𝗧𝗢𝗣 𝗛𝗼𝘁𝗲𝗹𝘀 𝗶𝗻 Chianti Region from RM349 (2026) - Fully Refundable Options

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 building with a stone facade, a central arched doorway, and a window with a decorative frame.

A narrow, tree-lined road leading to a house with a tiled roof and a stone wall on one side.

A room with a view of a forest through a window, a table with a lamp, and a chair.

A room with a glass table, a vase with flowers, a bottle of wine, and a chair.

1. Dievole Wine Resort

Castelnuovo Berardenga

Marissa

RM1,207

RM1,364 total

includes taxes & fees

28 Oct - 29 Oct

An outdoor dining area with a pool, potted plants, and umbrellas.

A restaurant with a table set for two, overlooking a scenic landscape.

A spa area with a brick archway leading to a circular hot tub surrounded by mosaic tiles.

An outdoor dining area with a table set for two, overlooking a pool and vineyard.

2. Relais Vignale & Spa

Radda in Chianti

Ali

RM662

RM871 total

includes taxes & fees

26 Oct - 27 Oct

A swimming pool with a stone deck, surrounded by trees and a castle-like building in the background.

A restaurant with stone walls and a high ceiling, featuring tables set for dining.

A room with a large window offering a view of a hilly landscape. There is a sofa with patterned upholstery and a lamp on a side table.

A stone building with a garden, tall trees, and a clear blue sky.

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

Gaiole in Chianti

Rama

RM1,362

RM1,544 total

includes taxes & fees

30 Oct - 31 Oct

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.

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

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

4. Hotel Villa Campomaggio

Radda in Chianti

Dario

RM775

RM881 total

includes taxes & fees

25 Oct - 26 Oct

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.

A person relaxing on a sun lounger by a pool with a table beside them holding a drink and a bowl.

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

5. Hotel Borgo di Cortefreda Relais

Tavarnelle Val di Pesa

Sergey

RM541

RM623 total

includes taxes & fees

24 Oct - 25 Oct

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

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.

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

6. Chapter Chianti, a Member of Design Hotels

Cavriglia

Samay

RM1,110

RM1,248 total

includes taxes & fees

6 Oct - 7 Oct

A pool with a view of a lush valley and distant buildings.

A terraced vineyard with stone walls and a stone pathway leading to a seating area with metal chairs and tables.

A bedroom with a large arched window, a bed, a hanging light fixture, and a view of a green landscape.

A garden with neatly trimmed hedges, a gravel path, and a stone barrel.

7. Castello Vicchiomaggio

Greve in Chianti

Maryse

RM700

RM770 total

includes taxes & fees

27 Oct - 28 Oct

A couple dining at an outdoor table with a view of the countryside.

A woman in a blue bikini in a spa pool with a stone wall and a blue light fixture.

A spacious room with high arched ceilings, a wooden dining table, chairs, and a bookshelf.

A narrow street with buildings on either side, a flag, and a bench.

8. Palazzo Leopoldo Dimora Storica & Spa

Radda in Chianti

Elizabeth

RM480

RM556 total

includes taxes & fees

1 Nov - 2 Nov

A clear swimming pool with a view of a lush green landscape and distant hills.

A bar area with a fireplace, bar stools, a table with bottles, and a shelf with glasses.

A restaurant with multiple tables set for dining, featuring wooden beams and a chandelier.

A courtyard with outdoor seating, a gravel path, and a building covered in ivy.

9. Villa Le Barone

Greve in Chianti

Tereza

RM994

RM1,121 total

includes taxes & fees

17 Oct - 18 Oct

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

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

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 pool area with a view of a hilly landscape.

10. Borgo Del Cabreo

Greve in Chianti

Brian

RM1,282

RM1,429 total

includes taxes & fees

11 Oct - 12 Oct

A narrow stone pathway leading to a rustic building with a wooden door and a window.

A well-lit outdoor garden area with stone planters, a paved walkway, and a building with large windows.

A cozy living room with a striped sofa, a wooden coffee table, and a bookshelf.

A cozy living room with a fireplace, wooden beams, and comfortable seating.

11. Castello di Fonterutoli Wine Resort

Castellina in Chianti

Saion

RM814

RM914 total

includes taxes & fees

26 Oct - 27 Oct

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

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

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.

12. Castello di Tornano Wine Resort

Gaiole in Chianti

Lisa

RM583

RM678 total

includes taxes & fees

29 Oct - 30 Oct

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

A dining area with a stone wall, wooden beams, and a table set for four with wine glasses and plates.

13. Borgo di Pietrafitta Relais

Castellina in Chianti

Alejandro

RM340

RM393 total

includes taxes & fees

25 Oct - 26 Oct

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

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

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

An indoor swimming pool with clear glass walls, wooden beams, and large windows.

