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Oct 15 - Oct 16
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Our top choices for Vagliagli hotels

A building with a stone facade, a central arched doorway, and a window with a decorative frame.
A room with a glass table, a vase with flowers, a bottle of wine, and a chair.
A room with a view of a forest through a window, a table with a lamp, 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

Dievole Wine Resort
Castelnuovo Berardenga
CA $348
CA $395 total
includes taxes & fees
Nov 14 - Nov 15
Dievole Wine Resort
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 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.

2. Castello di Fonterutoli Wine Resort

Castello di Fonterutoli Wine Resort
Castellina in Chianti
India
Saion
CA $207
CA $234 total
includes taxes & fees
Oct 18 - Oct 19
Castello di Fonterutoli Wine Resort
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 traditional villa with a tiled roof, surrounded by lush greenery and hills.
A building with arched windows, a courtyard with a pond, and a metal fence.

3. Hotel Casafrassi

Hotel Casafrassi
Castellina in Chianti
United Kingdom
Stuart
CA $85
CA $103 total
includes taxes & fees
Oct 16 - Oct 17
Hotel Casafrassi
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.

4. Castello di Tornano Wine Resort

Castello di Tornano Wine Resort
Gaiole in Chianti
Canada
Edward
CA $216
CA $250 total
includes taxes & fees
Oct 25 - Oct 26
Castello di Tornano Wine Resort
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 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.
A person relaxing in a hot tub with a view of a building and trees in the background.

5. Belvedere di San Leonino

Belvedere di San Leonino
Castellina in Chianti
United States
Michelle Reene
CA $152
CA $177 total
includes taxes & fees
Oct 27 - Oct 28
Belvedere di San Leonino
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.

6. La Certosa di Pontignano - Place of Charme

La Certosa di Pontignano - Place of Charme
Castelnuovo Berardenga
United States
Leslie
CA $135
CA $161 total
includes taxes & fees
Oct 19 - Oct 20
La Certosa di Pontignano - Place of Charme
A large building with multiple rooms, surrounded by a field of lavender.
A historic estate with a central courtyard, surrounded by lush gardens and vineyards.
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.

7. Borgo Scopeto Wine & Country Relais

Borgo Scopeto Wine & Country Relais
Castelnuovo Berardenga
United States
Scott
CA $521
CA $589 total
includes taxes & fees
Nov 5 - Nov 6
Borgo Scopeto Wine & Country Relais
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 pool area with lounge chairs and umbrellas, surrounded by lush greenery and hills in the background.

8. Castello La Leccia

Castello La Leccia
Castellina in Chianti
United States
Eva
CA $285
CA $319 total
includes taxes & fees
Nov 2 - Nov 3
Castello La Leccia
A spacious lobby with a stone archway, wooden ceiling beams, a bar area with a wine rack, and a reception desk.
A stone building with a wooden bench outside.
A clear blue pool with lounge chairs and a stone building in the background.
A rustic living room with exposed wooden beams, a sofa, a coffee table, and a dining area with chairs.

9. Hotel Colle Etrusco Salivolpi

Hotel Colle Etrusco Salivolpi
Castellina in Chianti
United States
Monica
CA $156
CA $177 total
includes taxes & fees
Oct 18 - Oct 19
Hotel Colle Etrusco Salivolpi
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 narrow street with buildings on either side, a flag, and a bench.

10. Palazzo Leopoldo Dimora Storica & Spa

Palazzo Leopoldo Dimora Storica & Spa
Radda in Chianti
CA $165
CA $191 total
includes taxes & fees
Nov 2 - Nov 3
Palazzo Leopoldo Dimora Storica & Spa
A spa area with a stone ceiling, a large bathtub, and a seating area.
A bedroom with a bed, bedside tables, a sofa, a window with curtains, and a wall with a painting.
A rectangular pool with clear water, surrounded by white lounge chairs and a grassy area.
A garden with a gravel path leading to a white metal table and chairs, surrounded by red roses and a large terracotta pot.

11. Palazzo Squarcialupi

Palazzo Squarcialupi
Castellina in Chianti
United States
yvette
CA $248
CA $282 total
includes taxes & fees
Oct 18 - Oct 19
Palazzo Squarcialupi
An outdoor dining area with a pool, potted plants, and umbrellas.
A villa with a swimming pool, outdoor seating, and a garden.
A spa area with a brick archway leading to a circular hot tub surrounded by mosaic tiles.
A restaurant with a table set for two, overlooking a scenic landscape.

