Top 10 Hotels in Chianti Region from ￥10,334 - Competitive Prices

A vineyard with rows of grapevines, a house surrounded by trees, and a road with vehicles.

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Our top choices for Chianti Region hotels

A candle on a tray with corks, a glass with a drink and an orange slice, and a table with chairs in an outdoor setting with arches in the background.

A corridor with a wooden door at the end, a metal railing on one side, and a light fixture above.

An aerial view of a historic building complex with a central courtyard, surrounded by vineyards and greenery.

An interior corridor with arches, columns, and a brick wall.

1. La Certosa di Pontignano

Castelnuovo Berardenga

Leslie

￥15,435

￥18,411 total

includes taxes & fees

Oct 19 - Oct 20

A stone-walled dining area with a table set for four, a bench, and a view through an open doorway to the outside.

A cozy living room with a stone fireplace, striped sofas, and a coffee table.

A swimming pool with lounge chairs and umbrellas, surrounded by a stone wall and lush greenery, overlooking a valley.

A stone building with a courtyard, a covered seating area, and a small bell tower.

2. Borgo di Pietrafitta Relais

Castellina in Chianti

Alejandro

￥14,170

￥16,304 total

includes taxes & fees

Oct 18 - Oct 19

A stone staircase leading to a door, surrounded by stone walls and a potted plant with green leaves and purple flowers.

A pool surrounded by lush greenery and vineyards, with a stone building in the background.

A stone building with a wooden door, outdoor seating, and a pergola with vines.

A stone building with a window and a light fixture.

3. Agriturismo San Sano

Gaiole in Chianti

Glen

￥11,050

￥12,872 total

includes taxes & fees

Oct 21 - Oct 22

A stone pillar with carvings, a glass door leading outside, and a person sitting on a lounge chair.

A spa area with stone flooring, wooden chairs, a table with amenities, and a view of a garden through a glass door.

A landscaped garden with a swimming pool, a vineyard in the background, and a stone pathway.

An aerial view of a property with a swimming pool, a sun terrace, and a vineyard in the background.

4. Hotel Villa Campomaggio

Radda in Chianti

Dario

￥29,381

￥33,394 total

includes taxes & fees

Oct 18 - Oct 19

A person pouring a liquid from a bottle into a glass.

A glass table with a sandwich and a drink, a yellow sofa, and a fireplace with flames.

A modern building with a glass facade, a car parked in front, and a well-lit entrance area.

A modern interior with a blue chair, a yellow chair, and a brown sofa. There is a glass door leading to an outdoor area with chairs and plants.

5. Moody smart & comfy Hotel

Terranuova Bracciolini

Rocco

￥17,736

￥20,047 total

includes taxes & fees

Oct 4 - Oct 5

An indoor courtyard with stone flooring, arched columns, and tables set up for dining.

A historic building with a stone facade, arched entrance, and a wooden balcony.

A modern spa area with a wooden sauna, a glass-enclosed shower, and a marble-floored pool.

A modern reception area with a stone counter, a sign for SPA VILLA CASAGRANDE, and a staircase leading to a glass door.

6. Villa Casagrande Resort & SPA

Figline e Incisa Valdarno

Ana

￥18,653

￥20,877 total

includes taxes & fees

Oct 29 - Oct 30

A swimming pool with a view of a historic building surrounded by olive trees.

An aerial view of a castle with a courtyard, surrounded by vineyards and dense trees.

A stone building with a circular tower, a gravel pathway, and a metal archway leading to a wooden door.

A formal dining room with a long table set for a meal, ornate ceiling, and classical architecture.

7. Castello di Meleto

Gaiole in Chianti

Vinesh

￥24,508

￥28,392 total

includes taxes & fees

Oct 11 - Oct 12

A spacious lobby with a reception desk, seating area, and a large vase.

A patio with a round table and chairs, potted plants, and a view of the building's interior.

A modern hotel lobby with a curved reception desk, seating area, and a bar.

A hotel room with two beds, a desk with a computer, a chair, and a tray of breakfast items.

8. Hotel Valdarno

Montevarchi

Emmanuel

￥19,055

￥20,961 total

includes taxes & fees

Oct 5 - Oct 6

A covered outdoor seating area with a tiled roof, surrounded by lush greenery and a view of distant hills.

