Find hotels in Gaiole in Chianti from ₩76,913

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

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Gaiole in Chianti hotels

Castello di Meleto

Gaiole in Chianti
8.8 out of 10, Excellent, (89)
"This Castle is AMAZING! Agatha and Victor so kind. I highly recommend this place. Wines are extremely wonderful. We really enjoy the staying."
United States
Karem
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 ₩228,832
₩265,392 total
includes taxes & fees
Dec 24 - Dec 25
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 ₩349,769
₩398,417 total
includes taxes & fees
Jan 1 - Jan 2, 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 ₩233,174
₩270,171 total
includes taxes & fees
Dec 11 - Dec 12
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 ₩138,505
₩162,616 total
includes taxes & fees
Jan 6 - Jan 7, 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 ₩146,122
₩170,994 total
includes taxes & fees
Dec 21 - Dec 22
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 ₩1,226,686
₩1,363,030 total
includes taxes & fees
Dec 17 - Dec 18
COMO Castello Del Nero

Hotel Mulino di Firenze, WorldHotels Crafted

4.0 star property
Florence
9.6 out of 10, Exceptional, (659)
"Food was awesome; Staff was top shelf and very professional "
United States
Jeffrey
The price is ₩194,284
₩237,646 total
includes taxes & fees
Jan 6 - Jan 7, 2026
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 ₩120,312
₩139,190 total
includes taxes & fees
Dec 11 - Dec 12
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 ₩215,404
₩236,945 total
includes taxes & fees
Dec 24 - Dec 25
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 ₩112,831
₩134,371 total
includes taxes & fees
Dec 14 - Dec 15
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, (199)
"Clean room, courteous staff, and good winery"
United States
Sangchun
The price is ₩222,448
₩251,533 total
includes taxes & fees
Dec 11 - Dec 12
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 ₩145,501
₩165,181 total
includes taxes & fees
Dec 11 - Dec 12
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 ₩115,707
₩137,535 total
includes taxes & fees
Jan 3 - Jan 4, 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

Frequently asked questions

Where is the best place to stay in Gaiole in Chianti?
Agriturismo San Sano is a favorite property for Expedia customers. This hotel offers a winery and free breakfast. Traveler reviews also recommend Cavarchino B&B and Castello di Tornano Wine Resort as top choices for your visit. See all available top hotels, or vacation rentals in Gaiole in Chianti.
What's the top vacation rental in Gaiole in Chianti?
Borgo Argiano: This vacation home rental outside of Gaiole in Chianti is located on a river and has a balcony, a terrace, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a coffee maker. You can relax into your vacation with a garden and a library. See all vacation rentals in Gaiole in Chianti.
If I need to cancel my hotel reservation in Gaiole in Chianti, will I receive a refund?
Yes! Most hotel bookings are fully refundable as long as you cancel before the hotel's cancellation deadline, which is often 24 or 48 hours before your arrival date. If you booked a non-refundable reservation, it may still be possible to cancel it and get a refund within a 24-hour period of booking. Filter your search by fully refundable to find flexible hotel deals in Gaiole in Chianti.
Where can I learn more about changing or cancelling my trip to Gaiole in Chianti?
For more information about changing or cancelling your trip to Gaiole in Chianti, head over to our customer service page.
What's the best place to stay for a family vacation in Gaiole in Chianti?
Ultimo Mulino Wellness Country Hotel is a hotel with an outdoor pool and a restaurant, and it's a top choice on Expedia for families. Other good options for your stay with the kids include Agriturismo San Sano and Hotel Le Pozze Di Lecchi. Attractions in the area like Borgo di Vescine - Tenute di Castelvecchi and Siena Circuit are also fun for kids of all ages. Find more child-friendly accommodations in Gaiole in Chianti.
What is the top LGBTQ-friendly accommodation in Gaiole in Chianti?
Castello di Tornano Wine Resort is one of the top choices for those in the LGBT community. Agriturismo Crocino in Chianti is another good option for your trip. See all available hotels listed as LGBTQ-friendly in Gaiole in Chianti.
What's the best pet-friendly accommodation in Gaiole in Chianti?
Ultimo Mulino Wellness Country Hotel is a top hotel for people traveling with their pets, and offers a full-service spa and a restaurant for its human guests. Other good choices to stay with your pet include Castello di Tornano Wine Resort and Borgo Le Noci Chianti Retreat & Pool. See more pet-friendly hotel accommodations in Gaiole in Chianti.
Where is the best hotel to stay near Castle of Brolio?
Adjacent to Castle of Brolio, Brolio Agriroom is one of the top choices for your stay based on our traveler data, and this B&B offers a winery and free breakfast. Another good choice is Podere Lucignano Secondo Agriturismo, located just 0.5 mi (0.8 km) away.
What about the best place to stay close to Meleto Castle?
One of the top choices for your stay is Castello di Meleto, located next to Meleto Castle, and this property offers a winery and a restaurant. Castello di Spaltenna and Hotel Le Pozze Di Lecchi are two other good choices within a few miles.
What are some accommodations with pools in Gaiole in Chianti?
Ultimo Mulino Wellness Country Hotel is a top hotel with an outdoor pool, a full-service spa, and free buffet breakfast. View all hotels with pools in Gaiole in Chianti.
What is the best spa hotel in Gaiole in Chianti?
Castello di Spaltenna- Small Luxury Hotels of the World is a top spa hotel featuring a vineyard, a fitness center, tennis courts, and a bar. Treat yourself to a facial, body scrub, or deep-tissue massage at La Pieve. Other popular spa hotels in Gaiole in Chianti include Ultimo Mulino Wellness Country Hotel and Borgo Le Noci Chianti Retreat & Pool. See all spa hotels in Gaiole in Chianti.
What's the best place to stay near Peretola Airport (FLR)?
Hotel Cosmopolitan is a popular 4-star hotel featuring free WiFi and a bar. It's located a short 0.7 mi (1.2 km) from Peretola Airport. Other good choices close to the airport are Best Western Plus CHC Florence and Hotel Mirage.
What's it like to stay in Gaiole in Chianti?
Visitors to Gaiole in Chianti are sure to enjoy the spas and wineries. Tourists can also enjoy so much more including its monuments. In Gaiole in Chianti, there are 289 hotels and other accommodations to choose from. Find out more about Gaiole in Chianti.
What are the top places to visit in Gaiole in Chianti?
Landmarks like Meleto Castle, Badia a Coltibuono, and Castle of Brolio might be worth a visit. Wine tasting is a great activity, and Cantalici Winery is one place to visit. A couple of additional sights to add to your agenda are Medieval Tower of Barbischio and Gaiole in Chianti Stadium. Check out what more to see and do in Expedia's Gaiole in Chianti guide.
What's the seasonal weather like in Gaiole in Chianti?
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 Gaiole in Chianti is 37 inches.

Explore a world of travel with Expedia