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Oct 14 - Oct 15
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Oct 15 - Oct 16
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Oct 16 - Oct 18
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Oct 23 - Oct 25

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Our top choices for Lilliano hotels

A historic stone building with multiple levels, surrounded by lush greenery and yellow flowering plants.
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.
A pool area with lounge chairs and umbrellas, surrounded by lush greenery and hills in the background.

1. Castello La Leccia

Castello La Leccia
Castellina in Chianti
United States
Eva
$199 nightly
$224 total
Nov 2 - Nov 3
Total with taxes and fees
Castello La Leccia
An aerial view of a villa with a swimming pool, surrounded by lush greenery and a hilly landscape.
A bar area with brick arches, wooden barrels, leather seating, and a wine rack.
A view through a wooden-framed window with a stone archway, a brick wall, and a tiled roof.
A building with arched windows, a courtyard with a pond, and a metal fence.

2. Hotel Casafrassi

Hotel Casafrassi
Castellina in Chianti
United Kingdom
Stuart
$60 nightly
$73 total
Oct 18 - Oct 19
Total with taxes and fees
Hotel Casafrassi
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 person relaxing in a hot tub with a view of a building and trees in the background.
A rustic stone building with a garden in front.

3. Belvedere di San Leonino

Belvedere di San Leonino
Castellina in Chianti
United States
Michelle Reene
$108 nightly
$125 total
Oct 16 - Oct 17
Total with taxes and fees
Belvedere di San Leonino
An outdoor patio with round tables and chairs, set against a backdrop of mountains and a cloudy sky.
A room with a fireplace, two armchairs, a sofa, a chandelier, and a large mirror on the wall.
A clear swimming pool with lounge chairs and umbrellas, surrounded by trees and a building in the background.
A yellow building with stone pillars, multiple windows, and a statue in the garden.

4. Villa San Lucchese

Villa San Lucchese
Poggibonsi
United Kingdom
James
$112 nightly
$124 total
Nov 4 - Nov 5
Total with taxes and fees
Villa San Lucchese
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.

5. La Certosa di Pontignano - Place of Charme

La Certosa di Pontignano - Place of Charme
Castelnuovo Berardenga
$84 nightly
$102 total
Nov 2 - Nov 3
Total with taxes and fees
La Certosa di Pontignano - Place of Charme
A courtyard with a statue, stone walls, and a reception sign.
A spacious room with a high ceiling, wooden beams, and a chandelier. There are tables and chairs arranged for dining, and a wine rack filled with bottles.
A wooden pathway leading to a pool area with a gazebo and potted plants.
A narrow cobblestone street flanked by stone buildings with arched windows and a central potted plant.

6. Relais Della Rovere

Relais Della Rovere
Colle di Val d'Elsa
United States
Megan
$128 nightly
$146 total
Oct 30 - Oct 31
Total with taxes and fees
Relais Della Rovere
A spacious lobby with a stone archway, wooden ceiling beams, a bar area with a wine rack, and a reception desk.
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.
A rustic interior with a brick archway, wooden beams, a bar area, and potted plants.

7. Hotel Colle Etrusco Salivolpi

Hotel Colle Etrusco Salivolpi
Castellina in Chianti
United States
Monica
$111 nightly
$125 total
Oct 18 - Oct 19
Total with taxes and fees
Hotel Colle Etrusco Salivolpi
A rock garden with various succulents and plants.
A modern bedroom with a large bed, a nightstand, a chair, and a TV.
A modern reception area with a wooden reception desk, a laptop, and a potted plant.
A modern building with the sign "Toscana Ambassador Hotel".

8. Hotel Toscana Ambassador

Hotel Toscana Ambassador
Poggibonsi
Canada
Marian
$67 nightly
$74 total
Nov 2 - Nov 3
Total with taxes and fees
Hotel Toscana Ambassador
A rural pathway flanked by tall trees and purple flowers, leading to a scenic view of the countryside.
A courtyard with stone buildings, a thatched-roof structure, and potted plants.
A swimming pool with a clear reflection, surrounded by trees and a building with a sloped roof.
A wooden gazebo with a thatched roof overlooking a landscaped garden with trees and a view of hills.

9. Relais Castel Bigozzi

Relais Castel Bigozzi
Monteriggioni
United States
Paul
$99 nightly
$116 total
Nov 3 - Nov 4
Total with taxes and fees
Relais Castel Bigozzi
A spa area with a stone ceiling, a large bathtub, and a seating area.
A historic building with a courtyard, stone arches, and a tiled roof.
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.

