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Oct 5 - Oct 6
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Oct 6 - Oct 7
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Oct 9 - Oct 11
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Oct 16 - Oct 18

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Our top choices for Chianti Region hotels

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

Castello di Spaltenna- Small Luxury Hotels of the World
Gaiole in Chianti
Canada
Sonja
¥52,328
¥59,337 total
includes taxes & fees
Oct 30 - Oct 31
Castello di Spaltenna- Small Luxury Hotels of the World

2. Relais Vignale & Spa

Relais Vignale & Spa
Radda in Chianti
United States
Ali
¥25,751
¥33,780 total
includes taxes & fees
Oct 8 - Oct 9
Relais Vignale & Spa

3. Dievole Wine Resort

Dievole Wine Resort
Castelnuovo Berardenga
Canada
Marissa
¥41,732
¥47,326 total
includes taxes & fees
Oct 28 - Oct 29
Dievole Wine Resort

4. Hotel Villa Campomaggio

Hotel Villa Campomaggio
Radda in Chianti
United States
Dario
¥24,332
¥27,831 total
includes taxes & fees
Nov 4 - Nov 5
Hotel Villa Campomaggio

5. Chapter Chianti, a Member of Design Hotels

Chapter Chianti, a Member of Design Hotels
Cavriglia
United States
Andon
¥42,638
¥47,968 total
includes taxes & fees
Oct 6 - Oct 7
Chapter Chianti, a Member of Design Hotels

6. Hotel Le Fontanelle

Hotel Le Fontanelle
Castelnuovo Berardenga
United States
Cristina
¥76,544
¥85,976 total
includes taxes & fees
Oct 21 - Oct 22
Hotel Le Fontanelle

7. Palazzo Leopoldo Dimora Storica & Spa

Palazzo Leopoldo Dimora Storica & Spa
Radda in Chianti
Canada
Elizabeth
¥18,463
¥21,375 total
includes taxes & fees
Nov 2 - Nov 3
Palazzo Leopoldo Dimora Storica & Spa

8. COMO Castello Del Nero

COMO Castello Del Nero
Tavarnelle Val di Pesa
United States
Lauren
¥124,492
¥138,362 total
includes taxes & fees
Oct 30 - Oct 31
COMO Castello Del Nero

9. Hotel Borgo di Cortefreda Relais

Hotel Borgo di Cortefreda Relais
Tavarnelle Val di Pesa
United States
Sergey
¥20,801
¥23,947 total
includes taxes & fees
Oct 24 - Oct 25
Hotel Borgo di Cortefreda Relais

10. Borgo Vescine

Borgo Vescine
Radda in Chianti
United States
Natalie
¥68,943
¥77,258 total
includes taxes & fees
Nov 4 - Nov 5
Borgo Vescine

11. Villa Casagrande Resort & SPA

Villa Casagrande Resort & SPA
Figline e Incisa Valdarno
United States
Ana
¥15,912
¥17,858 total
includes taxes & fees
Nov 5 - Nov 6
Villa Casagrande Resort & SPA

12. Locanda le Piazze

Locanda le Piazze
Castellina in Chianti
United States
Colleen
¥58,143
¥65,024 total
includes taxes & fees
Oct 12 - Oct 13
Locanda le Piazze

13. Tenuta CorteDomina

Tenuta CorteDomina
Radda in Chianti
United States
Edgar
¥37,308
¥41,750 total
includes taxes & fees
Nov 1 - Nov 2
Tenuta CorteDomina

14. Borgo San Felice Resort

Borgo San Felice Resort
Castelnuovo Berardenga
Canada
Cynthia
¥108,534
¥121,165 total
includes taxes & fees
Oct 25 - Oct 26
Borgo San Felice Resort

15. Hotel Palazzo San Lorenzo & SPA

Hotel Palazzo San Lorenzo & SPA
Colle di Val d'Elsa
Canada
Maria
¥18,315
¥20,858 total
includes taxes & fees
Nov 2 - Nov 3
Hotel Palazzo San Lorenzo & SPA

16. Borgo di Pietrafitta Relais

Borgo di Pietrafitta Relais
Castellina in Chianti
United States
Alejandro
¥13,074
¥15,092 total
includes taxes & fees
Oct 25 - Oct 26
Borgo di Pietrafitta Relais

17. Belvedere di San Leonino

Belvedere di San Leonino
Castellina in Chianti
United States
Michelle Reene
¥19,313
¥22,310 total
includes taxes & fees
Oct 15 - Oct 16
Belvedere di San Leonino

18. Castello La Leccia

Castello La Leccia
Castellina in Chianti
United States
Eva
¥37,308
¥41,750 total
includes taxes & fees
Nov 2 - Nov 3
Castello La Leccia

19. La Certosa di Pontignano

La Certosa di Pontignano
Castelnuovo Berardenga
United States
Leslie
¥15,306
¥18,258 total
includes taxes & fees
Nov 2 - Nov 3
La Certosa di Pontignano