A swimming pool with lounge chairs and umbrellas, surrounded by greenery.

A view from a covered outdoor area with a paved floor, leading to a garden with various plants and a distant landscape.

A stone building with a rustic exterior, surrounded by lush greenery and outdoor seating areas.

9. Hotel Villa San Giorgio

Poggibonsi

Arik

￥12,052

￥13,975 total

includes taxes & fees

Oct 14 - Oct 15

A stone building with a circular window and a door, surrounded by purple flowers.

A stone building with a tiled pathway leading to a large planter.

A bottle of wine and two glasses on a windowsill with a vineyard view.

A terrace with wicker furniture, a pool, and a vineyard view.

10. La pietra del cabreo

Greve in Chianti

Jorge Aaron

￥32,248

￥36,190 total

includes taxes & fees

Sep 30 - Oct 1

A person sitting by a swimming pool with a stone building in the background.

A sunset scene with a person holding a child, benches, and umbrellas in a park setting.

An indoor dining area with stone walls, tables set with tablecloths and chairs, and hanging pendant lights.

A stone building with a wooden door and an arched window.

11. Hotel Borgo di Cortefreda Relais

Tavarnelle Val di Pesa

Sergey

￥20,975

￥24,148 total

includes taxes & fees

Oct 24 - Oct 25

A hotel entrance with a glass facade, a brown awning, and a garden with pink flowers.

A bar area with wooden bar stools, a counter with bottles, and a tiled floor.

A spacious living area with a sofa, a coffee table, and a view of buildings through large windows.

A spacious lobby with a reception desk, a staircase with a glass railing, and a wooden floor.

12. Hotel La Vecchia Cartiera

Colle di Val d'Elsa

Sheila

￥13,192

￥15,048 total

includes taxes & fees

Sep 29 - Sep 30

A bedroom with a canopy bed, a bedside table, a chair, a potted plant, and a large mirror.

An aerial view of a rural village with traditional stone buildings, terraced fields, and a prominent villa with a swimming pool.

A modern living room with a white sofa, armchairs, and a coffee table.

A rustic outdoor setting with a stone building, round tables, and outdoor seating.

13. Chapter Chianti, a Member of Design Hotels

Cavriglia

Samay

￥42,997

￥48,372 total

includes taxes & fees

Oct 7 - Oct 8

A rustic stone building with a wooden pergola, outdoor seating, and a garden with various plants.

A stone archway leading to a window with a view of tall trees and a distant landscape.

A stone building with a tower, surrounded by people dining at tables with candles.

A historic stone building with a large arched window and a small balcony.

14. Castello di Tornano Wine Resort

Gaiole in Chianti

Austin

￥22,591

￥26,283 total

includes taxes & fees

Oct 29 - Oct 30

A rustic outdoor dining area with a stone wall, wooden benches, and a table set for two.

A bathroom with a bathtub, a window with a view of a vineyard, and a small table with a bottle and glasses.

A building with a brick facade, arched entrance, and multiple windows covered in green ivy.

A white vehicle parked in front of a building with a stone facade and arched windows, surrounded by gravel and greenery.

15. Tenuta CorteDomina

Radda in Chianti

Dustin

￥41,206

￥46,043 total

includes taxes & fees

Oct 5 - Oct 6

An aerial view of a villa with a swimming pool, surrounded by lush greenery and a hilly landscape.

A building with arched windows, a courtyard with a pond, and a metal fence.

A traditional villa with a tiled roof, surrounded by lush greenery and hills.

A bar area with brick arches, wooden barrels, leather seating, and a wine rack.

16. Hotel Casafrassi

Castellina in Chianti

Rita

￥9,609

￥11,645 total

includes taxes & fees

Sep 29 - Sep 30

A poolside area with outdoor seating and umbrellas, overlooking a scenic landscape.

A woman sitting on a chair in a room with a staircase, a wall-mounted light, and a tiled floor.

A table with breakfast items, a clear view of the countryside, and a white umbrella.

A bedroom with a large bed, a view of a green landscape through a sliding door, and a potted plant on the windowsill.

17. Villa I Barronci Resort & Spa

San Casciano in Val di Pesa

Haris

￥13,087

￥15,471 total

includes taxes & fees

Oct 29 - Oct 30

A modern bedroom with a wooden floor, a bed with a headboard, a window with curtains, and a shower area with a towel rack.

