A stone building with a clock tower, steps leading up to it, and people walking around.

Castellina in Chianti hotels from RM303

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Check prices for these dates

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23 Sept - 24 Sept
Tomorrow
24 Sept - 25 Sept
This weekend
25 Sept - 27 Sept
Next weekend
2 Oct - 4 Oct

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Our top choices for Castellina in Chianti hotels

A pool with clear water and a row of white lounge chairs facing a scenic hillside view.
A stone-walled hallway with a staircase, a glass table with a red cushion, and a wooden cabinet.
A spa room with a stone ceiling, a circular hot tub, a window, and a bench.
An outdoor patio with round tables and chairs, surrounded by potted plants and flowers.

1. Palazzo Squarcialupi

Palazzo Squarcialupi
Castellina in Chianti
United States
yvette
RM826
RM936 total
includes taxes & fees
21 Oct - 22 Oct
Palazzo Squarcialupi
A spacious lobby with a stone archway, wooden ceiling beams, a bar area with a wine rack, and a reception desk.
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.
A stone building with a wooden bench outside.

2. Hotel Colle Etrusco Salivolpi

Hotel Colle Etrusco Salivolpi
Castellina in Chianti
United States
Monica
RM510
RM575 total
includes taxes & fees
18 Oct - 19 Oct
Hotel Colle Etrusco Salivolpi
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.

3. Borgo di Pietrafitta Relais

Borgo di Pietrafitta Relais
Castellina in Chianti
United States
Alejandro
RM366
RM422 total
includes taxes & fees
14 Oct - 15 Oct
Borgo di Pietrafitta Relais
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 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.

4. Castello di Fonterutoli Wine Resort

Castello di Fonterutoli Wine Resort
Castellina in Chianti
India
Saion
RM842
RM945 total
includes taxes & fees
18 Oct - 19 Oct
Castello di Fonterutoli Wine Resort
A large stone building with a tower, surrounded by lush greenery and a well-maintained lawn.
A spacious dining area with wooden tables and chairs, a fireplace, and a modern kitchen in the background.
A modern interior with a bar area, seating, and a staircase.
A person in a white hat and white top walking towards a building with a pool, surrounded by greenery and a hilly landscape.

5. Locanda le Piazze

Locanda le Piazze
Castellina in Chianti
Canada
Tara
RM1,417
RM1,587 total
includes taxes & fees
18 Oct - 19 Oct
Locanda le Piazze
A historic stone building with multiple levels, surrounded by lush greenery and yellow flowering plants.
A dining area with a table set for two, featuring wine bottles and bread.
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 courtyard with stone buildings, tables with white tablecloths, and chairs arranged for dining.

6. Castello La Leccia

Castello La Leccia
Castellina in Chianti
United States
Eva
RM1,125
RM1,256 total
includes taxes & fees
17 Oct - 18 Oct
Castello La Leccia
A long table set for dining in a tunnel with wine barrels on one side.
A castle-like building with a swimming pool and a well-maintained garden.
A pool with lounge chairs and umbrellas, surrounded by stone tiles and trees.
A spacious bedroom with a large bed, a desk, and a chair. There is a painting on the wall and a window with curtains.

7. Agritourism Villa [EXACT MATCH] Godenano - Pool & Suites

Agritourism Villa [EXACT MATCH] Godenano - Pool & Suites
Castellina in Chianti
United States
Johnathan
RM647
RM730 total
includes taxes & fees
30 Sept - 1 Oct
Agritourism Villa [EXACT MATCH] Godenano - Pool & Suites
A stately building with a grand entrance, multiple arches, and a well-lit facade.
A restaurant with stone walls, wooden furniture, and a wine cellar.
A well-decorated living room with a sofa, a coffee table, and a vase with flowers.
A spacious living room with two sofas, a coffee table, and a mural of trees on the walls.

8. Fattoria di Vegi

Fattoria di Vegi
Castellina in Chianti
United States
Megan
RM1,237
RM1,389 total
includes taxes & fees
22 Oct - 23 Oct
Fattoria di Vegi
A historic building with a stone facade, multiple windows with shutters, and a well-maintained garden with potted plants and flowers.
A clear blue pool with lounge chairs and umbrellas, surrounded by lush greenery and a forested hillside.
A spacious living room with striped sofas, a coffee table, and a chandelier.
A hallway with a wooden altar, benches, and a carpet with a floral pattern.