14. Villa Casagrande Resort & SPA

Figline e Incisa Valdarno

Ana

RM516

RM576 total

includes taxes & fees

1 Nov - 2 Nov

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 restaurant setting with wooden chairs, a white tablecloth, and a waiter attending to a table.

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.

15. La Certosa di Pontignano

Castelnuovo Berardenga

Leslie

RM374

RM449 total

includes taxes & fees

25 Oct - 26 Oct

A rustic cellar with brick walls, wooden barrels, and a stone ceiling. There is a wooden table with a wine bottle and glasses, and a television mounted on the wall.

A person relaxing in a hot tub with a view of a building and trees in the background.

A poolside area with lounge chairs and a view of the night sky.

A stone building with ivy-covered walls, a stone pathway, and a garden with flowers.

16. Belvedere di San Leonino

Castellina in Chianti

Michelle Reene

RM503

RM581 total

includes taxes & fees

15 Oct - 16 Oct

A spa area with a stone ceiling, a pool, and two sun loungers.

A buffet area with various fruits and a bar with bottles.

A luxurious room with ornate ceiling artwork, plush seating, and elegant lighting fixtures.

A courtyard with outdoor seating, stone walls, and a staircase.

17. Hotel Palazzo San niccolò & Spa

Radda in Chianti

Afeefa

RM506

RM584 total

includes taxes & fees

1 Nov - 2 Nov

A restaurant with a glass ceiling, wicker hanging decorations, and a tiled floor.

An aerial view of a villa surrounded by vineyards, with a swimming pool and outdoor seating area.

An indoor dining area with wooden tables and chairs, hanging baskets, and large windows offering a view of the outdoors.

A rural property with terracotta-roofed buildings, a paved driveway, and lush greenery.

18. Borgo Vescine

Radda in Chianti

Gabrielle

RM2,133

RM2,384 total

includes taxes & fees

20 Oct - 21 Oct

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

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

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

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

19. Villa I Barronci Resort & Spa

San Casciano in Val di Pesa

Haris

RM311

RM370 total

includes taxes & fees

1 Nov - 2 Nov

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

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

20. Tenuta CorteDomina

Radda in Chianti

Edgar

RM971

RM1,086 total

includes taxes & fees

1 Nov - 2 Nov

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Holiday Rentals in Chianti Region

Residence

A spacious indoor area with arched windows, wooden furniture, and hanging plants.

An outdoor dining area with tables set for a meal, large windows, and a stone wall in the background.

A swimming pool with a clear blue water surface, surrounded by a brick deck and a grassy area with trees.

A stone pathway leading to a terrace with potted plants and flowers, overlooking a hillside with houses.

Relais Villa Olmo

Impruneta

"Very friendly and clean."

Residence

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

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

A pool area with a view of vineyards and hills.

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

Riserva di Fizzano Residence

Castellina in Chianti

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

Aparthotel

A stone building with a garden in front.

A courtyard with stone walls, potted plants, and a metal fence.

A stone building with a bell tower, arched windows, and a gravel driveway.

A woman sitting by a pool with lounge chairs and umbrellas in the background.

Borgo Argenina

Gaiole in Chianti

"What an amazing place. We enjoyed it so much."

Residence

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

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

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

A stone wall with a metal railing, overlooking a valley with trees and distant hills.

Villa San Filippo

Barberino Val d'Elsa

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

Townhouse

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

A lobby with a stone archway, a reception desk, and a seating area with a sofa and armchairs.

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."

Holiday 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.

An outdoor dining area with a long table set for a meal, surrounded by trees and string lights.

Borgo Argiano

Castelnuovo Berardenga

"Amazing staff, clean room, amazing pool!"

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

A group of people toasting with wine glasses at a table with a view of the countryside.

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

Villa di Sotto

Castelnuovo Berardenga

"Great spot"

Residence

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

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

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

A spacious room with a foosball table, a billiards table, a bookshelf, and a bench.

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. "

Residence

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

A swimming pool with a white fence and a lifebuoy, surrounded by trees and a sunset.

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

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

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

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

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."

Townhouse

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

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

A rustic interior with a wooden dining table, a fireplace, a sofa, and a staircase.

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 "

Residence

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

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.

A view through a window of a stone staircase leading to a building with arched windows and a tower, overlooking a hilly landscape.

Palazzo Pacini

Colle di Val d'Elsa

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

Aparthotel

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

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

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

A bedroom with a view of the city at night, a window, and a radiator.

Relais Villa Belvedere

Figline e Incisa Valdarno

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

Townhouse

A kitchen with wooden cabinets, a glass display case, and a dining area with a table and chairs.

A room with a window featuring sheer curtains, a radiator below, and a view of a green landscape.

A building with a sign reading "MARIANI B&B" and a statue of a cherub in front.

A covered outdoor seating area with wicker furniture and potted plants.

