𝗧𝗢𝗣 𝗛𝗼𝘁𝗲𝗹𝘀 𝗶𝗻 Chianti Region from RM231 (2026) - Fully Refundable Options

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

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Go beyond your typical stay in Chianti Region

Spa

Family friendly

Villa

Pet friendly

Apartment

Hot tub

Farm

Pool

Apart hotel

Waterpark

Condo

Check prices for these dates

Tonight

Tomorrow

Next weekend

In two weeks

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 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.

A cozy living room with a sofa, a coffee table, and a view of greenery through large windows.

1. Dievole Wine Resort

Castelnuovo Berardenga

Marissa

RM1,112

RM1,260 total

includes taxes & fees

9 Nov - 10 Nov

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

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.

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

2. Relais Vignale & Spa

Radda in Chianti

Ali

RM706

RM917 total

includes taxes & fees

19 Oct - 20 Oct

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

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

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.

3. Hotel Villa Campomaggio

Radda in Chianti

Dario

RM674

RM769 total

includes taxes & fees

3 Nov - 4 Nov

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

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

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.

4. Hotel Borgo di Cortefreda Relais - Place of Charme

Tavarnelle Val di Pesa

Sergey

RM522

RM602 total

includes taxes & fees

16 Nov - 17 Nov

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

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

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

A sunlit patio with a glass roof, stone walls, and outdoor seating.

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

Gaiole in Chianti

Michelle

RM1,348

RM1,529 total

includes taxes & fees

30 Oct - 31 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 room with a view of a valley, a stone shelf with flowers, a wooden bench, and a fireplace.

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

6. Palazzo Leopoldo Dimora Storica & Spa

Radda in Chianti

Elizabeth

RM476

RM551 total

includes taxes & fees

2 Nov - 3 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 garden with pink roses, a lawn, and a white umbrella.

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

7. Villa Le Barone

Greve in Chianti

Tereza

RM1,014

RM1,143 total

includes taxes & fees

31 Oct - 1 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 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.

8. Tenuta CorteDomina

Radda in Chianti

Edgar

RM875

RM981 total

includes taxes & fees

1 Nov - 2 Nov

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

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.

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

9. Chapter Chianti, a Member of Design Hotels

Cavriglia

Michael

RM1,098

RM1,236 total

includes taxes & fees

18 Oct - 19 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 rustic stone building with a tiled roof, surrounded by lush greenery and white flowers.

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.

10. Borgo Del Cabreo

Greve in Chianti

Brian

RM1,269

RM1,415 total

includes taxes & fees

22 Oct - 23 Oct

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

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

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.

11. La pietra del cabreo

Greve in Chianti

Jorge Aaron

RM974

RM1,089 total

includes taxes & fees

17 Oct - 18 Oct

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

A courtyard with stone buildings, arched doorways, and potted plants.

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.

12. Castello Vicchiomaggio

Greve in Chianti

Mary Margaret

RM763

RM840 total

includes taxes & fees

2 Nov - 3 Nov

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

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

13. Belvedere di San Leonino

Castellina in Chianti

Michelle Reene

RM439

RM510 total

includes taxes & fees

27 Oct - 28 Oct

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.

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

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.

14. La Certosa di Pontignano - Place of Charme

Castelnuovo Berardenga

Leslie

RM388

RM463 total

includes taxes & fees

2 Nov - 3 Nov

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.

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

15. Villa Casagrande Resort & SPA

Figline e Incisa Valdarno

Ana

RM417

RM468 total

includes taxes & fees

15 Nov - 16 Nov

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 stone building with wooden shutters, a bench, and hanging purple flowers.

16. Castello di Fonterutoli Wine Resort

Castellina in Chianti

Saion

RM648

RM731 total

includes taxes & fees

18 Oct - 19 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 stone building with a courtyard, a covered seating area, and a small bell tower.

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

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

17. Borgo di Pietrafitta Relais

Castellina in Chianti

Alejandro

RM362

RM417 total

includes taxes & fees

1 Nov - 2 Nov

A historic stone building with multiple levels, surrounded by lush greenery and yellow flowering plants.