9. Villa Casalecchi Country Hotel

Villa Casalecchi Country Hotel
Castellina in Chianti
Canada
Alain
RM572
RM658 total
includes taxes & fees
9 Oct - 10 Oct
Villa Casalecchi Country Hotel
A stone building with a staircase leading up to a window, surrounded by lush greenery and flowering plants.
A swimming pool with stone walls, lounge chairs, and a building with stone architecture.
A stone building with a balcony and a garden with pink flowers.
A stone-walled dining area with tables set for a meal, a stone fireplace, and a sign indicating 'Colleluono'.

10. Collelungo

Collelungo
Castellina in Chianti
Canada
Daniel
RM474
RM540 total
includes taxes & fees
28 Sept - 29 Sept
Collelungo
A stone building with an arched entrance, a wooden door, and a small balcony with a railing.
A stone staircase leading to a wooden balcony with a view of a mountainous landscape.
A pool area with lounge chairs and umbrellas, surrounded by greenery and trees.
A stone-walled room with tables set for dining, a staircase, and a lamp.

11. Albergo Il Colombaio

Albergo Il Colombaio
Castellina in Chianti
United States
Christine
RM636
RM714 total
includes taxes & fees
5 Oct - 6 Oct
Albergo Il Colombaio
A stone building with a courtyard, a swimming pool, and vineyard fields in the background.
A pool area with a view of vineyards and hills.
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.

12. Riserva di Fizzano Residence

Riserva di Fizzano Residence
Castellina in Chianti
United States
Janet
RM828
RM920 total
includes taxes & fees
8 Oct - 9 Oct
Riserva di Fizzano Residence
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 stone building with ivy-covered walls, a stone pathway, and a garden with flowers.
A rustic stone building with a garden in front.
A person relaxing in a hot tub with a view of a building and trees in the background.

13. Belvedere di San Leonino

Belvedere di San Leonino
Castellina in Chianti
Canada
Els
RM507
RM586 total
includes taxes & fees
15 Oct - 16 Oct
Belvedere di San Leonino
An aerial view of a villa with a swimming pool, surrounded by lush greenery and a hilly landscape.
A view through a wooden-framed window with a stone archway, a brick wall, and a tiled roof.
A bar area with brick arches, wooden barrels, leather seating, and a wine rack.
A building with arched windows, a courtyard with a pond, and a metal fence.

14. Hotel Casafrassi

Hotel Casafrassi
Castellina in Chianti
United States
Rita
RM250
RM303 total
includes taxes & fees
27 Sept - 28 Sept
Hotel Casafrassi
A kitchen with wooden cabinets, a glass display case, and a dining area with a table and chairs.
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.
A room with a window featuring sheer curtains, a radiator below, and a view of a green landscape.

15. Mariani Bed & Breakfast

Mariani Bed & Breakfast
Castellina in Chianti
Japan
Chie
RM363
RM418 total
includes taxes & fees
7 Oct - 8 Oct
Mariani Bed & Breakfast
A pool area with lounge chairs and umbrellas, surrounded by greenery and a stone building.
An open door leading to a patio with a round wooden table and chairs, overlooking a hilly landscape.
A stone building with a sign reading "del sogno RESIDENZIA DEL SOGNO".
A stone building with outdoor seating, potted plants, and flags.

16. Residenzia del Sogno

Residenzia del Sogno
Castellina in Chianti
Canada
Katherine
RM524
RM595 total
includes taxes & fees
7 Oct - 8 Oct
Residenzia del Sogno
A stone corridor leading to a wooden archway with a view of a green landscape and a red chair.
An outdoor terrace with tables and chairs, overlooking a hilly landscape with vineyards.
A modern bedroom with a large bed, a chandelier, and a view of greenery outside.
A serene landscape with a clear view of a pool, a chair, and a statue in a garden setting.

17. PODERE 1384

PODERE 1384
Castellina in Chianti
France
Stanislas
RM2,267
RM2,522 total
includes taxes & fees
29 Sept - 30 Sept
PODERE 1384
A balcony with a table, chairs, and a bottle of wine, overlooking a vineyard and distant hills.
A dining area with a wooden table and chairs, a white sofa with cushions, and a staircase with a metal railing.
A bedroom with a bed, bedside tables, a chair, and a window with curtains.
A modern two-story residential building with a stone facade, a well-maintained garden with hedges and grass, and a clear sky.

18. Casa Vacanze Squarcialupi

Casa Vacanze Squarcialupi
Castellina in Chianti
United States
Jeffrey
RM545
RM628 total
includes taxes & fees
18 Oct - 19 Oct
Casa Vacanze Squarcialupi
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 aerial view of a historic building complex with a central courtyard, surrounded by vineyards and greenery.
A restaurant setting with wooden chairs, a white tablecloth, and a waiter attending to a table.
An interior corridor with arches, columns, and a brick wall.