20. Borgo Del Cabreo

Borgo Del Cabreo
Greve in Chianti
United States
Brian
¥45,334
¥50,579 total
includes taxes & fees
Oct 15 - Oct 16
Borgo Del Cabreo
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Vacation Rentals in Chianti Region

Residence

Relais Villa Olmo

Relais Villa Olmo
Impruneta
"Very friendly and clean."
Relais Villa Olmo
Aparthotel

Borgo Argenina

Borgo Argenina
Gaiole in Chianti
"What an amazing place. We enjoyed it so much."
Borgo Argenina
Apartment

Casa Vacanze Squarcialupi

Casa Vacanze Squarcialupi
Castellina in Chianti
"Staff was very helpful. Was a bit bummed the pool was closed as that was part of the reason for choosing the hotel. "
Casa Vacanze Squarcialupi
Residence

Chianti Village Morrocco

Chianti Village Morrocco
Tavarnelle Val di Pesa
"It’s seen its best day a while ago. Basic necessities for an overnight, but I wouldn’t choose it again."
Chianti Village Morrocco
Townhouse

Rocca di Castagnoli

Rocca di Castagnoli
Gaiole in Chianti
"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 "
Rocca di Castagnoli
Townhouse

Villa il Fedino

Villa il Fedino
San Casciano in Val di Pesa
"Tha parking was easy on the property. It was within walking distance to the villages with shops, restaurants and cafes. The best part was the staff. The owners were incredibly helpful, friendly and made you feel like family. Breakfast outside was lovely overlooking the hills of Tuscany. We met many people and had lovely conversations with other travelers during breakfast. A gem in Tuscany."
Villa il Fedino
Residence

Palazzo Pacini

Palazzo Pacini
Colle di Val d'Elsa
"We love this beautiful exquisitely appointed hotel in a town with unexpected treasures and great food "
Palazzo Pacini
Townhouse

Terre di Baccio

Terre di Baccio
Greve in Chianti
"Amazing property and room, only issue is it’s very understaffed so it’s hard to get anything without chasing down workers. They also don’t stay on the property so after like 11pm you’re on your own. Besides that it was a wonderful location and very peaceful."
Terre di Baccio
Aparthotel

Relais Villa Belvedere

Relais Villa Belvedere
Figline e Incisa Valdarno
"True Tuscan style, beautiful views and a lovely breakfast."
Relais Villa Belvedere
Townhouse

L' Eroico

L' Eroico
Gaiole in Chianti
"Monica is a very gracious host. We very much enjoyed our stay. The village is also very quaint and within walking distance. We appreciate the hospitality and highly recommend staying here if you’re coming to the area."
L' Eroico
Townhouse

I Parigi Corbinelli

I Parigi Corbinelli
Florence
"Beautiful setting, stunning views, incredible pool and gardens and so easy to jump on the bus into the city."
I Parigi Corbinelli
Residence

Rocca Palazzaccio

Rocca Palazzaccio
Impruneta
"A lovely stay at this property with our 2 year old.The apartment had everything we needed and communication with the host was very good There are steep hills to access the property by car or foot so bear that in mind but we managed fine with a pram and a car its just worth noting Handy to have laundry facilities on site aswell. There is a coop just a few minutes down the road Lovely views and a clean pool which was perfect for our little one to use and toys there that he could play in the...
Rocca Palazzaccio
Townhouse

La Locanda di Pietracupa

La Locanda di Pietracupa
Tavarnelle Val di Pesa
"Great place, wonderful restaurant"
La Locanda di Pietracupa
Vacation Home

Casale di Villore

Casale di Villore
Poggibonsi
"Fantastic property. Can’t wait to return next year. "
Casale di Villore
Townhouse

Villa Cassia di Baccano

Villa Cassia di Baccano
Loro Ciuffenna
"Such a lovely experience, the perfect getaway place with perfect room, breakfast, pool, staff, lunch and dinner. we will definitely come back. 10/10 ❤️"
Villa Cassia di Baccano
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Stay near popular Chianti Region attractions

A spiral staircase with a person standing on it.

Antinori nel Chianti Classico

9.4/10 (16 reviews)
You can enjoy a tasting or tour at Antinori nel Chianti Classico during your travels to Bargino. Check out the churches and wineries in this walkable area.
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A grand, illuminated building with arched windows and a central fountain.

The Mall Luxury Outlet

8.8/10 (355 reviews)
During your visit to Leccio, you can search for that perfect souvenir at The Mall Luxury Outlet. Discover the acclaimed art scene and stunning cathedral in this walkable area.
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Tenuta Torciano Winery

9.2/10 (40 reviews)
You can enjoy a tasting or tour at Tenuta Torciano Winery during your travels to Ulignano. Discover the beautiful countryside and wineries in this quaint area.
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Verrazzano Castle

9.8/10 (10 reviews)
You can find out about the history of Greve in Chianti with a trip to Verrazzano Castle. Discover the area's countryside and wineries.
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Castello di Albola

