezzo

3.0 star property
Arezzo
8.4 out of 10, Very good, (351)
"Nice hotel. Well located near Arezzo. "
Canada
Anthony
The price is 2.025.798 ₫
2.412.541 ₫ total
includes taxes & fees
14 Dec - 15 Dec
B&B Hotel Arezzo

Hotel Arezzo ASC

1.0 star property
Arezzo
9.2 out of 10, Wonderful, (80)
"The room was very clean and the staff was very friendly! The hotel had great parking. Easy access to all sides of town. The restaurant was excellent also. Our only complaint was the beds. They were very uncomfortable. "
United States
Stephanie
Hotel Arezzo ASC

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
The price is 3.992.998 ₫
4.515.074 ₫ total
includes taxes & fees
9 Dec - 10 Dec
Castello di Fonterutoli Wine Resort

Hotel Palazzo San Lorenzo & SPA

4.0 star property
Colle di Val d'Elsa
9.4 out of 10, Exceptional, (432)
"Beautiful hotel and spa. Excellent amenities and modern luxuries. "
United States
George
Hotel Palazzo San Lorenzo & SPA

Palazzo Ravizza

4.0 star property
Siena Historical Center
9.4 out of 10, Exceptional, (745)
"We enjoyed our stay here."
United States
LAURIA
The price is 2.611.773 ₫
2.965.032 ₫ total
includes taxes & fees
9 Dec - 10 Dec
Palazzo Ravizza

Italiana Hotels Florence

4.0 star property
Florence
7.6 out of 10, Good, (1000)
"Room was not clean at all especially the bed sheets and the comforter was really dirty. "
Canada
Gurpreet
Italiana Hotels Florence

A Point Arezzo Park Hotel

4.0 star property
Arezzo
7.6 out of 10, Good, (154)
"The room was in quite poor condition. There was only lukewarm water, the heating was noisy, the tv didn’t work, the lights over the bed flashed and the toilet seat was loose. It was a very stylish hotel but it just needs some maintenance. The breakfast was very good and the bed was comfortable "
United Kingdom
Zena
The price is 2.223.113 ₫
2.629.587 ₫ total
includes taxes & fees
2 Jan - 3 Jan 2026
A Point Arezzo Park Hotel
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.
Save an average of 15% on thousands of hotels when you're signed in

Stay near popular Gaiole in Chianti attractions

Learn more about Gaiole in Chianti

Medieval stone buildings house family-run wine shops where you can taste Chianti Classico from surrounding vineyards. Join locals at Piazza Ricasoli's cafés before exploring L'Eroica cycling route that winds through nearby hilltop villages.

View over the hills from the Brolio Castle

Top Gaiole in Chianti Hotel Reviews

More cheap stays in Gaiole in Chianti

Hotels in Gaiole in Chianti with star rating

Frequently asked questions

What's the seasonal weather in Gaiole in Chianti?
The hottest months are usually August and July, with an average temperature of 22°C, while the coldest months are January and February, with an average of 6°C. Average annual precipitation for Gaiole in Chianti is 935 mm.

Explore a world of travel with Expedia