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Compare 8,767 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

La Certosa di Pontignano
Explore historic corridors with arches and columns, leading to a doorway with a sign above.

La Certosa di Pontignano

9.4 out of 10, Exceptional, (443)
"Just what I needed. So relaxing and peaceful, staff were very friendly. Breakfast on the terrace was amazing, I could have stayed there all day sipping on cappuccinos! "
The price is NT$2,228
NT$2,589 total
includes taxes & fees
Jul 27 - Jul 28
La Certosa di Pontignano
Castello Vicchiomaggio
Relax by the serene pool surrounded by lush greenery and a picturesque hillside view.

Castello Vicchiomaggio

9.4 out of 10, Exceptional, (351)
"This property is gorgeous! The grounds are beautiful. The restaurant was excellent! "
The price is NT$6,175
NT$6,793 total
includes taxes & fees
Aug 7 - Aug 8
Castello Vicchiomaggio
Hotel Il Piccolo Castello
Guests can unwind on a bench in a room with a unique mosaic tile design and sloped ceiling.

Hotel Il Piccolo Castello

4.0 star property
8.6 out of 10, Excellent, (326)
"This stay was perfect. Location was out and alone but the property was safe and comfortable. Clean pool, nice breakfast and luxurious rooms. I would go back again in a minute! We all loved our stay here."
Hotel Il Piccolo Castello
Agriturismo San Sano
Relax by the serene pool surrounded by lush greenery and a shaded patio area.

Agriturismo San Sano

3.0 star property
10.0 out of 10, Exceptional, (60)
"Enjoyed the location. Beautiful small village. Staff were so friendly and welcoming."
Agriturismo San Sano
Castello di Tornano Wine Resort
Experience the charm of a traditional building with a balcony and ornate balustrades, set amidst lush green surroundings.

Castello di Tornano Wine Resort

9.0 out of 10, Wonderful, (87)
"Loved our stay here! It was so pretty and the staff was amazing! "
Castello di Tornano Wine Resort
L' Eroico
Relax on the balcony with a view of the surrounding greenery.

L' Eroico

10.0 out of 10, Exceptional, (11)
"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."
L' Eroico
Borgo Casa al Vento
Relax in a tranquil outdoor space surrounded by lush greenery and a traditional stone building.

Borgo Casa al Vento

8.6 out of 10, Excellent, (38)
"Cute secluded property l!"
The price is NT$6,163
NT$7,056 total
includes taxes & fees
Jul 28 - Jul 29
Borgo Casa al Vento
Ultimo Mulino Wellness Country Hotel
Outdoor dining area with tables and chairs, surrounded by potted plants and a stone bench.

Ultimo Mulino Wellness Country Hotel

4.0 star property
8.6 out of 10, Excellent, (129)
"Nice place to stop in this area "
Ultimo Mulino Wellness Country Hotel
Brolio Agriroom
Experience the charm of a historic building with a central tower, surrounded by a well-manicured lawn and paved pathway.

Brolio Agriroom

8.8 out of 10, Excellent, (10)
"Ricasoli is stunning, and nice place to stay nearby"
Brolio Agriroom
Borgo Le Noci Chianti Retreat & Pool
Relax by the pool surrounded by rolling hills and a serene landscape.

Borgo Le Noci Chianti Retreat & Pool

10.0 out of 10, Exceptional, (1)
"We loved our stay here. The views are beautiful and staff is very accommodating. They even opened the restaurant early to accommodate for our young daughter. The restaurant was also amazing! Thank you very much for having us"
The price is NT$8,337
NT$9,309 total
includes taxes & fees
Aug 24 - Aug 25
Borgo Le Noci Chianti Retreat & Pool
Castello di Spaltenna- Small Luxury Hotels of the World
Relax by the serene pool surrounded by lush trees and a stone deck.

Castello di Spaltenna- Small Luxury Hotels of the World

5.0 star property
9.6 out of 10, Exceptional, (238)
"Amazing place and amazing staff. We had the Most relaxing time. Loved the place and we are coming back for sure. "
Castello di Spaltenna- Small Luxury Hotels of the World
Boutique Relais Villa Sofia
Relax in a stylish room with a large bed, wooden vanity, and comfortable seating area.

Boutique Relais Villa Sofia

10.0 out of 10, Exceptional, (1)
"Localização boa. Mary uma excelente anfitriã. Banheira de hidromassagem mágica, muito boa mesmo. "
The price is NT$3,949
NT$4,620 total
includes taxes & fees
Aug 5 - Aug 6
Boutique Relais Villa Sofia
Hotel Le Pozze Di Lecchi
Relax by the pool surrounded by lush greenery and rolling hills.

Hotel Le Pozze Di Lecchi

4.0 star property
9.4 out of 10, Exceptional, (59)
"Beautiful little hotel in a stunning location. "
The price is NT$4,968
NT$5,741 total
includes taxes & fees
Aug 3 - Aug 4
Hotel Le Pozze Di Lecchi
Castello di Meleto
Surrounded by lush greenery and historic architecture, this hotel offers a serene escape with a poolside area.