19. La Certosa di Pontignano

La Certosa di Pontignano
Castelnuovo Berardenga
United States
Roberto
RM409
RM487 total
includes taxes & fees
16 Oct - 17 Oct
La Certosa di Pontignano
A lobby with a marble floor, a chandelier, a reception desk, and large green plants.
A modern hotel room with a large bed, a desk, and a chair. There is a painting on the wall and a lamp on the side table.
A hotel with a sign reading "HOTEL RISTORANTE CHIUSARELLI," surrounded by greenery and a brick wall.
A balcony with two chairs and a table, overlooking a building with a tiled roof and shutters.

20. Hotel Chiusarelli

Hotel Chiusarelli
Siena City Centre
Canada
sharon
RM721
RM817 total
includes taxes & fees
16 Oct - 17 Oct
Hotel Chiusarelli
View all properties

Holiday Rentals in Castellina in Chianti

Townhouse
A kitchen with wooden cabinets, a glass display case, and a dining area with a table and chairs.
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.
A room with a window featuring sheer curtains, a radiator below, and a view of a green landscape.

Mariani Bed & Breakfast

Mariani Bed & Breakfast
Castellina in Chianti
"Very nice and quiet neighbourhood. Close to city centre. The host is very kind."
Mariani Bed & Breakfast
Residence
A stone building with a courtyard, a swimming pool, and vineyard fields in the background.
A pool area with a view of vineyards and hills.
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

Riserva di Fizzano Residence
Castellina in Chianti
"Great place to stay in Tuscany! Very nice breakfast also!"
Riserva di Fizzano Residence
Holiday Home
A stone building with multiple windows and a chimney.
A stone-walled interior with a fireplace, a dining area, and a sofa.
A stone staircase leading up to a rustic stone building with a flat roof, surrounded by greenery and trees.
A stone building with a gravel driveway leading to a table set for dining, surrounded by greenery and a vineyard in the background.

Agriturismo La Ferrozzola

Agriturismo La Ferrozzola
Castellina in Chianti
"Very nice agriturismo. "
Agriturismo La Ferrozzola
Apartment
A balcony with a table, chairs, and a bottle of wine, overlooking a vineyard and distant hills.
A dining area with a wooden table and chairs, a white sofa with cushions, and a staircase with a metal railing.
A bedroom with a bed, bedside tables, a chair, and a window with curtains.
A modern two-story residential building with a stone facade, a well-maintained garden with hedges and grass, and a clear sky.

Casa Vacanze Squarcialupi

Casa Vacanze Squarcialupi
Castellina in Chianti
"Staff was very helpful. Was a bit bummed the pool was closed as that was part of the reason for choosing the hotel. "
Casa Vacanze Squarcialupi
Apartment
A narrow cobblestone street flanked by stone buildings with arched doorways and a vineyard in the background.
A modern kitchen with white cabinets, a built-in oven, and a dining area with a wooden table and chairs.
A stone building with a courtyard featuring a wooden table and chairs, potted plants, and a stone wall.
A bedroom with a large bed, bedside lamps, a small table, and a view through a window.

Il Nespolo Charming Apartment Fonterutoli

Il Nespolo Charming Apartment Fonterutoli
Castellina in Chianti
Il Nespolo Charming Apartment Fonterutoli
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Stay near popular Castellina in Chianti attractions

Buondonno Winery

9.6/10 (4 reviews)
You can enjoy a tasting or tour at Buondonno Winery during your travels to Castellina in Chianti. Discover the beautiful countryside and wineries in this relaxing area.
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Casa Vinicola Luigi Cecchi

9.0/10 (4 reviews)
You can enjoy a tasting or tour at Casa Vinicola Luigi Cecchi during your travels to Castellina in Chianti. Discover the beautiful countryside in this walkable area or enjoy its local tours.
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Lilliano Estate Winery

You can enjoy a tasting or tour at Lilliano Estate Winery during your travels to Lilliano.
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Castellina Fortress

9.4/10 (3 reviews)
Learn about the local history of Castellina in Chianti with a stop at Castellina Fortress. Discover the countryside and wineries in this relaxing area.
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Walls of Monteriggioni

9.2/10 (5 reviews)
You can study the exhibits at Walls of Monteriggioni, a museum with a storied past, during your trip to Castellina in Chianti. Discover the beautiful countryside and wineries in this walkable area.
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Archaeological Museum of Chianti