A courtyard with stone buildings, outdoor tables set for dining, and a gravel ground.

A bedroom with a wooden ceiling, a bed with white bedding, a bedside table with a tray of items, and a window with curtains.

A dining area with a table set for two, featuring wine bottles and bread.

18. Castello La Leccia

Castellina in Chianti

Eva

RM819

RM920 total

includes taxes & fees

4 Nov - 5 Nov

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

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

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

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

19. Castello di Tornano Wine Resort

Gaiole in Chianti

Edward

RM621

RM720 total

includes taxes & fees

25 Oct - 26 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 spa area with multiple white massage chairs arranged in a row, a brick ceiling, and a staircase in the background.

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

20. Hotel Palazzo San niccolò & Spa

Radda in Chianti

Afeefa

RM406

RM474 total

includes taxes & fees

16 Nov - 17 Nov

View all properties

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 - Place of Charme

Impruneta

"Very friendly and clean."

Aparthotel

A stone building with a garden in front.

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

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

A view through a window with a metal grid, featuring a stone building, greenery, and a clear sky.

Borgo Argenina

Gaiole in Chianti

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

Townhouse

A restaurant with hanging baskets of greenery, wicker furniture, and a view of the outdoors.

A stone archway with a barrel at its base, surrounded by greenery and flowering plants.

A living room with a blue sofa, a coffee table, and a potted plant.

A bedroom with a stone wall, a large mirror, a bed with white linens, a potted plant, and a view through a window with curtains.

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."

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

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

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

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

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

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"

Aparthotel

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

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

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

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

Relais Villa Belvedere

Figline e Incisa Valdarno

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

Apartment

A balcony with a table, chairs, and a bottle of wine, overlooking a vineyard and distant hills.

A modern two-story residential building with a stone facade, a well-maintained garden with hedges and grass, and a clear sky.

A bedroom with a bed, bedside tables, a chair, and a window with curtains.

A modern kitchen with dark wooden cabinets, a dining table with chairs, and a vase of flowers on the table.

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. "

Townhouse

A stone building with a yellow sign reading "b&b erioico".

A modern dining area with a wooden table, glass vases, and a staircase with glass railings.

A stone building with a wooden door and shutters, a sign reading "b.v. eroico", and a number "19" on the wall.

A hotel room with neatly folded towels on the bed, a wooden headboard, and a green pendant light.

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."

Holiday Home

A stone building with multiple windows and a chimney.

A stone building with a gravel driveway leading to a table set for dining, surrounded by greenery and a vineyard in the background.

A swimming pool with clear blue water, surrounded by lounge chairs and umbrellas, set against a stone building with a garden.

A stone staircase leading up to a rustic stone building with a flat roof, surrounded by greenery and trees.

Agriturismo La Ferrozzola

Castellina in Chianti

"Very nice agriturismo. "

Residence

A balcony with a table and chairs, a railing, and a view of a town and hills.

A dining area with white furniture, a buffet setup, and large windows offering a view of the landscape.

A modern kitchen with white cabinetry, a dining area with a table and chairs, and a living area with a sofa.

A modern living room with a red sofa, a round mirror, and a dining area with a table and chairs.

Residence Il Connubio

Impruneta

"Great location if you are looking for a place quiet, great outdoor scenery. Pleasant people. "

Townhouse

A courtyard with a stone building featuring an arched entrance, potted plants, and outdoor seating.

An interior space with a wooden bench, a potted plant, and two framed pictures on the wall.

A rustic stone building with ivy-covered walls, outdoor seating, and gravel ground.

A garden with potted plants and a wrought iron gate.

I Parigi Corbinelli

Florence

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

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.

An aerial view of a large, two-story house with a swimming pool, surrounded by lush greenery and fields.

B&B La Fonte del Machiavelli

San Casciano in Val di Pesa

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

Camping

A water park with a pool, slides, and a wooden deck area.

An indoor dining area with tables and chairs, a bar in the background, and large green plants.

An outdoor dining area with wooden tables and chairs, string lights, and a view of greenery.

