A stone castle with battlements overlooking a lush valley with vineyards.

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Check prices for these dates

Tonight
11 Aug - 12 Aug
Tomorrow
12 Aug - 13 Aug
This weekend
14 Aug - 16 Aug
Next weekend
21 Aug - 23 Aug

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Our top choices for Gaiole in Chianti hotels

Hotel
Breakfast included
Reserve now, pay later
Farm
Pool

1. Castello di Spaltenna- Small Luxury Hotels of the World

Castello di Spaltenna- Small Luxury Hotels of the World
Gaiole in Chianti
United States
Rama
SAR 1,490
SAR 1,682 total
includes taxes & fees
16 Aug - 17 Aug
Castello di Spaltenna- Small Luxury Hotels of the World

2. Castello di Meleto

Castello di Meleto
Gaiole in Chianti
Canada
Vinesh
SAR 871
SAR 993 total
includes taxes & fees
24 Aug - 25 Aug
Castello di Meleto

3. Ultimo Mulino Wellness Country Hotel

Ultimo Mulino Wellness Country Hotel
Gaiole in Chianti
United States
Hannah
SAR 563
SAR 654 total
includes taxes & fees
1 Sep - 2 Sep
Ultimo Mulino Wellness Country Hotel

4. Castello di Tornano Wine Resort

Castello di Tornano Wine Resort
Gaiole in Chianti
United States
Austin
SAR 838
SAR 956 total
includes taxes & fees
25 Aug - 26 Aug
Castello di Tornano Wine Resort

5. Agriturismo San Sano

Agriturismo San Sano
Gaiole in Chianti
United States
Paula
SAR 526
SAR 596 total
includes taxes & fees
4 Sep - 5 Sep
Agriturismo San Sano

6. L' Eroico

L' Eroico
Gaiole in Chianti
United States
Angela
SAR 566
SAR 657 total
includes taxes & fees
24 Aug - 25 Aug
L' Eroico

7. Badia a Coltibuono

Badia a Coltibuono
Gaiole in Chianti
United States
Thomas
SAR 741
SAR 850 total
includes taxes & fees
14 Aug - 15 Aug
Badia a Coltibuono

8. Borgo Casa al Vento

Borgo Casa al Vento
Gaiole in Chianti
United States
Courtney
SAR 787
SAR 900 total
includes taxes & fees
16 Aug - 17 Aug
Borgo Casa al Vento

9. Podere L'Aquila

Podere L'Aquila
Gaiole in Chianti
SAR 638
SAR 1,773 total
includes taxes & fees
31 Aug - 1 Sep
Podere L'Aquila

10. Brolio Agriroom

Brolio Agriroom
Gaiole in Chianti
United States
Arturo
SAR 494
SAR 578 total
includes taxes & fees
13 Aug - 14 Aug
Brolio Agriroom

11. Borgo Argenina

Borgo Argenina
Gaiole in Chianti
Canada
Sabatino
SAR 1,093
SAR 1,237 total
includes taxes & fees
12 Aug - 13 Aug
Borgo Argenina

12. B&B Borgolecchi

B&B Borgolecchi
Gaiole in Chianti
SAR 698
SAR 802 total
includes taxes & fees
14 Aug - 15 Aug
B&B Borgolecchi

13. Borgo Le Noci Chianti Retreat & Pool

Borgo Le Noci Chianti Retreat & Pool
Gaiole in Chianti
Sweden
Sofia
SAR 820
SAR 937 total
includes taxes & fees
31 Aug - 1 Sep
Borgo Le Noci Chianti Retreat & Pool

14. Agriturismo Crocino in Chianti

Agriturismo Crocino in Chianti
Gaiole in Chianti
Switzerland
Cornelia
SAR 550
SAR 640 total
includes taxes & fees
16 Aug - 17 Aug
Agriturismo Crocino in Chianti

15. Palazzo Leopoldo Dimora Storica & Spa

Palazzo Leopoldo Dimora Storica & Spa
Radda in Chianti
United States
Lin
SAR 584
SAR 669 total
includes taxes & fees
23 Aug - 24 Aug
Palazzo Leopoldo Dimora Storica & Spa

16. Hotel Palazzo San niccolò & Spa

Hotel Palazzo San niccolò & Spa
Radda in Chianti
United States
gary
SAR 451
SAR 522 total
includes taxes & fees
23 Aug - 24 Aug
Hotel Palazzo San niccolò & Spa

17. Relais Vignale & Spa

Relais Vignale & Spa
Radda in Chianti
Canada
tera
SAR 724
SAR 930 total
includes taxes & fees
21 Aug - 22 Aug
Relais Vignale & Spa

18. Chapter Chianti, a Member of Design Hotels

Chapter Chianti, a Member of Design Hotels
Cavriglia
United Kingdom
Samay
SAR 1,474
SAR 1,647 total
includes taxes & fees
13 Aug - 14 Aug
Chapter Chianti, a Member of Design Hotels