10. Palazzo Squarcialupi

Palazzo Squarcialupi
Castellina in Chianti
United States
yvette
$192 nightly
$218 total
Oct 18 - Oct 19
Total with taxes and fees
Palazzo Squarcialupi
A person sitting in a corner of a room with tiled walls and a bench.
A poolside area with lounge chairs, umbrellas, and a swimming pool.
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.

11. Hotel Il Piccolo Castello

Hotel Il Piccolo Castello
Monteriggioni
Canada
Frank
$111 nightly
$130 total
Nov 2 - Nov 3
Total with taxes and fees
Hotel Il Piccolo Castello
A cobblestone street lined with historic stone buildings, some with ivy, and large terracotta pots with flowers.
Breakfast meal
A lobby with a marble reception desk, a vase with pampas grass, and a view of the garden through a large window.
Pool

12. Hotel Borgo San Luigi

Hotel Borgo San Luigi
Monteriggioni
United States
yekta
$101 nightly
$119 total
Nov 9 - Nov 10
Total with taxes and fees
Hotel Borgo San Luigi
A well-maintained garden with a large urn, neatly trimmed hedges, and a building with warm lighting in the background.
A dining area with wooden tables and chairs, large windows offering a view of a forested landscape.
A breakfast buffet with various pastries, fruits, and beverages.
A swimming pool with lounge chairs and a pergola, surrounded by a garden and a building with a tiled roof.

13. Villa Sabolini

Villa Sabolini
Colle di Val d'Elsa
Canada
Patricia
$79 nightly
$92 total
Nov 12 - Nov 13
Total with taxes and fees
Villa Sabolini
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.
An aerial view of a castle with a swimming pool, surrounded by dense forest and vineyards.
A stone building with a tower, surrounded by people dining at tables with candles.

14. Castello di Tornano Wine Resort

Castello di Tornano Wine Resort
Gaiole in Chianti
United States
Lisa
$151 nightly
$175 total
Oct 25 - Oct 26
Total with taxes and fees
Castello di Tornano Wine Resort
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 cozy living room with a sofa, a coffee table, and a view of greenery through large windows.
A narrow, tree-lined road leading to a house with a tiled roof and a stone wall on one side.

15. Dievole Wine Resort

Dievole Wine Resort
Castelnuovo Berardenga
Canada
Marissa
$248 nightly
$281 total
Nov 14 - Nov 15
Total with taxes and fees
Dievole Wine Resort
A stately building with a grand entrance, multiple arches, and a well-lit facade.
A spacious living room with two sofas, a coffee table, and a mural of trees on the walls.
A well-decorated living room with a sofa, a coffee table, and a vase with flowers.
A swimming pool with lounge chairs and an umbrella, surrounded by trees.

16. Fattoria di Vegi

Fattoria di Vegi
Castellina in Chianti
Canada
Robin
$230 nightly
$260 total
Oct 27 - Oct 28
Total with taxes and fees
Fattoria di Vegi
A hotel entrance with a glass facade, a brown awning, and a garden with pink flowers.
A hotel room with a bed, a desk, a chair, and a window with curtains.
A bar area with wooden bar stools, a counter with bottles, and a tiled floor.
A spacious lobby with a reception desk, a staircase with a glass railing, and a wooden floor.

17. Hotel La Vecchia Cartiera

Hotel La Vecchia Cartiera
Colle di Val d'Elsa
Canada
Sheila
$82 nightly
$94 total
Oct 16 - Oct 17
Total with taxes and fees
Hotel La Vecchia Cartiera
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.

18. Hotel Villa Campomaggio

Hotel Villa Campomaggio
Radda in Chianti
United States
Dario
$164 nightly
$187 total
Nov 3 - Nov 4
Total with taxes and fees
Hotel Villa Campomaggio
A person sitting in a hot tub with a waterfall feature in the background.
A spa area with wooden benches and a glass partition, a modern bathroom with a large sink, and a corridor leading to another room.
A tiled shower area with a square light fixture above the showerhead.
A dining area with tables and chairs, a chandelier, and wall-mounted lighting.

19. Hotel Palazzo San Lorenzo & SPA

Hotel Palazzo San Lorenzo & SPA
Colle di Val d'Elsa
Canada
Maria
$115 nightly
$131 total
Nov 8 - Nov 9
Total with taxes and fees
Hotel Palazzo San Lorenzo & SPA
A stone building with a swimming pool, surrounded by trees and a view of the landscape.
A stone wall with a rustic stone building partially visible behind it.
A stone-walled terrace with a table set for two, a bottle, and candles.
A spacious living room with a wooden staircase, a sofa, a dining table, and a radiator.