Castello di Meleto

8.6 out of 10, Excellent, (83)
"Very beautiful and nice property with stunning views. One of the best experiences in my life! Breakfast is amazing. "
Castello di Meleto
Borgo Argenina
Panoramic Apartment, 2 Bedrooms, Balcony, Hill View | Terrace/patio

Borgo Argenina

9.8 out of 10, Exceptional, (21)
"It is an amazing location nested among wineries and rolling hills. If you like a quiet and sophisticated location this is your ideal place. You will need a car to move around but, you will be rewarded by the view and the opportunities for wine tastings and small villages visits. "
Borgo Argenina
Badia a Coltibuono
Stroll through the meticulously maintained garden, surrounded by lush greenery and traditional stone architecture.

Badia a Coltibuono

9.6 out of 10, Exceptional, (39)
"It was truly remarkable! Like a fairy tale!"
The price is NT$5,968
NT$6,840 total
includes taxes & fees
Aug 5 - Aug 6
Badia a Coltibuono
B&B Borgolecchi
Italian cuisine

B&B Borgolecchi

The price is NT$5,642
NT$7,343 total
includes taxes & fees
Aug 4 - Aug 5
B&B Borgolecchi
Villa Castiglione
Stroll through a tranquil courtyard surrounded by a historic tower and lush greenery.

Villa Castiglione

2.0 star property
8.6 out of 10, Excellent, (241)
"Unique stay at an old monastery. Friendly staff. "
The price is NT$3,199
NT$3,622 total
includes taxes & fees
Aug 4 - Aug 5
Villa Castiglione
Villa Scacciapensieri Boutique Hotel
Surrounded by lush greenery and mature trees, this serene pool area offers a tranquil escape.

Villa Scacciapensieri Boutique Hotel

4.0 star property
9.2 out of 10, Wonderful, (400)
"Staff working long days to ensure great guest experience and always positive. Made us feel very welcome staying there. "
Villa Scacciapensieri Boutique Hotel
Torre a Cona Wine Estate
Relax by the serene pool surrounded by a lush garden and breathtaking mountain views.

Torre a Cona Wine Estate

9.6 out of 10, Exceptional, (79)
"The pool area and views were amazing. Also the food was excellent and the ambiance and experience was mesmerizing. We will travel to this location again!!"
Torre a Cona Wine Estate
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.

Great weekend hotel deals in Gaiole in Chianti

Showing deals for:Aug 1 - Aug 3

Image gallery for Agriturismo San Sano

Outdoor pool

Agriturismo San Sano

3.0 star property
Gaiole in Chianti
10/10Exceptional (60 reviews)
10% off
Price is NT$6,175
NT$13,860 total
includes taxes & fees
Agriturismo San Sano
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Learn more about Gaiole in Chianti

Get away to secluded Gaiole in Chianti! Enjoy the spas, wineries, and countryside.

See all hotels in Gaiole in Chianti
San Polo in Rosso, Gaiole in Chianti, Province of Siena, Tuscany, Italy
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by
LigaDue
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CC BY-SA
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Open Photo by LigaDue (CC BY-SA) / Cropped from original

Top Gaiole in Chianti Hotel Reviews

La Certosa di Pontignano

La Certosa di Pontignano

10/10 Excellent
"Our stay at La Certosa di Pontignano was a truly memorable experience. The historic charm of the property combined with the serene Tuscan landscape creates a magical and peaceful atmosphere that’s hard to match. The rooms were comfortable, the grounds beautifully maintained, and the staff welcoming and attentive. While we did encounter a small issue during our stay, it was addressed promptly and resolved to our complete satisfaction, which we greatly appreciated. The overall experience far outweighed this minor hiccup. The historical significance of the location adds a special depth to the visit—walking through centuries-old cloisters and gardens while enjoying the beauty of Tuscany is something we won’t forget. We would gladly return and highly recommend it to anyone looking for a unique and tranquil retreat."
Francisco 2-night trip
Posted 1 day ago
La Certosa di Pontignano

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 Badia a Coltibuono 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?

Il Palazzetto: This vacation home rental outside of Gaiole in Chianti is located in a rural location and has a balcony, a terrace, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a full-sized fridge, a stovetop, and an espresso maker. Make the most of the garden in this rental home to help you unwind. 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 budget-friendly hotel in Gaiole in Chianti?

Based on reviews, Castello di Spaltenna is a popular hotel for our travelers who want a more economical choice, and features free buffet breakfast and free WiFi. View all budget hotels in Gaiole in Chianti.

What's the best place to stay for a family vacation in Gaiole in Chianti?

Hotel Le Pozze Di Lecchi 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 Ultimo Mulino Wellness Country Hotel and Agriturismo San Sano. 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?

Hotel Le Pozze Di Lecchi 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 Ultimo Mulino Wellness Country Hotel. 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's the best high-end hotel in Gaiole in Chianti?

Castello di Spaltenna is a 5-star hotel with 2 restaurants and a full-service spa, and it's a popular choice for Expedia travelers looking for a pampering stay. Find more luxury hotels in Gaiole in Chianti.

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 Hotel Le Pozze Di Lecchi and Ultimo Mulino Wellness Country Hotel. 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 293 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 Church of San Sigismondo. 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.