19. Dievole Wine Resort

Dievole Wine Resort
Castelnuovo Berardenga
United States
Rory
SAR 1,229
SAR 1,387 total
includes taxes & fees
25 Aug - 26 Aug
Dievole Wine Resort

20. Borgo San Felice Resort

Borgo San Felice Resort
Castelnuovo Berardenga
Canada
Cynthia
SAR 2,571
SAR 2,871 total
includes taxes & fees
18 Aug - 19 Aug
Borgo San Felice Resort
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Stay near popular Gaiole in Chianti attractions

Castle of Brolio

9.2/10 (44 reviews)
This ancestral seat of the Ricasoli family since 1141 stands as Italy's oldest winery, pivotal in Chianti Classico's development. Stroll through formal gardens before sampling estate wines in historic cellars.
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Meleto Castle

8.6/10 (10 reviews)
This 11th-century Tuscan fortress houses an unexpected 18th-century theater among its medieval walls. Tour the historic wine cellars and conclude with a tasting of the estate's renowned Chianti Classico wines.
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Badia a Coltibuono

9.6/10 (12 reviews)
This 11th-century abbey turned winery showcases Tuscan history through frescoed rooms and gardens. Sample organic Chianti Classico wines and savor traditional cuisine made with estate-grown ingredients.
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Cantalici Winery

10.0/10 (1 review)
This 16th-century Tuscan estate crafts organic Chianti Classico using traditional methods. Tour the historic cellars before savoring wine and olive oil tastings with the Cantalici brothers.
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Gaiole in Chianti Stadium

This local sports venue serves as the athletic heart of Gaiole in Chianti. Visitors can catch regional football matches while experiencing authentic Italian community spirit.
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Medieval Tower of Barbischio

8.0/10 (1 review)
This medieval watchtower once guarded Chianti's rolling hills as part of Florence's defensive network. Explore the ancient walls and savor panoramic countryside views from its strategic hilltop position.
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Castello di Meleto Cantina

This 11th-century castle invites you to explore noble rooms, ancient cellars, and an 18th-century theater. Conclude your visit with a guided tasting of their renowned Chianti Classico wines in the atmospheric enoteca.
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PoggioBrandani

This Tuscan winery showcases Chianti's rich heritage through exceptional wines and olive oils. Enjoy a guided tasting paired with local delicacies after touring the winemaking museum.
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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.

See all hotels in Gaiole in Chianti
A stone castle with battlements overlooking a lush valley with vineyards.

Top Gaiole in Chianti Hotel Reviews

Hotel Mulino di Firenze, WorldHotels Crafted

Hotel Mulino di Firenze, WorldHotels Crafted

10/10 Excellent
"Great hotel, around 20 mins drive from Florence so not too far but bear in mind if you’re driving there is a restricted zone. The property is an old mill from the 1300s with a beautiful view over the River Arno. Staff was very friendly and breakfast was very nice - although it’s certainly nothing particularly exceptional, just an ok buffet spread with the usual. The rooms are nice but a little dated (however it’s a really really old building, so some might find this part of the charm). Overall would go back and recommend."
Michael 4-night trip
Posted 2 days ago
Hotel Mulino di Firenze, WorldHotels Crafted
Hotel Athena

Hotel Athena

10/10 Excellent
"Wonderful hotel in great location just a short walk from the centre but quiet and peaceful in the evening. Fabulous helpful staff. Breakfast always fresh and lots of choice. We used the terrace restaurant once and it was fabulous - what amazing views! Highly recommended for a short or longer stay"
Richard 7-night trip
Posted 5 days ago
Hotel Athena
 "Villa Torre in Chianti"  Vrbo Vacation Rental of the Year 2026- 8 bedrooms A/C

"Villa Torre in Chianti" Vrbo Vacation Rental of the Year 2026- 8 bedrooms A/C

10/10 Excellent
"Our family of 18 stayed at the Villa this July (2026) and could not have been more pleased with everything associated with our stay. Jacopo and Beatrice truly are first class hosts. They helped us book 3 vehicles that were dropped off and picked up directly at the Villa which was a great time saver. They also provided a grocery shopping service so that we had drinks and snacks at the villa when we arrived.The meal service was truly fantastic! We opted for the Welcome dinner and the Florentine BBQ, both of which were great. We visited a lot of places while in Italy but the family dinners at sunset were among our favorites.The Villa was beautiful and spacious. The grandkids really enjoyed the open spaces and the pool. The views from the back deck of the surrounding Tuscan countryside were also very special. We even got to see hot air balloons on a few occasions. The relative close proximity to Firenze was also clutch for day trips on high-speed trains. There is a good reason why this Villa won the VRBO Vacation Rental of the Year. You simply cannot go wrong here. I am very thankful for the memories that will last a lifetime and role this villa and the hosts played in making that happen!"
Dennis K. 7-night trip
Posted 5 days ago
"Villa Torre in Chianti" Vrbo Vacation Rental of the Year 2026- 8 bedrooms A/C
Borgo Scopeto Wine & Country Relais