20. Relais la Costa - Dimora Storica

Relais la Costa - Dimora Storica
Monteriggioni
Canada
Doug
$150 nightly
$170 total
Oct 18 - Oct 19
Total with taxes and fees
Relais la Costa - Dimora Storica
View all properties

Hotels recommended for families in Lilliano

A covered outdoor seating area with a tiled roof, surrounded by lush greenery and a view of distant hills.
A swimming pool with lounge chairs and umbrellas, surrounded by greenery.
A stone building with a rustic exterior, surrounded by lush greenery and outdoor seating areas.
A view from a covered outdoor area with a paved floor, leading to a garden with various plants and a distant landscape.

Hotel Villa San Giorgio

Hotel Villa San Giorgio
Poggibonsi
$60 nightly
$66 total
Nov 8 - Nov 9
Total with taxes and fees
Hotel Villa San Giorgio
An aerial view of a villa with a swimming pool, surrounded by lush greenery and a hilly landscape.
A bar area with brick arches, wooden barrels, leather seating, and a wine rack.
A view through a wooden-framed window with a stone archway, a brick wall, and a tiled roof.
A building with arched windows, a courtyard with a pond, and a metal fence.

Hotel Casafrassi

Hotel Casafrassi
Castellina in Chianti
$60 nightly
$73 total
Oct 18 - Oct 19
Total with taxes and fees
Hotel Casafrassi
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 person relaxing in a hot tub with a view of a building and trees in the background.
A rustic stone building with a garden in front.

Belvedere di San Leonino

Belvedere di San Leonino
Castellina in Chianti
$108 nightly
$125 total
Oct 16 - Oct 17
Total with taxes and fees
Belvedere di San Leonino
An outdoor patio with round tables and chairs, set against a backdrop of mountains and a cloudy sky.
A room with a fireplace, two armchairs, a sofa, a chandelier, and a large mirror on the wall.
A clear swimming pool with lounge chairs and umbrellas, surrounded by trees and a building in the background.
A yellow building with stone pillars, multiple windows, and a statue in the garden.

Villa San Lucchese

Villa San Lucchese
Poggibonsi
$112 nightly
$124 total
Nov 4 - Nov 5
Total with taxes and fees
Villa San Lucchese
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.

La Certosa di Pontignano - Place of Charme

La Certosa di Pontignano - Place of Charme
Castelnuovo Berardenga
$84 nightly
$102 total
Nov 2 - Nov 3
Total with taxes and fees
La Certosa di Pontignano - Place of Charme
A courtyard with a statue, stone walls, and a reception sign.
A spacious room with a high ceiling, wooden beams, and a chandelier. There are tables and chairs arranged for dining, and a wine rack filled with bottles.
A wooden pathway leading to a pool area with a gazebo and potted plants.
A narrow cobblestone street flanked by stone buildings with arched windows and a central potted plant.

Relais Della Rovere

Relais Della Rovere
Colle di Val d'Elsa
$128 nightly
$146 total
Oct 30 - Oct 31
Total with taxes and fees
Relais Della Rovere
A rock garden with various succulents and plants.
A modern bedroom with a large bed, a nightstand, a chair, and a TV.
A modern reception area with a wooden reception desk, a laptop, and a potted plant.
A modern building with the sign "Toscana Ambassador Hotel".

Hotel Toscana Ambassador

Hotel Toscana Ambassador
Poggibonsi
$67 nightly
$74 total
Nov 2 - Nov 3
Total with taxes and fees
Hotel Toscana Ambassador
A spacious lobby with a stone archway, wooden ceiling beams, a bar area with a wine rack, and a reception desk.
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.
A rustic interior with a brick archway, wooden beams, a bar area, and potted plants.

Hotel Colle Etrusco Salivolpi

Hotel Colle Etrusco Salivolpi
Castellina in Chianti
$111 nightly
$125 total
Oct 18 - Oct 19
Total with taxes and fees
Hotel Colle Etrusco Salivolpi
Save an average of 15% on thousands of hotels when you're signed in

Stay near popular Lilliano attractions

Lilliano Estate Winery

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

Top Lilliano Hotel Reviews

Salvadonica - Borgo del Chianti

Salvadonica - Borgo del Chianti

8/10 Good
"Lit un peut moins confortable"
Melanie 2-night trip
Posted 7 hours ago
Salvadonica - Borgo del Chianti
Palazzo Ravizza

Palazzo Ravizza

10/10 Excellent
"A beautiful palazzo turned hotel! So charming and lovely and extremely walkable to town. Room was huge and so comfortable. The property has a beautiful garden with a lovely view too. We absolutely loved our stay here- already planning our trip back!"
Marcela 3-night trip
Posted 19 hours ago
Palazzo Ravizza
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 20 hours ago
Hotel Casolare Le Terre Rosse
Grand Hotel Continental Siena – Starhotels Collezione