A modern bar area with purple seating, a laptop on a shelf, and a wine display.

A modern hotel room with a bed, a desk, a chair, and a TV.

A rectangular swimming pool with lounge chairs and umbrellas, surrounded by trees and greenery.

18. Park Hotel Chianti

Tavarnelle Val di Pesa

Manuel

￥13,104

￥15,489 total

includes taxes & fees

Oct 29 - Oct 30

A spacious lobby with a stone archway, wooden ceiling beams, a bar area with a wine rack, and a reception desk.

A clear blue pool with lounge chairs and a stone building in the background.

A rustic living room with exposed wooden beams, a sofa, a coffee table, and a dining area with chairs.

A rustic interior with a brick archway, wooden beams, a bar area, and potted plants.

19. Hotel Colle Etrusco Salivolpi

Castellina in Chianti

Monica

￥19,590

￥22,086 total

includes taxes & fees

Sep 29 - Sep 30

A wicker chair, a lantern, and a vase of flowers on a balcony with a mountain view.

A pool area with a view of a hilly landscape.

A spacious living room with a high ceiling, large windows with diamond-patterned blinds, a sofa set, a coffee table, and a painting on the wall.

A bedroom with a large bed, a bedside table, and a chair.

20. Borgo Del Cabreo

Greve in Chianti

Brian

￥41,043

￥45,865 total

includes taxes & fees

Sep 30 - Oct 1

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Vacation Rentals in Chianti Region

Townhouse

A villa with a swimming pool, outdoor seating, and a tennis court.

A hotel room with a bed, a nightstand, a lamp, and a view of a landscape through a window.

A pool area with lounge chairs and umbrellas, a stone planter with flowers, and a building with balconies in the background.

An aerial view of a property with a swimming pool, tennis court, and vineyard.

Villa Curina Resort

Castelnuovo Berardenga

"Beautiful resort in the hills, lovely and charming room, incredibly spacious."

Residence

A stone building with a courtyard, a swimming pool, and vineyard fields in the background.

A stone building with a wooden door and a balcony with flower planters.

An outdoor dining area with tables and chairs, a pergola structure, and potted plants.

A buffet setup with various baked goods and pastries, including a bundt cake, arranged on a wooden table with a stone wall background.

Riserva di Fizzano Residence

Castellina in Chianti

"Great place to stay in Tuscany! Very nice breakfast also!"

Residence

A balcony with a view of rolling hills, a table with a book and a bottle, and a chair.

A stone building with a balcony, a stone wall, and a pathway leading to a fountain.

A swimming pool with lounge chairs and umbrellas, surrounded by trees and a stone building.

An open dining area with a table set for breakfast, a view of the outdoors, and a rustic brick archway.

Villa San Filippo

Barberino Val d'Elsa

"This place was beautiful, quiet like a picture you’d see in the movies"

Townhouse

A pool area with two rectangular pools, surrounded by lounge chairs and umbrellas, set against a backdrop of vineyards and tall cypress trees.

A stone-walled sauna with a wooden interior and a hot tub in the foreground.

A restaurant with tables set for dining, large windows offering a view of the landscape, and a wooden ceiling structure.

A room with a large window overlooking a courtyard with a brick building, trees, and a clear sky.

Villa di Sotto

Castelnuovo Berardenga

"Great spot"

Vacation Home

A bedroom with a large bed, a wooden ceiling, and a brick archway.

A villa with a swimming pool surrounded by olive trees and a vineyard in the background.

An outdoor patio with wicker furniture, stone walls, and a view of the landscape.

A villa with a swimming pool surrounded by a garden, set in a rural landscape with vineyards in the background.

Borgo Argiano

Castelnuovo Berardenga

"Amazing staff, clean room, amazing pool!"

Residence

An outdoor dining area with tables and chairs, candles, and a view of palm trees and greenery.

A bedroom with a large bed, a sofa, a television, and a painting on the wall.

A dining area with wooden chairs and tables, a chandelier, and potted plants.

An arched entrance to a building with a tiled floor and a staircase leading inside.

Palazzo Pacini

Colle di Val d'Elsa

"We love this beautiful exquisitely appointed hotel in a town with unexpected treasures and great food "

Residence

A table with breakfast items and a view of rolling hills.