8.0/10 (6 reviews)
You can browse the exhibits at Archaeological Museum of Chianti, a museum with a story of its own, during your travels to Castellina in Chianti. Discover the beautiful countryside in this walkable area or enjoy its local tours.
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Mazzei Winery

You can enjoy a tasting or tour at Mazzei Winery during your travels to Fonterutoli. You can enjoy the restaurants while in the area.
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Casina di Cornia Winery

You can enjoy a tasting or tour at Casina di Cornia Winery during your travels to Castellina in Chianti. Discover the countryside and wineries in this relaxing area.
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Learn more about Castellina in Chianti

Medieval stone buildings line the narrow streets where you'll find Tuscany's best wine shops and the fascinating Etruscan tomb museum. Climb the fortress tower for panoramic vineyard views, then join locals at Piazza del Comune for aperitivo hour with regional cheeses.

See all hotels in Castellina in Chianti
A stone building with a clock tower, steps leading up to it, and people walking around.

Top Castellina in Chianti Hotel Reviews

aparto Florence Manifattura

aparto Florence Manifattura

10/10 Excellent
"New construction with nice overall ambience."
chakravarthy 1-night trip
Posted less than an hour ago
aparto Florence Manifattura
Hotel Albani Firenze

Hotel Albani Firenze

10/10 Excellent
"Nice hotel, breakfast was great and staff were friendly and helpful."
Nathalie 4-night trip
Posted 1 hour ago
Hotel Albani Firenze
Hotel Delle Nazioni

Hotel Delle Nazioni

8/10 Good
"Clean room, nice thick slippers, staff helpful. Walking distance from Termini, laundry etc."
Annie 5-night trip
Posted 14 hours ago
Hotel Delle Nazioni
The Social Hub Florence Belfiore

The Social Hub Florence Belfiore

10/10 Excellent
"A really great spot to stay if youโ€™re working nearby. Great food and staff were super friendly and helpful :-)"
Jo 1-night trip
Posted 15 hours ago
The Social Hub Florence Belfiore
IQ Hotel Firenze

IQ Hotel Firenze

10/10 Excellent
"Modern hotel with all the conveniences, great breakfast, sweet spa, comfy beds, and great location!"
Kenneth 3-night trip
Posted 15 hours ago
IQ Hotel Firenze
c-hotels Ambasciatori

c-hotels Ambasciatori

10/10 Excellent
"Friendly staff, spacious room. Location is superb, literally opposite the train station. Walkable to all major attractions. Extremely friendly with my two cats - would highly recommend to any pet owners!"
Yiwei 3-night trip
Posted 16 hours ago
c-hotels Ambasciatori
Hotel Santa Maria Novella

Hotel Santa Maria Novella

10/10 Excellent
"Great location. Hotel was nice and maintained. Rooms were spacious for a family of 3. Bathrooms were nice as well with a big window that I was able to see the plaza. Bed was comfortable. Bar was nice and outdoor seating was great as well. Will stay here again."
Noemi 2-night trip
Posted 18 hours ago
Hotel Santa Maria Novella
Bernini Palace

Bernini Palace

10/10 Excellent
"Beautiful, historic property in the very heart of Florence. The staff makes you feel special. The room was very nice, silent and had a very comfortable bed."
JUAN 1-night trip
Posted 20 hours ago
Bernini Palace
Palazzo Montebello

Palazzo Montebello

10/10 Excellent
"Service was very good. Bring wash cloth if you prefer. This was a great place to stay. Very Florence like."
Melinda 3-night trip
Posted 2 days ago
Palazzo Montebello

More cheap stays in Castellina in Chianti

Hotel Bodoni

Hotel Bodoni

Via Martiri del Popolo, 27 Florence FI
RM534
RM630 total
13 Oct - 14 Oct
includes taxes & fees
8.2/10 Very good! (872 reviews)
Hotel Bodoni
Hotel St. James

Hotel St. James

Via XXVII Aprile 18 Florence FI
RM622
RM726 total
19 Oct - 20 Oct
includes taxes & fees
8.2/10 Very good! (233 reviews)
Hotel St. James
Hotel Nuova Italia

Hotel Nuova Italia

Via Faenza 26 Florence FI
RM630
RM735 total
20 Oct - 21 Oct
includes taxes & fees
Hotel Nuova Italia
Hotel Spagna

Hotel Spagna

Via Panzani, 5 Florence FI
RM752
RM869 total
19 Oct - 20 Oct
includes taxes & fees
6.2/10 (1,002 reviews)
Hotel Spagna
Hotel Alessandra

