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Sep 17 - Sep 18
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Sep 18 - Sep 19
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Sep 18 - Sep 20
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Our top choices for Lilliano hotels

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

1. Belvedere di San Leonino

Belvedere di San Leonino
Castellina in Chianti
United States
Seong Won
$126 nightly
$145 total
Oct 15 - Oct 16
Total with taxes and fees
Belvedere di San Leonino
A historic stone building with multiple levels, surrounded by lush greenery and yellow flowering plants.
A pool area with lounge chairs and umbrellas, surrounded by lush greenery and hills in the background.
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.

2. Castello La Leccia

Castello La Leccia
Castellina in Chianti
United States
Robert
$266 nightly
$297 total
Oct 9 - Oct 10
Total with taxes and fees
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 rustic interior with a brick archway, wooden beams, a bar area, and potted plants.
A stone building with a wooden bench outside.
A clear blue pool with lounge chairs and a stone building in the background.

3. Hotel Colle Etrusco Salivolpi

Hotel Colle Etrusco Salivolpi
Castellina in Chianti
United States
Monica
$108 nightly
$122 total
Sep 20 - Sep 21
Total with taxes and fees
Hotel Colle Etrusco Salivolpi
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 building with arched windows, a courtyard with a pond, and a metal fence.
A view through a wooden-framed window with a stone archway, a brick wall, and a tiled roof.

4. Hotel Casafrassi

Hotel Casafrassi
Castellina in Chianti
Italy
Jane
$62 nightly
$75 total
Sep 20 - Sep 21
Total with taxes and fees
Hotel Casafrassi
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.

5. La Certosa di Pontignano

La Certosa di Pontignano
Castelnuovo Berardenga
United States
Roberto
$100 nightly
$120 total
Oct 6 - Oct 7
Total with taxes and fees
La Certosa di Pontignano
A large stone building with a tower, surrounded by lush greenery and a well-maintained lawn.
A modern interior with a bar area, seating, and a staircase.
A vineyard landscape with rows of grapevines and a person holding a glass.
A person in a white hat and white top walking towards a building with a pool, surrounded by greenery and a hilly landscape.

6. Locanda le Piazze

Locanda le Piazze
Castellina in Chianti
Canada
Alexa
$345 nightly
$387 total
Oct 12 - Oct 13
Total with taxes and fees
Locanda le Piazze
An outdoor patio with round tables and chairs, set against a backdrop of mountains and a cloudy sky.
A clear swimming pool with lounge chairs and umbrellas, surrounded by trees and a building in the background.
A room with a sofa, a desk, a bunk bed, and a patterned floor.
A yellow building with stone pillars, multiple windows, and a statue in the garden.

7. Villa San Lucchese

Villa San Lucchese
Poggibonsi
United States
Simona
$133 nightly
$153 total
Oct 14 - Oct 15
Total with taxes and fees
Villa San Lucchese
A person sitting in a corner of a room with tiled walls and a bench.
A fountain in a park with tall trees and a clear sky.
A covered outdoor dining area with tables and chairs, a pool, and a garden in the background.
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.

8. Hotel Il Piccolo Castello

Hotel Il Piccolo Castello
Monteriggioni
United Kingdom
Ian
$145 nightly
$168 total
Sep 18 - Sep 19
Total with taxes and fees
Hotel Il Piccolo Castello
A stately building with a grand entrance, multiple arches, and a well-lit facade.
A swimming pool with lounge chairs and an umbrella, surrounded by trees.
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.

9. Fattoria di Vegi

Fattoria di Vegi
Castellina in Chianti
United States
Megan
$328 nightly
$368 total
Oct 17 - Oct 18
Total with taxes and fees
Fattoria di Vegi
A stone building with a swimming pool, surrounded by trees and a view of the landscape.
A stone building with a paved entrance and a well-maintained garden with potted plants.
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.

10. Relais la Costa - Dimora Storica

Relais la Costa - Dimora Storica
Monteriggioni
United States
corey
$162 nightly
$184 total
Oct 7 - Oct 8
Total with taxes and fees
Relais la Costa - Dimora Storica
A building with a stone facade, a central arched doorway, and a window with a decorative frame.
A room with a view of a forest through a window, a table with a lamp, and a chair.
A room with a glass table, a vase with flowers, a bottle of wine, and a chair.
A cozy living room with a sofa, a coffee table, and a view of greenery through large windows.

11. Dievole Wine Resort

Dievole Wine Resort
Castelnuovo Berardenga
Canada
Marissa
$356 nightly
$400 total
Oct 14 - Oct 15
Total with taxes and fees
Dievole Wine Resort
A well-maintained garden with a large urn, neatly trimmed hedges, and a building with warm lighting in the background.
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.
A well-lit outdoor bar area with a wooden structure, surrounded by lush greenery and stone pathways.