Grand Hotel Continental Siena – Starhotels Collezione

10/10 Excellent
"Gorgeous hotel in the heart of historic Siena."
Steven 1-night trip
Posted 21 hours ago
Grand Hotel Continental Siena – Starhotels Collezione
Hotel Italia

Hotel Italia

10/10 Excellent
"Staff and hotel was great."
Suzanne 1-night trip
Posted 2 days ago
Hotel Italia
Hotel Athena

Hotel Athena

10/10 Excellent
"Reception staff very friendly and helpful. Room on top floor had two full length windows with spectacular views. Older property but updated nicely; not modern but comfortable. Comfy bed, linens and pillows. Nice breakfast with lots of variety. There are two floors that have breakfast - the lowest level is more spacious and had food replaced more quickly than upper level. Hotel seems far, but everything is 5 to 15 minutes away. We found our favorite wine spot just a 5 minute walk away at Tuscan Wine School. But do go to the rooftop terrace for lovely views."
Barry 3-night trip
Posted 2 days ago
Hotel Athena
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 3 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 4 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 7 days ago
Fattoria di Vegi

More cheap stays in Lilliano

Cannon d'Oro

Cannon d'Oro

Via Montanini 28 Siena SI
$50 nightly
$58 total
Nov 14 - Nov 15
Total with taxes and fees
7.8/10 Good! (259 reviews)
Cannon d'Oro
Piccolo Hotel Etruria

Piccolo Hotel Etruria

Via delle Donzelle, 3 Siena SI
$70 nightly
$80 total
Nov 14 - Nov 15
Total with taxes and fees
7.8/10 Good! (452 reviews)
Piccolo Hotel Etruria
Torre del Fuggisole

Torre del Fuggisole

Via di Fieravecchia 7 Siena SI
$77 nightly
$88 total
Nov 4 - Nov 5
Total with taxes and fees
10/10 Exceptional! (50 reviews)
Torre del Fuggisole
Albergo Centrale

Albergo Centrale

Via Cecco Angiolieri 26 Siena SI
$86 nightly
$98 total
Nov 13 - Nov 14
Total with taxes and fees
8.8/10 Excellent! (113 reviews)
Albergo Centrale
Porta Pispini Residence

Porta Pispini Residence

Via Baldassarre Peruzzi 33 Siena SI
$105 nightly
$120 total
Oct 15 - Oct 16
Total with taxes and fees
Porta Pispini Residence
Castello di Bossi

Castello di Bossi

Località Bossi Castelnuovo Berardenga SI
$151 nightly
$171 total
Oct 22 - Oct 23
Total with taxes and fees
Castello di Bossi

Frequently asked questions

What's the best place to stay in Lilliano?
Hotel Athena, located 9.1 mi (14.6 km) from the heart of Lilliano, is a top choice for your stay based on our traveler data. Two other choices for your trip to the area are La Certosa di Pontignano and NH Siena. See all available top hotels, or vacation rentals in Lilliano.
What are some of the best vacation home rentals in Lilliano?
Borgo Argiano: Visitors like this Lilliano vacation home rental. It is located on a river and has a balcony, a terrace, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and kitchenware. You can relax into your vacation with a garden and a library. See all vacation rentals in Lilliano.
If I need to cancel my hotel reservation in Lilliano, will I receive a refund?
Yes, the majority of hotel room reservations are refundable provided that you cancel before the hotel's cancellation deadline, which in most cases is within 24 or 48 hours of your arrival date. If you have a non-refundable reservation, it might still be possible to cancel it and be given a refund within a 24-hour period of your booking. Filter your search by fully refundable to find flexible hotel deals in Lilliano.
Where can I learn more about changing or cancelling my trip to Lilliano?
To access more information about updating your trip to Lilliano or cancelling it, head over to our customer service page.
What are some accommodations with pools in Lilliano?
Poderi Arcangelo: Offers a snack bar/deli, 3 outdoor pools, and free self parking. Also, another option with an onsite pool is Fattoria di Vegi. View all hotels with pools in Lilliano.
What's it like staying in Lilliano?
Visitors are sure to enjoy all that Lilliano has to offer. In Lilliano, there are 26 hotels and other accommodations to choose from. Find out more about Lilliano.
What should I see while I'm in Lilliano?
A favorite place to visit is Lilliano Estate Winery. You'll also find City Hall Castellina In Chianti and Isole e Olena Winery in the area. Check out what more to see and do in Expedia's Lilliano guide.
What's the weather like in Lilliano?
The hottest months are usually August and July with an average temp of 72°F, while the coldest months are January and February with an average of 44°F. Average annual precipitation for Lilliano is 37 inches.

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