Find hotels in Gaiole in Chianti from SAR 327
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24 Aug - 25 AugTomorrow
25 Aug - 26 AugThis weekend
28 Aug - 30 AugNext weekend
4 Sep - 6 SepOur 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 1,507
SAR 1,701 total
includes taxes & fees
25 Aug - 26 Aug
2. Castello di Meleto
Castello di MeletoGaiole in Chianti
Vinesh
SAR 881
SAR 1,004 total
includes taxes & fees
31 Aug - 1 Sep
3. Castello di Tornano Wine Resort
Castello di Tornano Wine ResortGaiole in Chianti
Austin
SAR 814
SAR 930 total
includes taxes & fees
25 Aug - 26 Aug
4. Ultimo Mulino Wellness Country Hotel
Ultimo Mulino Wellness Country HotelGaiole in Chianti
Hannah
SAR 566
SAR 658 total
includes taxes & fees
23 Sep - 24 Sep
5. Agriturismo San Sano
Agriturismo San SanoGaiole in Chianti
Paula
SAR 490
SAR 556 total
includes taxes & fees
24 Sep - 25 Sep
6. L' Eroico
L' EroicoGaiole in Chianti
Angela
SAR 560
SAR 651 total
includes taxes & fees
25 Aug - 26 Aug
7. Badia a Coltibuono
Badia a ColtibuonoGaiole in Chianti
Thomas
SAR 749
SAR 860 total
includes taxes & fees
25 Aug - 26 Aug
8. Borgo Casa al Vento
Borgo Casa al VentoGaiole in Chianti
Courtney
SAR 771
SAR 883 total
includes taxes & fees
25 Aug - 26 Aug
9. Podere L'Aquila
Podere L'AquilaGaiole in Chianti
SAR 646
SAR 1,793 total
includes taxes & fees
31 Aug - 1 Sep
10. Brolio Agriroom
Brolio AgriroomGaiole in Chianti
Arturo
SAR 489
SAR 573 total
includes taxes & fees
24 Sep - 25 Sep
11. Borgo Argenina
Borgo ArgeninaGaiole in Chianti
Sabatino
SAR 772
SAR 884 total
includes taxes & fees
25 Aug - 26 Aug
12. B&B Borgolecchi
B&B BorgolecchiGaiole in Chianti
SAR 727
SAR 834 total
includes taxes & fees
25 Aug - 26 Aug
13. Agriturismo Crocino in Chianti
Agriturismo Crocino in ChiantiGaiole in Chianti
Cornelia
SAR 544
SAR 633 total
includes taxes & fees
4 Sep - 5 Sep
14. Borgo Le Noci Chianti Retreat & Pool
Borgo Le Noci Chianti Retreat & PoolGaiole in Chianti
Sofia
SAR 788
SAR 902 total
includes taxes & fees
21 Sep - 22 Sep
15. Palazzo Leopoldo Dimora Storica & Spa
Palazzo Leopoldo Dimora Storica & SpaRadda in Chianti
Elizabeth
SAR 658
SAR 750 total
includes taxes & fees
25 Aug - 26 Aug
16. Hotel Palazzo San niccolò & Spa
Hotel Palazzo San niccolò & SpaRadda in Chianti
gary
SAR 518
SAR 596 total
includes taxes & fees
31 Aug - 1 Sep
17. Relais Vignale & Spa
Relais Vignale & SpaRadda in Chianti
Maaya
SAR 738
SAR 947 total
includes taxes & fees
31 Aug - 1 Sep
18. Chapter Chianti, a Member of Design Hotels
Chapter Chianti, a Member of Design HotelsCavriglia
Samay
SAR 1,491
SAR 1,666 total
includes taxes & fees
30 Aug - 31 Aug
19. Pieve Aldina - Relais & Châteaux
Pieve Aldina - Relais & ChâteauxRadda in Chianti
Matteo
SAR 2,357
SAR 2,628 total
includes taxes & fees
2 Sep - 3 Sep
20. Dievole Wine Resort
Dievole Wine ResortCastelnuovo Berardenga
Nicole
SAR 1,174
SAR 1,327 total
includes taxes & fees
25 Aug - 26 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.
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.
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.
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
Villa Casagrande Resort & SPA
10/10 Excellent
"Incredible property, steeped in history. The rooms are beautifully traditional and the staff incredibly friendly. A beautiful place to unwind for a few days in Tuscany! We would re-book in a heartbeat."
Grand Hotel Continental Siena – Starhotels Collezione
10/10 Excellent
"Everything was absolutely perfect, this is our newest favorite hotel in sienna and we will definitely come back"
"Villa Torre in Chianti" Vrbo Vacation Rental of the Year 2026- 8 bedrooms A/C
10/10 Excellent
"This was our 50th wedding anniversary celebration, and the it all went very smoothly. Thanks to Beatrice and Jacopo for their help!"
Hotel Athena
10/10 Excellent
"We had a superior room, which was very comfortable. We had dinner in the restaurant several times, and the food and drink was excellent. One evening we just enjoyed the cocktail bar, and the staff were fun! Breakfast buffet has everything one could want, and was always fresh. Free parking! You will have an uphill walk to the town centre, but no matter where you go in Siena it’s either up or down. Highly recommended."
Castello di Tornano Wine Resort
8/10 Good
"We really like this place. Pool was very nice and staff were mostly helpful. Its a pretty good location to visit multiple areas as well. Room air conditioner did an ok job upstairs in bedroom loft but struggled to keep it cool in the sitting area on main level. The view from the tower is awesome but its a climb"
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"
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."
More cheap stays in Gaiole in Chianti
Cannon d'Oro
Via Montanini 28 Siena SI
SAR 291
SAR 342 total
28 Aug - 29 Aug
includes taxes & fees
7.8/10 Good! (258 reviews)
Piccolo Hotel Etruria
Via delle Donzelle, 3 Siena SI
SAR 368
SAR 427 total
25 Aug - 26 Aug
includes taxes & fees
Albergo Centrale
Via Cecco Angiolieri 26 Siena SI
SAR 371
SAR 430 total
25 Aug - 26 Aug
includes taxes & fees
8.8/10 Excellent! (104 reviews)
Villa Castiglione
Via Colle Ramole 20 Impruneta FI
SAR 398
SAR 451 total
31 Aug - 1 Sep
includes taxes & fees
8.6/10 Excellent! (276 reviews)
Torre del Fuggisole
Via di Fieravecchia 7 Siena SI
SAR 403
SAR 465 total
25 Aug - 26 Aug
includes taxes & fees
10/10 Exceptional! (48 reviews)
