Top 10 Hotels in Chianti Region from ￥14,023 - Competitive Prices

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

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Hot tub

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

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

1. La Certosa di Pontignano

Castelnuovo Berardenga

Roberto

￥14,684

￥17,594 total

includes taxes & fees

Oct 25 - Oct 26

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

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

2. Borgo di Pietrafitta Relais

Castellina in Chianti

Alejandro

￥13,253

￥15,300 total

includes taxes & fees

Oct 14 - Oct 15

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

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

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.

3. Villa Casagrande Resort & SPA

Figline e Incisa Valdarno

Ana

￥17,373

￥19,470 total

includes taxes & fees

Oct 25 - Oct 26

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.

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

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

4. Hotel Villa Campomaggio

Radda in Chianti

Dario

￥28,106

￥31,997 total

includes taxes & fees

Oct 25 - Oct 26

A modern lobby with a bar area, seating, and a large window.

A hotel room with a TV mounted on the wall displaying a SmartTV interface, a small desk with a chair, and a bottle of champagne on the table.

A hotel entrance with a covered staircase, potted plants, and a sign indicating it is a hotel and restaurant.

An outdoor patio with tables and chairs, potted plants, and a view of the cityscape.

5. Hotel Toscana

Figline e Incisa Valdarno

Anonymous traveler

￥20,541

￥22,865 total

includes taxes & fees

Sep 25 - Sep 26

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

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

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

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.

6. Moody smart & comfy Hotel

Terranuova Bracciolini

Rocco

￥17,838

￥20,163 total

includes taxes & fees

Sep 27 - Sep 28

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

An outdoor café with tables and chairs, surrounded by stone walls and greenery.

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

￥36,203

￥41,264 total

includes taxes & fees

Oct 6 - Oct 7

A stone building with arched windows, a grassy courtyard, and outdoor seating.

An aerial view of a residential property with multiple buildings, a swimming pool, and landscaped gardens.

A person relaxing in a clear pool surrounded by natural scenery.

A cozy living room with a sofa, a dining table with chairs, a hanging lamp, and a mirror on the wall.

8. Pieve Aldina - Relais & Châteaux

Radda in Chianti

Paul

￥57,787

￥65,006 total

includes taxes & fees

Oct 25 - Oct 26

A person sitting in a corner of a room with tiled walls and a bench.

A neatly made breakfast tray on a bed with a tray of bread, fruit, juice, and tea, in a room with a bed, curtains, and a painting on the wall.

A covered outdoor dining area with tables and chairs, a pool, and a garden in the background.

A fountain in a park with tall trees and a clear sky.

9. Hotel Il Piccolo Castello

Monteriggioni

Frank

￥21,175

￥24,554 total

includes taxes & fees

Sep 27 - Sep 28

A pool with a stone wall and a tree, surrounded by a clear sky and distant mountains.

A room with a wooden door, a white cabinet with a book and candles, and two framed pictures on the wall.

A stone wall, a pink building, and a pool with a garden.

A minimalist room with a wooden desk, two chairs, a mirror, and a vase with flowers.

10. Villa Barberino

Meleto

Claire

￥25,543

￥28,097 total

includes taxes & fees

Oct 19 - Oct 20

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

A pathway lined with wooden fences and benches, leading to a covered seating area with tables and chairs.

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.

11. Villa I Barronci Resort & Spa

San Casciano in Val di Pesa

Juan Antonio

￥13,308

￥15,720 total

includes taxes & fees

Oct 25 - Oct 26

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.

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

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

12. Hotel Borgo di Cortefreda Relais

Tavarnelle Val di Pesa

Sergey

￥20,953

￥24,129 total

includes taxes & fees

Oct 25 - Oct 26

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

13. Castello Vicchiomaggio

Greve in Chianti

Maryse

￥25,432

￥27,975 total

includes taxes & fees

Sep 27 - Sep 28

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

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

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

A spa area with multiple white massage chairs arranged in a row, a brick ceiling, and a staircase in the background.

14. Hotel Palazzo San niccolò & Spa

Radda in Chianti

Afeefa

￥23,901

￥27,372 total

includes taxes & fees

Sep 27 - Sep 28

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

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

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.

15. Castello di Fonterutoli Wine Resort

Castellina in Chianti

Saion

￥31,978

￥35,896 total

includes taxes & fees

Sep 27 - Sep 28

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

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

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

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

16. Hotel Valdarno

Montevarchi

Emmanuel

￥18,207

￥20,027 total

includes taxes & fees

Oct 23 - Oct 24

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.

A villa with a swimming pool, outdoor seating, and a garden.

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

17. Relais Vignale & Spa

Radda in Chianti

Ali

￥27,779

￥36,089 total

includes taxes & fees

Oct 8 - Oct 9

A large building with multiple rooms, surrounded by a field of lavender.

An outdoor dining area with tables set for a meal, a sign indicating a wine list, and a view of the landscape.

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

An arched brick corridor leading to a dining area with tables set for a meal.

18. Borgo Scopeto Wine & Country Relais

Castelnuovo Berardenga

Hannah

￥84,925

￥95,220 total

includes taxes & fees

Oct 25 - Oct 26

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

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

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

A stone building with a tiled roof, arched windows, and a well-maintained lawn.

