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11 Aug - 12 AugTomorrow
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14 Aug - 16 AugNext weekend
21 Aug - 23 AugOur top choices for Gaiole in Chianti hotels




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




2. Castello di Meleto
Castello di MeletoGaiole in Chianti
Vinesh
SAR 871
SAR 993 total
includes taxes & fees
24 Aug - 25 Aug




3. Ultimo Mulino Wellness Country Hotel
Ultimo Mulino Wellness Country HotelGaiole in Chianti
Hannah
SAR 563
SAR 654 total
includes taxes & fees
1 Sep - 2 Sep




4. Castello di Tornano Wine Resort
Castello di Tornano Wine ResortGaiole in Chianti
Austin
SAR 838
SAR 956 total
includes taxes & fees
25 Aug - 26 Aug




5. Agriturismo San Sano
Agriturismo San SanoGaiole in Chianti
Paula
SAR 526
SAR 596 total
includes taxes & fees
4 Sep - 5 Sep




6. L' Eroico
L' EroicoGaiole in Chianti
Angela
SAR 566
SAR 657 total
includes taxes & fees
24 Aug - 25 Aug




7. Badia a Coltibuono
Badia a ColtibuonoGaiole in Chianti
Thomas
SAR 741
SAR 850 total
includes taxes & fees
14 Aug - 15 Aug




8. Borgo Casa al Vento
Borgo Casa al VentoGaiole in Chianti
Courtney
SAR 787
SAR 900 total
includes taxes & fees
16 Aug - 17 Aug




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




10. Brolio Agriroom
Brolio AgriroomGaiole in Chianti
Arturo
SAR 494
SAR 578 total
includes taxes & fees
13 Aug - 14 Aug




11. Borgo Argenina
Borgo ArgeninaGaiole in Chianti
Sabatino
SAR 1,093
SAR 1,237 total
includes taxes & fees
12 Aug - 13 Aug




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




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




14. Agriturismo Crocino in Chianti
Agriturismo Crocino in ChiantiGaiole in Chianti
Cornelia
SAR 550
SAR 640 total
includes taxes & fees
16 Aug - 17 Aug




15. Palazzo Leopoldo Dimora Storica & Spa
Palazzo Leopoldo Dimora Storica & SpaRadda in Chianti
Lin
SAR 584
SAR 669 total
includes taxes & fees
23 Aug - 24 Aug




16. Hotel Palazzo San niccolò & Spa
Hotel Palazzo San niccolò & SpaRadda in Chianti
gary
SAR 451
SAR 522 total
includes taxes & fees
23 Aug - 24 Aug




17. Relais Vignale & Spa
Relais Vignale & SpaRadda in Chianti
tera
SAR 724
SAR 930 total
includes taxes & fees
21 Aug - 22 Aug




18. Chapter Chianti, a Member of Design Hotels
Chapter Chianti, a Member of Design HotelsCavriglia
Samay
SAR 1,474
SAR 1,647 total
includes taxes & fees
13 Aug - 14 Aug




19. Dievole Wine Resort
Dievole Wine ResortCastelnuovo Berardenga
Rory
SAR 1,229
SAR 1,387 total
includes taxes & fees
25 Aug - 26 Aug




20. Borgo San Felice Resort
Borgo San Felice ResortCastelnuovo Berardenga
Cynthia
SAR 2,571
SAR 2,871 total
includes taxes & fees
18 Aug - 19 Aug
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.
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.
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.
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.
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.
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.
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.
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.
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
Top Gaiole in Chianti Hotel Reviews
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."
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"
"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!"
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."
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"
Castello di Tornano Wine Resort
10/10 Excellent
"Beautiful one of a kind property. Great attentive staff all meals available. Clean and quiet."
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."
Villa Olmi Firenze
10/10 Excellent
"Great breakfast, lovely hotel, a perfect sanctuary to relax and dip in and out of Florence"
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."
More cheap stays in Gaiole in Chianti

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)

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

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)

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)

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)