12. Villa Sabolini

Villa Sabolini
Colle di Val d'Elsa
Australia
Andrew
$154 nightly
$174 total
Oct 6 - Oct 7
Total with taxes and fees
Villa Sabolini
A stone pillar with carvings, a glass door leading outside, and a person sitting on a lounge chair.
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.
A courtyard with a stone building, wooden pergola, and raised garden beds with various plants.

13. Hotel Villa Campomaggio

Hotel Villa Campomaggio
Radda in Chianti
United States
Krishna
$202 nightly
$229 total
Oct 13 - Oct 14
Total with taxes and fees
Hotel Villa Campomaggio
A cobblestone street lined with historic stone buildings, some with ivy, and large terracotta pots with flowers.
A lobby with a marble reception desk, a vase with pampas grass, and a view of the garden through a large window.
An outdoor patio with stone flooring, a table with chairs, and potted plants.

14. Hotel Borgo San Luigi

Hotel Borgo San Luigi
Monteriggioni
Canada
Raman
$161 nightly
$185 total
Oct 18 - Oct 19
Total with taxes and fees
Hotel Borgo San Luigi
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 wooden gazebo with a thatched roof overlooking a landscaped garden with trees and a view of hills.
A swimming pool with a clear reflection, surrounded by trees and a building with a sloped roof.

15. Relais Castel Bigozzi

Relais Castel Bigozzi
Monteriggioni
United States
Paul
$135 nightly
$157 total
Oct 18 - Oct 19
Total with taxes and fees
Relais Castel Bigozzi
A rock garden with various succulents and plants.
A modern hotel lobby with a curved reception desk, seating areas, and large windows.
A modern building with the sign "Toscana Ambassador Hotel".
A modern reception area with a wooden reception desk, a laptop, and a potted plant.

16. Hotel Toscana Ambassador

Hotel Toscana Ambassador
Poggibonsi
Canada
Jinping
$64 nightly
$78 total
Oct 18 - Oct 19
Total with taxes and fees
Hotel Toscana Ambassador
An outdoor dining area with a pool, potted plants, and umbrellas.
A spa area with a brick archway leading to a circular hot tub surrounded by mosaic tiles.
An outdoor dining area with a table set for two, overlooking a pool and vineyard.
A villa with a swimming pool, outdoor seating, and a garden.

17. Relais Vignale & Spa

Relais Vignale & Spa
Radda in Chianti
United States
Ali
$188 nightly
$214 total
Oct 18 - Oct 19
Total with taxes and fees
Relais Vignale & Spa
A pathway lined with trees and a large pot in the center.
A white building with a tiled roof, surrounded by lush greenery and a hilly landscape.
A bedroom with a bed, bedside lamps, a wooden table, and a balcony with a view of greenery.
A stone pathway leading to a wooden deck with a railing, surrounded by lush greenery and tall trees.

18. Villa Montarioso

Villa Montarioso
Montarioso
Canada
Michael
$82 nightly
$95 total
Oct 13 - Oct 14
Total with taxes and fees
Villa Montarioso
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 hotel room with two beds, a desk, a chair, a TV, and a window with curtains.
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
Australia
Raul
$159 nightly
$180 total
Oct 12 - Oct 13
Total with taxes and fees
Four Points by Sheraton Siena
A spacious lobby with a modern white sofa set, a glass coffee table, and a large abstract painting on the wall.
A hotel entrance with a sign reading "HOTEL EXPO".
A dining table set with wine glasses, a candle, and cutlery, with a view of greenery outside.
A modern living room with a glass coffee table, white sofas, and decorative plants.

20. Hotel Executive

Hotel Executive
Scacciapensieri
United Kingdom
Susan
$75 nightly
$88 total
Oct 18 - Oct 19
Total with taxes and fees
Hotel Executive
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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

Hotel Chiusarelli

Hotel Chiusarelli

10/10 Excellent
"Perfect hotel. Quiet, safe, great location, staff was fabulous, breakfast was very good. This hotel had it all. Highly recommend."
Shannon 3-night trip
Posted 15 hours ago
Hotel Chiusarelli
Villa Scacciapensieri Boutique Hotel

Villa Scacciapensieri Boutique Hotel

10/10 Excellent
"The villa is amazing and the perfect little world in itself. Its closeness to Siena makes it easier to visit the city. The patio is the perfect place to view Siena at sunset. The staff was very courteous and ready to help. This hotel is a gem."
Federica 1-night trip
Posted 19 hours ago
Villa Scacciapensieri Boutique Hotel
Fattoria di Vegi