19. La pietra del cabreo

Greve in Chianti

Jorge Aaron

￥49,975

￥55,694 total

includes taxes & fees

Oct 15 - Oct 16

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 bar area with a high ceiling, wooden beams, and a bar counter with stools.

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

20. Chapter Chianti, a Member of Design Hotels

Cavriglia

Samay

￥43,243

￥48,648 total

includes taxes & fees

Oct 8 - Oct 9

View all properties

Vacation Rentals in Chianti Region

Townhouse

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

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

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

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

Villa Curina Resort

Castelnuovo Berardenga

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

Aparthotel

A stone building with a garden in front.

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

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."

Vacation Home

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

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.

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

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

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.

Villa di Sotto

Castelnuovo Berardenga

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 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.

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.

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

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"

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

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

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.

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

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

Terre di Baccio

Greve in Chianti

"The stay was great, and the staff were wonderful. "

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 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.

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

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.

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

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."

Villa

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

A gravel path leading through a vineyard with stone pillars and a potted plant at the entrance.

A staircase leading to a room with a stone wall, a green chair, a sofa, and a view through a large window.

A stone building with a swimming pool and outdoor seating.

Relais Badia a Passignano

Tavarnelle Val di Pesa

"A beautiful estate in a scenic Chianti location. The villa was freshly renovated and perfect for a few days of relaxation and wine tours."

Aparthotel

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

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

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

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."

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

A dining area with white tables and chairs, stone walls, and large windows with curtains.

Villa Cassia di Baccano

Loro Ciuffenna

"The staff were great and the villa was amazing"

Townhouse

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

A two-story house with a patio area, potted plants, and outdoor furniture.

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

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"

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

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 "

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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

Castello Vicchiomaggio

8/10 Good

"Really liked the location! Helpful staff."

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."

Fattoria di Vegi

10/10 Excellent

"All aspects were superb and I highly recommend Vegi to friends, family and others. Beautiful locale and facility aesthetics, very well appointed, and excellent service."

Hotel Villa Campomaggio

10/10 Excellent

"Great hotel"

Hu Norcenni Girasole Village

10/10 Excellent

"Perfect can’t fault it. Maybe a bigger train/bus at peak times would help. Lovely restaurant, bars, ice cream. Clean swimming pools. Good, kind, friendly staff. Safe place. Clean accommodation. Peaceful environment. Must take mosquito treatment as they’re bad out here. Lovely bonus is the pump at the pools to pump donuts up. Can’t fault it. Will 100000% return."

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."

Park Hotel Chianti

10/10 Excellent

"The staff are very helpful and kind."

Palagina la Dimora

8/10 Good

"Nice property to relax. Pool is nice. Breakfast is meh but works. Room was spacious although felt outdated and lacking lighting. Some staff were very helpful while some could have been more friendly."

More cheap stays in Chianti Region

Villa Castiglione

Via Colle Ramole 20 Impruneta FI

￥26,197

￥29,358 total

Sep 29 - Sep 30

includes taxes & fees

8.6/10 Excellent! (276 reviews)

Villa Norcenni Aparthotel

Via Norcenni 7 Figline e Incisa Valdarno FI

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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

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9.2/10 Wonderful! (5 reviews)

Hotel Albergo Italia

Via Trento, 36 Poggibonsi SI

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Quercia Al Poggio

Strada Di Quercia Al Poggio 4 Barberino Tavarnelle FI

Get rates

Hotels in Chianti Region with star-rating

Explore a world of travel with Expedia

Car rental Greve in Chianti

Book Hotels in Chianti Region on Expedia.it

Find hotels in Chianti Region from ￥14,023

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. Villa Casagrande Resort & SPA

4. Hotel Villa Campomaggio

5. Hotel Toscana

6. Moody smart & comfy Hotel

7. Castello di Meleto

8. Pieve Aldina - Relais & Châteaux

9. Hotel Il Piccolo Castello

10. Villa Barberino

11. Villa I Barronci Resort & Spa

12. Hotel Borgo di Cortefreda Relais

13. Castello Vicchiomaggio

14. Hotel Palazzo San niccolò & Spa

15. Castello di Fonterutoli Wine Resort

16. Hotel Valdarno

17. Relais Vignale & Spa

18. Borgo Scopeto Wine & Country Relais

19. La pietra del cabreo

20. Chapter Chianti, a Member of Design Hotels

Vacation Rentals in Chianti Region

Villa Curina Resort

Borgo Argenina

Borgo Argiano

Villa di Sotto

Riserva di Fizzano Residence

Villa San Filippo

Chianti Village Morrocco

Terre di Baccio

Villa il Fedino

B&B La Fonte del Machiavelli

Relais Badia a Passignano

Relais Villa Belvedere

Villa Cassia di Baccano

La Locanda di Pietracupa

Rocca di Castagnoli

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

Castello Vicchiomaggio

Villa Il Palagio

Fattoria di Vegi

Hotel Villa Campomaggio

Hu Norcenni Girasole Village

Salvadonica - Borgo del Chianti

Relais Vignale & Spa

Park Hotel Chianti

Palagina la Dimora

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

Hotels in Chianti Region with star-rating

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