A modern bedroom with a bed, an air conditioning unit, a bedside lamp, a laptop, and a mirror.

hu Firenze Certosa camping in town

Impruneta

"Friendly staff!"

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."

See all holiday rentals

Save an average of 15% on thousands of hotels when you're signed in

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.

See properties

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.

See properties

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.

See properties

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.

See properties

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.

See properties

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.

See properties

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.

See properties

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.

See properties

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

Salvadonica - Borgo del Chianti

10/10 Excellent

"Beautiful property, clean and spacious room, great service. We are so thankful for our stay at this property. We had a patio outside our room, and this was a highlight for me. The restaurant had a bar with local wines and snacks; we could then sit outside and relax in peace. We did one of the wine tastings with the hotel, which was fabulous. We ate at the restaurant; my teenage children each found something they enjoyed. It is located outside of Florence, so we did have a bit of a drive each day to see different sites, but the property made the stay very well worth it. Breakfast each day was also really wonderful,"

Castello di Spaltenna- Small Luxury Hotels of the World

10/10 Excellent

"Beautiful quaint 1000 year old monastery turned into a hotel! The staff was extremely accommodating and we really enjoyed our stay. Very easy to get around all of Tuscany from this hotel."

Villa I Barronci Resort & Spa

10/10 Excellent

"Great spot and friendly staff."

Fattoria di Vegi

10/10 Excellent

"LOVE LOVE LOVE This was the highlight of our 2.5 week Toscana trip!! You won't regret booking. The space is stunning and newly opened and staff are welcoming and wonderful!"

Borgo Vescine

10/10 Excellent

"The staff was amazing and incredibly kind."

Hotel Toscana Ambassador

8/10 Good

"Close to train station"

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 Casagrande Resort & SPA

8/10 Good

"Restaurant was great. Towels have too much use"

More cheap stays in Chianti Region

Villa Castiglione

Via Colle Ramole 20 Impruneta FI

RM264

RM304 total

8 Nov - 9 Nov

includes taxes & fees

Villa Norcenni Aparthotel

Via Norcenni 7 Figline e Incisa Valdarno FI

Get rates

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 RM231

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. Hotel Villa Campomaggio

4. Hotel Borgo di Cortefreda Relais - Place of Charme

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

6. Palazzo Leopoldo Dimora Storica & Spa

7. Villa Le Barone

8. Tenuta CorteDomina

9. Chapter Chianti, a Member of Design Hotels

10. Borgo Del Cabreo

11. La pietra del cabreo

12. Castello Vicchiomaggio

13. Belvedere di San Leonino

14. La Certosa di Pontignano - Place of Charme

15. Villa Casagrande Resort & SPA

16. Castello di Fonterutoli Wine Resort

17. Borgo di Pietrafitta Relais

18. Castello La Leccia

19. Castello di Tornano Wine Resort

20. Hotel Palazzo San niccolò & Spa

Holiday Rentals in Chianti Region

Relais Villa Olmo - Place of Charme

Borgo Argenina

Terre di Baccio

Chianti Village Morrocco

Rocca di Castagnoli

La Locanda di Pietracupa

Relais Villa Belvedere

Casa Vacanze Squarcialupi

L' Eroico

Agriturismo La Ferrozzola

Residence Il Connubio

I Parigi Corbinelli

B&B La Fonte del Machiavelli

hu Firenze Certosa camping in town

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

Castello di Albola

Castle of Brolio

Piazza Matteotti

Meleto Castle

Learn more about Chianti Region

Top Chianti Region Hotel Reviews

Salvadonica - Borgo del Chianti

Castello di Spaltenna- Small Luxury Hotels of the World

Villa I Barronci Resort & Spa

Fattoria di Vegi

Borgo Vescine

Hotel Toscana Ambassador

Villa Le Barone

Hu Norcenni Girasole Village

Villa Casagrande Resort & SPA

More cheap stays in Chianti Region

Villa Castiglione

Villa Norcenni Aparthotel

Agriturismo Il Caggio di Sotto

Castello di Pratelli

Hotel Albergo Italia

Quercia Al Poggio

Explore a world of travel with Expedia

Go further with the Expedia app