12. Relais Vignale & Spa

Relais Vignale & Spa
Radda in Chianti
United States
Ali
CA $245
CA $318 total
includes taxes & fees
Oct 19 - Oct 20
Relais Vignale & Spa
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 spa area with multiple white massage chairs arranged in a row, a brick ceiling, and a staircase in the background.
A buffet area with various fruits and a bar with bottles.

13. Hotel Palazzo San niccolò & Spa

Hotel Palazzo San niccolò & Spa
Radda in Chianti
United States
Afeefa
CA $150
CA $174 total
includes taxes & fees
Nov 8 - Nov 9
Hotel Palazzo San niccolò & Spa
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 table set with wine glasses and a candle, viewed through a window with string lights.
A building with a brick facade, arched entrance, and multiple windows covered in green ivy.

14. Tenuta CorteDomina

Tenuta CorteDomina
Radda in Chianti
United States
Edgar
CA $304
CA $341 total
includes taxes & fees
Nov 1 - Nov 2
Tenuta CorteDomina
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 stone building with a garden, tall trees, and a clear blue sky.
An outdoor dining area with stone buildings and a tower, illuminated by ambient lighting.

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

Castello di Spaltenna- Small Luxury Hotels of the World
Gaiole in Chianti
United States
Michelle
CA $468
CA $531 total
includes taxes & fees
Oct 30 - Oct 31
Castello di Spaltenna- Small Luxury Hotels of the World
A courtyard with a lemon tree, potted plants, and a building with arched windows.
A swimming pool surrounded by lush greenery and a stone pathway.
A large, historic building with a covered patio and a well-maintained garden.
A room with a large window offering a view of a landscaped garden with trees and a pathway.

16. Villa Scacciapensieri Boutique Hotel

Villa Scacciapensieri Boutique Hotel
Scacciapensieri
United States
Benjamin
CA $226
CA $257 total
includes taxes & fees
Oct 25 - Oct 26
Villa Scacciapensieri Boutique Hotel
A stone pillar with carvings, a glass door leading outside, and a person sitting on a lounge chair.
A courtyard with a stone building, wooden pergola, and raised garden beds with various plants.
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.

17. Hotel Villa Campomaggio

Hotel Villa Campomaggio
Radda in Chianti
United States
Dario
CA $234
CA $267 total
includes taxes & fees
Nov 3 - Nov 4
Hotel Villa Campomaggio
A large, historic building with a tiled roof and multiple windows, surrounded by lush gardens and a stone pathway.
A restaurant with stone pillars, wooden beams, and white tablecloths. Tables are arranged for dining.
A spacious living room with a high ceiling, exposed wooden beams, and a large arched brick structure. There are multiple seating areas with floral-patterned sofas and armchairs. A fireplace and bookshelves are visible in the background.
A table set for breakfast with various dishes, drinks, and a newspaper.

18. Hotel Le Fontanelle

Hotel Le Fontanelle
Castelnuovo Berardenga
United States
Cristina
CA $654
CA $735 total
includes taxes & fees
Oct 25 - Oct 26
Hotel Le Fontanelle
A modern hotel lobby with a high ceiling and a glass roof, featuring wooden paneling, comfortable seating, and a large wall mural.
A reception area with a wooden reception desk, two chairs, a vase with flowers, and a large pillar.
A swimming pool with lounge chairs and umbrellas, surrounded by trees and buildings.
A building with a modern architectural style, featuring a prominent entrance with a sign that reads "FOUR POINTS."

19. Four Points by Sheraton Siena

Four Points by Sheraton Siena
Scacciapensieri
United States
Ralph
CA $191
CA $215 total
includes taxes & fees
Nov 15 - Nov 16
Four Points by Sheraton Siena
A table set for breakfast with a scenic view of hills and a cloudy sky.
A two-story building with a central entrance, green shutters, and a brick staircase leading up to the door.
A breakfast buffet with various food items and beverages, set in a room with arched ceilings and yellow walls.
An arched entrance with a brick pathway leading to a building, surrounded by lush greenery and purple flowering vines.

20. Palazzo di Valli

Palazzo di Valli
Siena
United States
Luanne
CA $151
CA $171 total
includes taxes & fees
Nov 14 - Nov 15
Palazzo di Valli
View all properties

Hotels recommended for families in Vagliagli

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

Belvedere di San Leonino

Belvedere di San Leonino
Castellina in Chianti
CA $152
CA $177 total
includes taxes & fees
Oct 27 - Oct 28
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 traditional villa with a tiled roof, surrounded by lush greenery and hills.
A building with arched windows, a courtyard with a pond, and a metal fence.