A grassy area with a stone wall and a wooden fence.

A large, modern building with a blue roof, surrounded by lush green fields and trees.

A bedroom with a bed, a bedside table with a lamp, a chair, and a view of a balcony with wooden shutters.

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."

Townhouse

An arched entrance with a lantern above, flanked by two potted plants.

A bedroom with a four-poster bed, a sofa, a dining table with chairs, and a large painting on the wall.

A hammock suspended between trees in a garden with a view of a hilly landscape.

A pool area with a view of a hilly landscape, surrounded by greenery and outdoor furniture.

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."

Residence

A hillside villa with a swimming pool, terraced gardens, and a church tower.

A swimming pool with a view of rolling hills in the background.

A stone building with arched windows and a patio area with outdoor seating.

A kitchen with wooden cabinets, a brick archway, and a vase with sunflowers.

Borgo Sicelle

Castellina in Chianti

"Beautiful stay if you want to live the real Tuscany feeling. Hotel staff was extremely friendly, helpful and the overall property is extremely neat, always keeping the Italian style. "

Townhouse

An outdoor dining area with tables and chairs, covered by umbrellas, overlooking a scenic landscape.

A dining area with tables set for meals, a bar area with shelves of bottles, and a wooden cabinet.

A swimming pool surrounded by lush greenery and a forested hillside.

A stone building with arched windows and a balcony overlooking a garden with lavender plants.

B&B La Fonte del Machiavelli

San Casciano in Val di Pesa

"Beautiful location, beautiful rooms. Host is very friendly and accommodating."

Aparthotel

A swimming pool with lounge chairs and umbrellas, surrounded by stone walls and a landscaped area with trees.

A kitchen with wooden cabinets, a dining table with chairs, a chandelier, and a view of the outdoors through a glass door.

A buffet with various food items, including cheeses, meats, and condiments.

A bedroom with a stone archway, a wooden dresser, and a chandelier.

Relais Villa Belvedere

Figline e Incisa Valdarno

"True Tuscan style, beautiful views and a lovely breakfast."

Townhouse

A garden with a stone pathway, wooden benches, and various potted plants.

A swimming pool with lounge chairs and blue umbrellas, surrounded by trees and a stone wall.

An aerial view of a residential area with a large house, a swimming pool, and surrounding greenery.

A patio area with outdoor furniture, a table set for dining, and a large umbrella providing shade.

Antico Borgo il Cardino

San Gimignano

"It was perfect for my one night stop before moving on to another location in Toscana."

Townhouse

A cozy living room with a stone wall, a wine rack, and two sofas.

A wooden deck with a pool, lounge chairs, and a small table with towels.

A modern kitchen with stone countertops, built-in shelves, and a large window.

A spa room with a bathtub, candles, towels, and a bottle of wine.

Villa Cassia di Baccano

Loro Ciuffenna

"The staff were great and the villa was amazing"

Townhouse

A stone building with a tiled roof, multiple windows, and a prominent tower.

A terrace with stone walls, two wooden chairs with cushions, and a table.

A hotel room with a bed, two bedside lamps, a TV, a window with curtains, a wooden wardrobe, and a tray with glasses and a bottle.

A clear blue swimming pool with lounge chairs and umbrellas, surrounded by trees and a clear sky.

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 "

Townhouse

B&B Le Dimore di Mezza Costa - Home Restaurant & Cooking Classes

San Casciano in Val di Pesa

"Me and my girlfriend really did enjoy this property. Both host were very friendly and welcoming to us. We both did enjoy the feel at Home environment. We would definitely come back here on a future trip. Big shout out to the host for the wonderful cook meals. Great to know a bit about them as well."

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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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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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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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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

Fattoria di Vegi

10/10 Excellent

"10/10 - we loved every bit of our stay at Fattoria di Vegi. The hotel is beautiful with great views across the Tuscan hills, an amazing pool, the rooms and decor are wonderful and we also loved the food at the restaurant. We would highly recommend this hotel to anybody visiting the area and will definitely be coming back."

Hotel Toscana Ambassador

8/10 Good

"Friendly staff. Property is dated and needs some repairs. Location is convenient and the breakfast is amazing."