9.0/10 (9 reviews)
You can enjoy a tasting or tour at Castello di Albola during your travels to Radda in Chianti. Discover the beautiful countryside in this quaint area, or enjoy its local tours.
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Castle of Brolio

9.2/10 (44 reviews)
You can find out about the history of Gaiole in Chianti with a stop at Castle of Brolio. Discover the beautiful countryside and wineries in this walkable area.
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Meleto Castle

8.6/10 (10 reviews)
Find out about the history of Gaiole in Chianti when you spend time at Meleto Castle. Discover the beautiful countryside in this walkable area, or enjoy its local tours.
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Piazza Matteotti

9.4/10 (21 reviews)
Find out about the history of Greve in Chianti when you take a trip to Piazza Matteotti. Discover the beautiful countryside in this quaint area, or enjoy its local tours.
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Learn more about Chianti Region

Take a sightseeing trip of Tuscany's renowned wine region and visit its vineyards, wineries, ancient churches, castles and hilltop villages.

See all hotels in Chianti Region
Terraced vineyards on a hillside, a small village, and rolling green hills.

Top Chianti Region Hotel Reviews

Villa I Barronci Resort & Spa

Villa I Barronci Resort & Spa

8/10 Good
"We quite enjoyed the heated pool and views. Thank you for having us."
Dianna 1-night trip
Posted 19 hours ago
Villa I Barronci Resort & Spa
Fattoria di Vegi

Fattoria di Vegi

10/10 Excellent
"The entire estate was perfectly curated, every aspect was completely flawless. Food and wine…. 10/10. Best place we’ve ever stayed."
Timothy 4-night trip
Posted 20 hours ago
Fattoria di Vegi
Salvadonica - Borgo del Chianti

Salvadonica - Borgo del Chianti

10/10 Excellent
"Property was beautiful staff was great last time with my family"
Niurka 3-night trip
Posted 21 hours ago
Salvadonica - Borgo del Chianti
Borgo Vescine

Borgo Vescine

10/10 Excellent
"The staff was amazing and incredibly kind."
Natalie 2-night trip
Posted 3 days ago
Borgo Vescine
Castello di Spaltenna- Small Luxury Hotels of the World

Castello di Spaltenna- Small Luxury Hotels of the World

10/10 Excellent
"This was a beautiful hotel! Everything from the room to the amenities to the staff. Most of the amenities are complimentary (sauna, steam room, pool, gym, etc). The staff were very helpful as well. We would absolutely stay here again."
Sonja 3-night trip
Posted 3 days ago
Castello di Spaltenna- Small Luxury Hotels of the World
Hotel Toscana Ambassador

Hotel Toscana Ambassador

8/10 Good
"Close to train station"
Marian 1-night trip
Posted 4 days ago
Hotel Toscana Ambassador
Relais Vignale & Spa

Relais Vignale & Spa

10/10 Excellent
"In a convenient location."
MELISSA 2-night trip
Posted 7 days ago
Relais Vignale & Spa
Hu Norcenni Girasole Village

Hu Norcenni Girasole Village

10/10 Excellent
"My family and I had such a great time. Such a kid friendly place and at check in they even had a little playground while you waiting and gave the kids bubbles. So great to be in nature and all of the amenities were lovely. The waterparks that were padded on the ground were genius and we did a family wine tasting which was such a lovely memory. Our stay was so nice with the deck and the grocery store is so affordable for dinners in. Love love love! My toddler played all day and there were so many times we got to relax because they had everything that we wanted or needed right on property."
Maya 4-night trip
Posted 8 days ago
Hu Norcenni Girasole Village
Hotel Villa Campomaggio

Hotel Villa Campomaggio

10/10 Excellent
"Great hotel"
Dario 2-night trip
Posted 12 days ago
Hotel Villa Campomaggio

More cheap stays in Chianti Region

Villa Castiglione

Villa Castiglione

Via Colle Ramole 20 Impruneta FI
¥10,792
¥12,404 total
Nov 2 - Nov 3
includes taxes & fees
8.6/10 Excellent! (277 reviews)
Villa Castiglione
Villa Norcenni Aparthotel

Villa Norcenni Aparthotel

Via Norcenni 7 Figline e Incisa Valdarno FI
Get ratesVilla Norcenni Aparthotel
Agriturismo Il Caggio di Sotto

Agriturismo Il Caggio di Sotto

Loc. Il Caggio di Sotto, 26 Colle di Val d'Elsa SI
Get rates
9.6/10 Exceptional! (16 reviews)
Agriturismo Il Caggio di Sotto
Castello di Pratelli

Castello di Pratelli

Via Di Pratelli 1/a Figline e Incisa Valdarno FI
Get rates
9.2/10 Wonderful! (5 reviews)
Castello di Pratelli
Hotel Albergo Italia

Hotel Albergo Italia

Via Trento, 36 Poggibonsi SI
Get ratesHotel Albergo Italia
Quercia Al Poggio

Quercia Al Poggio

Strada Di Quercia Al Poggio 4 Barberino Tavarnelle FI
Get ratesQuercia Al Poggio

Hotels in Chianti Region with star-rating

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