Hotel Casafrassi

Hotel Casafrassi
Castellina in Chianti
CA $85
CA $103 total
includes taxes & fees
Oct 16 - Oct 17
Hotel Casafrassi
A large building with multiple rooms, surrounded by a field of lavender.
A historic estate with a central courtyard, surrounded by lush gardens and vineyards.
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.

Borgo Scopeto Wine & Country Relais

Borgo Scopeto Wine & Country Relais
Castelnuovo Berardenga
CA $521
CA $589 total
includes taxes & fees
Nov 5 - Nov 6
Borgo Scopeto Wine & Country Relais
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.

Castello di Tornano Wine Resort

Castello di Tornano Wine Resort
Gaiole in Chianti
CA $216
CA $250 total
includes taxes & fees
Oct 25 - Oct 26
Castello di Tornano Wine Resort
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.

La Certosa di Pontignano - Place of Charme

La Certosa di Pontignano - Place of Charme
Castelnuovo Berardenga
CA $135
CA $161 total
includes taxes & fees
Oct 19 - Oct 20
La Certosa di Pontignano - Place of Charme
A spa area with a stone ceiling, a large bathtub, and a seating area.
A bedroom with a bed, bedside tables, a sofa, a window with curtains, and a wall with a painting.
A rectangular pool with clear water, surrounded by white lounge chairs and a grassy area.
A garden with a gravel path leading to a white metal table and chairs, surrounded by red roses and a large terracotta pot.

Palazzo Squarcialupi

Palazzo Squarcialupi
Castellina in Chianti
CA $248
CA $282 total
includes taxes & fees
Oct 18 - Oct 19
Palazzo Squarcialupi
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 narrow street with buildings on either side, a flag, and a bench.

Palazzo Leopoldo Dimora Storica & Spa

Palazzo Leopoldo Dimora Storica & Spa
Radda in Chianti
CA $165
CA $191 total
includes taxes & fees
Nov 2 - Nov 3
Palazzo Leopoldo Dimora Storica & Spa
An outdoor dining area with a pool, potted plants, and umbrellas.
A villa with a swimming pool, outdoor seating, and a garden.
A spa area with a brick archway leading to a circular hot tub surrounded by mosaic tiles.
A restaurant with a table set for two, overlooking a scenic landscape.

Relais Vignale & Spa

Relais Vignale & Spa
Radda in Chianti
CA $245
CA $318 total
includes taxes & fees
Oct 19 - Oct 20
Relais Vignale & Spa
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Stay near popular Vagliagli attractions

Fattoria della Aiola Winery

You can enjoy a tasting or tour at Fattoria della Aiola Winery during your travels to Vagliagli.
See properties

Learn more about Vagliagli

Trip time! Discover the wineries and local cuisine in relaxing Vagliagli.

See all hotels in Vagliagli
A sunset with the sun low on the horizon, silhouetted trees, and scattered clouds.
Photo by Anjelah

Top Vagliagli Hotel Reviews

Hotel Chiusarelli

Hotel Chiusarelli

8/10 Good
"It was OK for the price. The breakfast was so so, the parking very small and often full. The building is old and was making weird noises occasionally. The location was excellent: just outside LTZ but very close to all the points of interest."
Victor 4-night trip
Posted 9 hours ago
Hotel Chiusarelli
La Certosa di Pontignano

La Certosa di Pontignano

10/10 Excellent
"Absolutely amazing stay! The room was clean, large with a great view. The staff was always willing to help. Could not have asked for more. Highly recommend!"
Virginia 2-night trip
Posted 14 hours ago
La Certosa di Pontignano
Palazzo Ravizza

Palazzo Ravizza

10/10 Excellent
"Lovely hotel inside the city walls, if you are driving there and want to take advantage of the hotel car park (availability not guaranteed) you have to follow quite specific instructions to get there so as not to get a fine, they are quite easy to follow though. Dogs accepted and they provided dog beds and water for the dogs which was nice, the dogs are also allowed throughout the hotel. The views from the bedroom were amazing, as is the same from the lovely garden & terrace. Breakfast was great, lovely bread and the best marmalade ever, as well as cake, eggs, etc. bar is just open from 5pm but you can get a drink earlier if it takes your fancy"
Chris 2-night trip
Posted 1 day ago
Palazzo Ravizza
Salvadonica - Borgo del Chianti