Hotel Alessandra

Borgo Santi Apostoli 17 Florence FI
RM771
RM890 total
22 Oct - 23 Oct
includes taxes & fees
9.2/10 Wonderful! (988 reviews)
Hotel Alessandra
Hotel Collodi

Hotel Collodi

Via Taddea 6 Florence FI
RM792
RM913 total
15 Oct - 16 Oct
includes taxes & fees
9.6/10 Exceptional! (1,003 reviews)
Hotel Collodi

Frequently asked questions

Where is the best place to stay in Castellina in Chianti?
Plus Florence - Hostel, located 21.5 mi (34.6 km) from the heart of Castellina in Chianti, is a top choice for your stay, based on our traveller data. Two other choices for your visit to the area are The Social Hub Florence Belfiore and The Social Hub Florence Lavagnini. See all available top hotels, or vacation rentals in Castellina in Chianti.
What are some of the best holiday rentals that Castellina in Chianti has to offer?
Villa La Stella - Casa per Ferie: This holiday home rental outside Castellina in Chianti is located near the airport, and has a garden, a library and air conditioning to put you at ease in your new surroundings. This holiday rental also comes with free parking to give you added peace of mind. See all vacation rentals in Castellina in Chianti.
If I need to cancel my hotel reservation in Castellina in Chianti, will I receive a refund?
Yes! The majority of hotel reservations are refundable if you cancel prior to the hotel's cancellation deadline, which in most cases is within 24 or 48 hours of your check-in date. If you booked a non-refundable reservation, you might still have the option to cancel and receive a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Castellina in Chianti.
What's the best family accommodation in Castellina in Chianti?
Belvedere di San Leonino is a hotel with an outdoor pool and a restaurant, and it's a top choice on Expedia for families. Borgo di Pietrafitta Relais is another good option for your child-friendly holiday. Also, attractions in the area such as Chianti Observatory and Borgo di Vescine - Tenute di Castelvecchi are fun for children of all ages. Find more child-friendly accommodations in Castellina in Chianti.
What is the favourite LGBTQ-friendly place to stay in Castellina in Chianti?
Fattoria di Vegi is a top LGBTQ-friendly hotel, and features a winery and free WiFi. See all available hotels listed as LGBTQ-friendly in Castellina in Chianti.
What's the best dog-friendly place to stay in Castellina in Chianti?
Fattoria di Vegi is a top dog-friendly hotel, and offers a winery and a restaurant for its human guests. Two other good options to stay with your pet include Villa Casalecchi Country Hotel and Hotel Casafrassi. See more pet-friendly hotel accommodations in Castellina in Chianti.
What's the best luxury hotel in Castellina in Chianti?
Locanda le Piazze is a luxury hotel with a winery and a full-service spa, and it's a popular choice for Expedia travellers looking for an elegant place to stay. Castello La Leccia and PODERE 1384 are other upscale choices for your trip. Find more luxury hotels in Castellina in Chianti.
What are some accommodation options with pools in Castellina in Chianti?
Residenzia del Sogno is a top affittacamere with a seasonal outdoor pool, free WiFi and free self-parking. Podere Palazzolo is another choice that offers an on-site pool. View all hotels with pools in Castellina in Chianti.
What is the best spa hotel in Castellina in Chianti?
Castello La Leccia is a highly recommended luxury spa hotel featuring a bar and a restaurant. Treat yourself to a massage, steam room or sauna at the on-site spa. Other popular spa hotels in Castellina in Chianti include Locanda le Piazze and Palazzo Squarcialupi. See all spa hotels in Castellina in Chianti.
What is staying in Castellina in Chianti like?
Visitors to Castellina in Chianti will definitely enjoy the wineries. Tourists can also enjoy so much more including its forests. In Castellina in Chianti, there are 285 hotels and other accommodation options to choose from. Find out more about Castellina in Chianti.
What are the top places to visit in Castellina in Chianti?
Landmarks like Castellina Fortress, Montecalvario and Walls of Monteriggioni might be worth a visit. Wine tasting is a great activity, and Lilliano Estate Winery is one place to visit. A couple of additional sights to add to your itinerary are City Hall Castellina In Chianti and Archaeological Museum of Chianti. Take a look at what more there is to see and do in Expedia's Castellina in Chianti guide.
What's the seasonal weather like in Castellina in Chianti?
The hottest months are usually August and July, with an average temperature of 22ยฐC, while the coldest months are January and February, with an average of 6ยฐC. Average annual precipitation for Castellina in Chianti is 935 mm.

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