Fattoria di Vegi

10/10 Excellent
"What an amazing hotel. The attention to detail on the refurb of the property is phenomenal. Once the tennis court, spa etc are completed this will easily be high hundreds per night. We visited all the other properties in the surrounding area and nothing came close to this hotel. The food and drinks were also brilliant - best meal we had in Tuscany was in the hotel. My only suggestions would be to rotate the staff more - they seemed slightly over worked. Easily one of the best hotels I have stayed in."
David 4-night trip
Posted 23 hours ago
Fattoria di Vegi
La Certosa di Pontignano

La Certosa di Pontignano

10/10 Excellent
"Magical place! We loved jazz night and the amazing wine paired dinner. Fantastic place!"
Roberto 2-night trip
Posted 1 day ago
La Certosa di Pontignano
Grand Hotel Continental Siena – Starhotels Collezione

Grand Hotel Continental Siena – Starhotels Collezione

8/10 Good
"Our stay was just ok. Very noisy streets. And the bread at the breakfast buffet was extremely stale for both mornings. We could not eat it. If you are allergic to dust be warned that their curtains and bed headers are very dusty."
Lilianne 2-night trip
Posted 1 day ago
Grand Hotel Continental Siena – Starhotels Collezione
Palazzo Ravizza

Palazzo Ravizza

10/10 Excellent
"We had a wonderful time at this hotel. Everything was excellent and everyone so helpful. Great room ,that had a wonderful view of the gardens . The room was very clean and well equipt with all you need to enjoy your stay. Walkable access to the centre with some lovely shops ,bars and restaurants on the way. A massive thank you to Francesca who was brilliant. So knowledgable about the area and friendly and helpful. Her and the team are doing a wonderful job. Would highly recommend and I would visit again."
Diana 2-night trip
Posted 1 day ago
Palazzo Ravizza
"Villa Torre in Chianti" Vrbo Vacation Rental of the Year 2026- 8 bedrooms A/C

"Villa Torre in Chianti" Vrbo Vacation Rental of the Year 2026- 8 bedrooms A/C

10/10 Excellent
"The property is lovely. Breathtaking sunsets from the tower. Beatrice and Jacopo were super helpful and the meals they prepared were fantastic!"
Dan C. 7-night trip
Posted 2 days ago
"Villa Torre in Chianti" Vrbo Vacation Rental of the Year 2026- 8 bedrooms A/C
Hotel Casolare Le Terre Rosse

Hotel Casolare Le Terre Rosse

10/10 Excellent
"If you are driving around in Tuscany and need a place to stay, look no further! The place is beautiful, clean, friendly staff and feels like a 5 star hotel without the price. location was central to all the wineries and Tuscany sites. Breakfast was fantastic. Awesome place!"
George 1-night trip
Posted 2 days ago
Hotel Casolare Le Terre Rosse
Castello di Spaltenna- Small Luxury Hotels of the World

Castello di Spaltenna- Small Luxury Hotels of the World

10/10 Excellent
"The experience was exceptional, the dinners in both restaurants on site were spectacular. The staff was amazing, friendly, and made our stay very memorable. We are planning to return soon."
David 3-night trip
Posted 2 days ago
Castello di Spaltenna- Small Luxury Hotels of the World

More cheap stays in Lilliano

Cannon d'Oro

Cannon d'Oro

Via Montanini 28 Siena SI
$87 nightly
$102 total
Sep 24 - Sep 25
Total with taxes and fees
7.8/10 Good! (258 reviews)
Cannon d'Oro
Piccolo Hotel Etruria

Piccolo Hotel Etruria

Via delle Donzelle, 3 Siena SI
$108 nightly
$125 total
Oct 18 - Oct 19
Total with taxes and fees
7.8/10 Good! (437 reviews)
Piccolo Hotel Etruria
Albergo Centrale

Albergo Centrale

Via Cecco Angiolieri 26 Siena SI
$146 nightly
$167 total
Oct 16 - Oct 17
Total with taxes and fees
8.8/10 Excellent! (108 reviews)
Albergo Centrale
Antico Borgo Poggiarello

Antico Borgo Poggiarello

Strada Di San Monti 12 Monteriggioni SI
$160 nightly
$179 total
Oct 18 - Oct 19
Total with taxes and fees
9/10 Wonderful! (20 reviews)
Antico Borgo Poggiarello
Torre del Fuggisole

Torre del Fuggisole

Via di Fieravecchia 7 Siena SI
$159 nightly
$180 total
Oct 17 - Oct 18
Total with taxes and fees
10/10 Exceptional! (49 reviews)
Torre del Fuggisole
Porta Pispini Residence

Porta Pispini Residence

Via Baldassarre Peruzzi 33 Siena SI
Get rates
9.4/10 Exceptional! (23 reviews)
Porta Pispini Residence

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 Hotel Executive. 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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