Salvadonica - Borgo del Chianti

8/10 Good
"Lit un peut moins confortable"
Melanie 2-night trip
Posted 2 days ago
Salvadonica - Borgo del Chianti
Hotel Casolare Le Terre Rosse

Hotel Casolare Le Terre Rosse

10/10 Excellent
"Great Family run hotel with friendly staff. Perfectly located to explore Tuscany.. we visited Sienna, Certaldo, Volterra, Sam Gimignano and Livorno on the coast. There is a walkable (5mins) winery called Il Colombaio which I would highly recommended. The breakfast buffet was fabulous."
jacquelyn 5-night trip
Posted 2 days ago
Hotel Casolare Le Terre Rosse
Hotel Italia

Hotel Italia

10/10 Excellent
"Staff and hotel was great."
Suzanne 1-night trip
Posted 3 days ago
Hotel Italia
Castello di Spaltenna- Small Luxury Hotels of the World

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."
Michelle 3-night trip
Posted 4 days ago
Castello di Spaltenna- Small Luxury Hotels of the World
Villa I Barronci Resort & Spa

Villa I Barronci Resort & Spa

10/10 Excellent
"Great spot and friendly staff."
Chris 4-night trip
Posted 6 days ago
Villa I Barronci Resort & Spa
Fattoria di Vegi

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!"
Lauren 1-night trip
Posted 8 days ago
Fattoria di Vegi

More cheap stays in Vagliagli

Cannon d'Oro

Cannon d'Oro

Via Montanini 28 Siena SI
CA $75
CA $87 total
Nov 15 - Nov 16
includes taxes & fees
7.8/10 Good! (259 reviews)
Cannon d'Oro
Piccolo Hotel Etruria

Piccolo Hotel Etruria

Via delle Donzelle, 3 Siena SI
CA $108
CA $123 total
Nov 4 - Nov 5
includes taxes & fees
7.8/10 Good! (452 reviews)
Piccolo Hotel Etruria
Torre del Fuggisole

Torre del Fuggisole

Via di Fieravecchia 7 Siena SI
CA $110
CA $125 total
Nov 4 - Nov 5
includes taxes & fees
10/10 Exceptional! (50 reviews)
Torre del Fuggisole
Albergo Centrale

Albergo Centrale

Via Cecco Angiolieri 26 Siena SI
CA $122
CA $140 total
Nov 15 - Nov 16
includes taxes & fees
8.8/10 Excellent! (113 reviews)
Albergo Centrale
Castello di Bossi

Castello di Bossi

Località Bossi Castelnuovo Berardenga SI
CA $102
CA $244 total
Oct 21 - Oct 22
includes taxes & fees
Castello di Bossi
Porta Pispini Residence

Porta Pispini Residence

Via Baldassarre Peruzzi 33 Siena SI
Get ratesPorta Pispini Residence

Frequently asked questions

What is the best area to stay in Vagliagli?
The best area to stay in Vagliagli is directly within the village centre itself, as it offers the most convenient and authentic experience.Vagliagli is a small, traditional Tuscan village. It's compact and very walkable, with its main square and a few winding streets forming its core. You'll find local restaurants, a small grocery shop, and a church here. The village is surrounded by vineyards and olive groves, offering picturesque views at every turn.For couples seeking a romantic and relaxed escape, staying in Vagliagli village is ideal. You can enjoy strolls through the quiet streets, dine at local trattorias, and easily access nearby wineries for tastings. It's a great base for exploring the Chianti Classico region without needing to drive constantly.Families will also find Vagliagli a comfortable and welcoming base. The village provides a calm environment where children can experience a slice of Italian village life.
When is the best time to go to Vagliagli?
The best time to visit Vagliagli is during the spring (April to June) and autumn (September to October) months.These periods offer pleasant weather, ideal for exploring the Tuscan countryside without the intense heat of summer. You'll find the vineyards and olive groves at their most picturesque, either bursting with new growth or rich with harvest colours. The mild temperatures are superb for outdoor activities like cycling or leisurely walks through the hills.For couples planning a romantic getaway, these shoulder seasons provide a more tranquil experience. You can enjoy wine tastings at local vineyards, explore nearby Siena or San Gimignano, and savour meals at trattorias without the busiest crowds. The evenings are cool and comfortable, superb for dining al fresco.Families travelling with children might also appreciate these times, as the cooler weather makes sightseeing more comfortable for everyone.
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Vagliagli.
How much is the nightly rate at a Vagliagli hotel?
Prices for hotels in Vagliagli often vary, but you can find a great deal from CA $87 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.

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