Mariani Bed & Breakfast

Castellina in Chianti

"Beautiful view, very clean and everything in great condition. Friendly service. We will definitely stay again."

Townhouse

A dining area with a table set for two, featuring a view of greenery through a window.

A sign reading "CAMERE" against a clear blue sky.

A bedroom with a large bed, a smaller bed, and a window with curtains.

A table with a bottle of Chianti wine, two wine glasses, a book, a magazine, and a bouquet of lilacs.

La Locanda di Pietracupa

Tavarnelle Val di Pesa

"Great place, wonderful restaurant"

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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. Visit 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 enjoy retail therapy at The Mall Luxury Outlet. Discover the acclaimed art galleries 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 when you stop by 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 visit to 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 take a trip to 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 with a stop at 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

Hotel Toscana Ambassador

8/10 Good

"Close to train station"

Castello di Spaltenna- Small Luxury Hotels of the World

10/10 Excellent

"From the moment we checked in, This place was a Gem. From the friendly and helpful staff to the beautiful grounds, we were so impressed. Its hard to put into words how wonderful this Hotel is. The food, and drinks were incredible. We also celebrated my wife's birthday at this resort and they did a very special dinner for us to enjoy. Along with Campaign and a personalized Birthday dessert. Special thanks to Noamie (hope i got that right). She was absolutely wonderful. I could go on forever about this Resort. So easy to explore the region while calling this a comfortable landing spot. Can't thank the team enough for a wonderful stay."

Palagina la Dimora

8/10 Good

"Was staying locally for business but the pools open too late for an early swim, which was the plan...so a bit of a disappointment, upside is that you walk to Sting's pizza place :-)"

Villa I Barronci Resort & Spa

8/10 Good

"Under renovation so it could have been better"

Fattoria di Vegi

10/10 Excellent

"Booked this as a last minute decision to shorten our time in Milan (and fine a place close to Florence on our way to Montepulciano) We only stayed one night, but wish it had been longer. If you are looking for informal luxury, you will find it at this idyllic Tuscan Estate. They are still expanding their amenities to include a gym, tennis court, and Spa (planned for a 2027 open) what they DO offer is a quiet, thoughtful experience. The room was perfection and the restaurant on the property - delicious. There were a few artists there taking advantage of the atelier, or painting on the property. The estate is located an hour’s drive outside of Florence and is well worth the trip if you are looking for a place to relax. We hope to return with more time to enjoy it."

Relais Vignale & Spa

10/10 Excellent

"In a convenient location."

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 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."

More cheap stays in Chianti Region

Villa Norcenni Aparthotel

Via Norcenni 7 Figline e Incisa Valdarno FI

RM326

RM366 total

3 Oct - 4 Oct

includes taxes & fees

Villa Castiglione

Via Colle Ramole 20 Impruneta FI

RM546

RM615 total

21 Oct - 22 Oct

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

Explore a world of travel with Expedia

Province of Siena Holiday Rentals

Chianti Region hotels from RM349

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Chianti Region

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Chianti Region hotels

1. Dievole Wine Resort

2. Relais Vignale & Spa

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

4. Hotel Villa Campomaggio

5. Hotel Borgo di Cortefreda Relais

6. Chapter Chianti, a Member of Design Hotels

7. Castello Vicchiomaggio

8. Palazzo Leopoldo Dimora Storica & Spa

9. Villa Le Barone

10. Borgo Del Cabreo

11. Castello di Fonterutoli Wine Resort

12. Castello di Tornano Wine Resort

13. Borgo di Pietrafitta Relais

14. Villa Casagrande Resort & SPA

15. La Certosa di Pontignano

16. Belvedere di San Leonino

17. Hotel Palazzo San niccolò & Spa

18. Borgo Vescine

19. Villa I Barronci Resort & Spa

20. Tenuta CorteDomina

Holiday Rentals in Chianti Region

Relais Villa Olmo

Riserva di Fizzano Residence

Borgo Argenina

Villa San Filippo

Villa Curina Resort

Borgo Argiano

Villa di Sotto

Borgo Sicelle

Chianti Village Morrocco

Villa il Fedino

Rocca di Castagnoli

Palazzo Pacini

Relais Villa Belvedere

Mariani Bed & Breakfast

La Locanda di Pietracupa

Stay near popular Chianti Region attractions

Antinori nel Chianti Classico

The Mall Luxury Outlet

Tenuta Torciano Winery

Verrazzano Castle

Castello di Albola

Castle of Brolio

Meleto Castle

Piazza Matteotti

Learn more about Chianti Region

Top Chianti Region Hotel Reviews

Hotel Toscana Ambassador

Castello di Spaltenna- Small Luxury Hotels of the World

Palagina la Dimora

Villa I Barronci Resort & Spa

Fattoria di Vegi

Relais Vignale & Spa

Villa Le Barone

Hu Norcenni Girasole Village

Villa Il Palagio

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

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