Borgo Scopeto Wine & Country Relais

10/10 Excellent
"We spent a wonderful week at Borgo Scopeto and thoroughly enjoyed every minute. It has everything you'd hope for from a luxury Tuscan retreat: beautiful historic buildings, immaculately kept grounds, and a peaceful atmosphere full of character. The staff were warm, attentive and genuinely welcoming without ever feeling intrusive, and the food was consistently excellent. One of the biggest advantages is its location. Siena is only a short drive away - you can even see the city's campanile while having breakfast - so it was easy to combine days by the pool with exploring one of Tuscany's most beautiful cities (and, inevitably, a bit of shopping to keep our teenage daughter happy). A fantastic place to stay, and one we'd happily recommend."
Nicholas 7-night trip
Posted 6 days ago
Borgo Scopeto Wine & Country Relais
Castello di Spaltenna- Small Luxury Hotels of the World

Castello di Spaltenna- Small Luxury Hotels of the World

10/10 Excellent
"Just an amazing overall experience, super welcoming and hospitable staff. Vacationing in an estate that is 1100 years old makes it even more memorable. Thank you Spaltena"
Ashley 2-night trip
Posted 7 days ago
Castello di Spaltenna- Small Luxury Hotels of the World
Castello di Tornano Wine Resort

Castello di Tornano Wine Resort

10/10 Excellent
"Beautiful one of a kind property. Great attentive staff all meals available. Clean and quiet."
Richard 2-night trip
Posted 7 days ago
Castello di Tornano Wine Resort
La Certosa di Pontignano

La Certosa di Pontignano

10/10 Excellent
"Great property with unique setting being an old monastery. We thought we had booked a room with A/C but there wasn’t. They moved us to a room with A/C at no additional cost."
Frederic 4-night trip
Posted 7 days ago
La Certosa di Pontignano
Villa Olmi Firenze

Villa Olmi Firenze

10/10 Excellent
"Great breakfast, lovely hotel, a perfect sanctuary to relax and dip in and out of Florence"
kenya 2-night trip
Posted 8 days ago
Villa Olmi Firenze
Castello di Leonina Relais

Castello di Leonina Relais

8/10 Good
"The view from the dining area was perfect. The included breakfast was amazing and the complimentary ebike rentals were perfect to get around outside of the hotel to catch more amazing views! The food at dinner was perfect. The only thing that was lacking was the bathroom showers. Ours was leaking. Other than that it was a perfect stay."
Anthony 2-night trip
Posted 1 month ago
Castello di Leonina Relais

More cheap stays in Gaiole in Chianti

Cannon d'Oro

Cannon d'Oro

Via Montanini 28 Siena SI
SAR 360
SAR 417 total
18 Aug - 19 Aug
includes taxes & fees
7.8/10 Good! (258 reviews)
Cannon d'Oro
Piccolo Hotel Etruria

Piccolo Hotel Etruria

Via delle Donzelle, 3 Siena SI
SAR 364
SAR 422 total
19 Aug - 20 Aug
includes taxes & fees
Piccolo Hotel Etruria
Albergo Centrale

Albergo Centrale

Via Cecco Angiolieri 26 Siena SI
SAR 367
SAR 425 total
18 Aug - 19 Aug
includes taxes & fees
8.8/10 Excellent! (104 reviews)
Albergo Centrale
Torre del Fuggisole

Torre del Fuggisole

Via di Fieravecchia 7 Siena SI
SAR 398
SAR 460 total
22 Aug - 23 Aug
includes taxes & fees
10/10 Exceptional! (48 reviews)
Torre del Fuggisole
Villa Castiglione

Villa Castiglione

Via Colle Ramole 20 Impruneta FI
SAR 476
SAR 537 total
25 Aug - 26 Aug
includes taxes & fees
8.6/10 Excellent! (276 reviews)
Villa Castiglione
Porta Pispini Residence

Porta Pispini Residence

Via Baldassarre Peruzzi 33 Siena SI
Get rates
9.4/10 Exceptional! (23 reviews)
Porta Pispini Residence

Frequently asked questions

Where is the best place to stay in Gaiole in Chianti?
Based on our traveler data, Castello di Spaltenna- Small Luxury Hotels of the World is one of the top choices for your stay. This hotel offers a full-service spa and 2 restaurants. Other good choices for your trip include Castello di Tornano Wine Resort and Ultimo Mulino Wellness Country Hotel. 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 an espresso 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 Agriturismo Crocino in Chianti. Attractions in the area like Borgo di Vescine - Tenute di Castelvecchi and Chianti Observatory are also fun for kids of all ages. Find more child-friendly accommodations in Gaiole in Chianti.
What's the best place to stay for a couple going to Gaiole in Chianti?
Ricavo lodge with heated pool and outdoor jacuzzi is a favorite lodge for couples, and features private pools and free breakfast. See all romantic hotels 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.
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 Agriturismo San Sano. 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 WiFi. 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 fitness center, tennis courts, a bar, and an indoor pool. 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 Casa al Vento. 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 275 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 Gaiole in Chianti Stadium and Castello di Meleto Cantina. 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.