Villa Le Barone

10/10 Excellent

"Charming place in Tuscany! Everything was absolutely perfect. We highly suggest to dine at the villa, it was exceptional. Breakfast was delicious as well."

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."

Villa I Barronci Resort & Spa

10/10 Excellent

"A nice place to relax for a few days and visit some castles and vineyards nearby."

Villa Il Palagio

10/10 Excellent

"The check in went great and the property is amazingly managed, a beautiful villa in the hills of Tuscany. It felt magic just walking to it, I would absolutely recommend renting a car if you want to go into Florence often."

Hotel Villa Campomaggio

10/10 Excellent

"Great hotel"

Salvadonica - Borgo del Chianti

10/10 Excellent

"Beautiful escape weekend. I would go back again and again. The staff was amazing. Food was incredible."

Relais Vignale & Spa

10/10 Excellent

"Beautiful small medieval town with castle and narrow streets. Close to wineries but not much else to do….location is very beautiful on top of hill."

More cheap stays in Chianti Region

Villa Norcenni Aparthotel

Via Norcenni 7 Figline e Incisa Valdarno FI

￥9,150

￥10,334 total

Sep 30 - Oct 1

includes taxes & fees

Villa Castiglione

Via Colle Ramole 20 Impruneta FI

￥21,679

￥24,384 total

Oct 8 - Oct 9

includes taxes & fees

8.6/10 Excellent! (276 reviews)

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)

Castello di Pratelli

Via Di Pratelli 1/a Figline e Incisa Valdarno FI

Get rates

9.2/10 Wonderful! (5 reviews)

Hotel Albergo Italia

Via Trento, 36 Poggibonsi SI

Get rates

Quercia Al Poggio

Strada Di Quercia Al Poggio 4 Barberino Tavarnelle FI

Get rates

Hotels in Chianti Region with star-rating

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Car rental Greve in Chianti

Book Hotels in Chianti Region on Expedia.it

Find hotels in Chianti Region from ￥10,334

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Chianti Region

Check prices for these dates

Filter by

Property class

Guest rating

Our top choices for Chianti Region hotels

1. La Certosa di Pontignano

2. Borgo di Pietrafitta Relais

3. Agriturismo San Sano

4. Hotel Villa Campomaggio

5. Moody smart & comfy Hotel

6. Villa Casagrande Resort & SPA

7. Castello di Meleto

8. Hotel Valdarno

9. Hotel Villa San Giorgio

10. La pietra del cabreo

11. Hotel Borgo di Cortefreda Relais

12. Hotel La Vecchia Cartiera

13. Chapter Chianti, a Member of Design Hotels

14. Castello di Tornano Wine Resort

15. Tenuta CorteDomina

16. Hotel Casafrassi

17. Villa I Barronci Resort & Spa

18. Park Hotel Chianti

19. Hotel Colle Etrusco Salivolpi

20. Borgo Del Cabreo

Vacation Rentals in Chianti Region

Villa Curina Resort

Riserva di Fizzano Residence

Villa San Filippo

Villa di Sotto

Borgo Argiano

Palazzo Pacini

Chianti Village Morrocco

Villa il Fedino

Borgo Sicelle

B&B La Fonte del Machiavelli

Relais Villa Belvedere

Antico Borgo il Cardino

Villa Cassia di Baccano

Rocca di Castagnoli

B&B Le Dimore di Mezza Costa - Home Restaurant & Cooking Classes

Stay near popular Chianti Region attractions

Antinori nel Chianti Classico

The Mall Luxury Outlet

Tenuta Torciano Winery

Verrazzano Castle

Castle of Brolio

Castello di Albola

Meleto Castle

Piazza Matteotti

Learn more about Chianti Region

Top Chianti Region Hotel Reviews

Fattoria di Vegi

Hotel Toscana Ambassador

Villa Le Barone

Hu Norcenni Girasole Village

Villa I Barronci Resort & Spa

Villa Il Palagio

Hotel Villa Campomaggio

Salvadonica - Borgo del Chianti

Relais Vignale & Spa

More cheap stays in Chianti Region

Villa Norcenni Aparthotel

Villa Castiglione

Agriturismo Il Caggio di Sotto

Castello di Pratelli

Hotel Albergo Italia

Quercia Al Poggio

Hotels in Chianti Region with star-rating

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