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Our top choices for Lilliano hotels

1. Hotel Casafrassi

Hotel Casafrassi
4.0 star property
Castellina in Chianti
8.2 out of 10, Very good, (226 reviews)
"Incredible place to stay in the Chianti region. Beautiful grounds, amazing food, clean and comfortable rooms, and incredible staff. Location was perfect too! "
United States
Alex
The price is CA $86
CA $120 total
includes taxes & fees
Jul 21 - Jul 22
Hotel Casafrassi

2. Belvedere di San Leonino

Belvedere di San Leonino
4.0 star property
Castellina in Chianti
9.6 out of 10, Exceptional, (188 reviews)
"Very clean and amazing staff. And the room is at such a nice and rich location with a beautiful view."
United States
Christopher
The price is CA $246
CA $281 total
includes taxes & fees
Aug 3 - Aug 4
Belvedere di San Leonino

3. Hotel Colle Etrusco Salivolpi

Hotel Colle Etrusco Salivolpi
3.0 star property
Castellina in Chianti
9.6 out of 10, Exceptional, (123 reviews)
"Friendly staff and walking distance to town"
United States
Scott
The price is CA $148
CA $168 total
includes taxes & fees
Jul 26 - Jul 27
Hotel Colle Etrusco Salivolpi

4. Locanda le Piazze

Locanda le Piazze
4.0 star property
Castellina in Chianti
9.8 out of 10, Exceptional, (196 reviews)
"Good resort"
United Kingdom
Oluwafunmilayo
The price is CA $525
CA $587 total
includes taxes & fees
Jul 26 - Jul 27
Locanda le Piazze

5. Palazzo Squarcialupi

Palazzo Squarcialupi
4.0 star property
Castellina in Chianti
9.8 out of 10, Exceptional, (78 reviews)
"We stayed for a week and loved everything about this hotel. The staff went out of their way to make sure everything was perfect and everyone was so friendly. We really enjoyed breakfast each morning on the terrace and we used the pool and spa every day. Very relaxing and walking distance to everything in Castellina. Their pasta restaurant located across the street is also very good."
United States
Jennifer
The price is CA $307
CA $347 total
includes taxes & fees
Jul 24 - Jul 25
Palazzo Squarcialupi

6. La Certosa di Pontignano

La Certosa di Pontignano
Castelnuovo Berardenga
9.4 out of 10, Exceptional, (548 reviews)
"Amazing property, loved staying there. Huge rooms, AC worked well, beautiful setting. It’s well worth your time to stay there"
United States
Ken
The price is CA $157
CA $185 total
includes taxes & fees
Jul 30 - Jul 31
La Certosa di Pontignano

7. Villa San Lucchese

Villa San Lucchese
4.0 star property
Poggibonsi
9.4 out of 10, Exceptional, (350 reviews)
"Beautiful place to spend your time while discovering Tuscany."
United States
Simona
The price is CA $181
CA $209 total
includes taxes & fees
Aug 2 - Aug 3
Villa San Lucchese

8. Hotel Il Piccolo Castello

Hotel Il Piccolo Castello
4.0 star property
Monteriggioni
8.6 out of 10, Excellent, (351 reviews)
"Clean, functional, the breakfast very good "
United Kingdom
Ian
The price is CA $202
CA $234 total
includes taxes & fees
Jul 29 - Jul 30
Hotel Il Piccolo Castello

9. Fattoria di Vegi

Fattoria di Vegi
Castellina in Chianti
9.8 out of 10, Exceptional, (10 reviews)
"This property has been under renovation for the past few years, with about another year of construction still to go. They are transforming an old winery into what will eventually be a 5- or 6-star resort, complete with a spa and other amenities. We stayed for two nights with our 11- and 13-year-olds and booked a family suite. The master bedroom bed was extremely comfortable, and the kids’ fold-out bed was large and surprisingly comfortable as well. The bathroom was brand new and had a door...
United States
Brian
The price is CA $513
CA $574 total
includes taxes & fees
Aug 11 - Aug 12
Fattoria di Vegi

10. Hotel Toscana Ambassador

Hotel Toscana Ambassador
4.0 star property
Poggibonsi
8.2 out of 10, Very good, (353 reviews)
"The hotel staff was very unenthusiastic, parking was convenient, it was okay, breakfast was amazing, overall just average. "
Canada
Shalayna
The price is CA $85
CA $103 total
includes taxes & fees
Aug 2 - Aug 3
Hotel Toscana Ambassador

11. Agriturismo San Sano

Agriturismo San Sano
3.0 star property
Gaiole in Chianti
10.0 out of 10, Exceptional, (100 reviews)
"This place is amazing. Wonderful drive to the hotel and the solitude is so great. The breakfast was amazing. Staff was very friendly for our stay. Definitely go back."
Canada
Shawn
The price is CA $210
CA $237 total
includes taxes & fees
Jul 22 - Jul 23
Agriturismo San Sano

12. Relais la Costa - Dimora Storica

Relais la Costa - Dimora Storica
Monteriggioni
9.6 out of 10, Exceptional, (79 reviews)
"Whole place felt amazing, staff was super! Def recommend!"
United States
Roberto Javier Sanz
The price is CA $280
CA $316 total
includes taxes & fees
Aug 2 - Aug 3
Relais la Costa - Dimora Storica

13. Hotel Executive

Hotel Executive
4.0 star property
Scacciapensieri
8.4 out of 10, Very good, (545 reviews)
"Nice clean hotel. Breakfast ok. Good parking"
United Kingdom
Susan
The price is CA $99
CA $117 total
includes taxes & fees
Aug 5 - Aug 6
Hotel Executive

14. Villa Sabolini

Villa Sabolini
4.0 star property
Colle di Val d'Elsa
9.2 out of 10, Wonderful, (219 reviews)
"Great Toscana hotel"
United States
Jose
The price is CA $231
CA $261 total
includes taxes & fees
Aug 4 - Aug 5
Villa Sabolini

15. Hotel Borgo San Luigi

Hotel Borgo San Luigi
4.0 star property
Monteriggioni
9.2 out of 10, Wonderful, (428 reviews)
"Magnificent property! Attentive staff with a fabulous restaurant! A great location, close to many places to explore."
United States
Thomas
The price is CA $300
CA $341 total
includes taxes & fees
Aug 20 - Aug 21
Hotel Borgo San Luigi

16. Dievole Wine Resort

Dievole Wine Resort
Castelnuovo Berardenga
9.6 out of 10, Exceptional, (198 reviews)
"Beautiful property and very friendly helpful staff"
Canada
Pamela
The price is CA $478
CA $538 total
includes taxes & fees
Jul 27 - Jul 28
Dievole Wine Resort

17. Four Points by Sheraton Siena

Four Points by Sheraton Siena
4.0 star property
Scacciapensieri
8.8 out of 10, Excellent, (598 reviews)
"Yes,breakfast menu was fresh. Parking area felt safe and convenient."
Canada
Keith
The price is CA $209
CA $238 total
includes taxes & fees
Jul 28 - Jul 29
Four Points by Sheraton Siena

18. Palazzo Leopoldo Dimora Storica & Spa

Palazzo Leopoldo Dimora Storica & Spa
4.0 star property
Radda in Chianti
9.2 out of 10, Wonderful, (292 reviews)
"very well maintained hotel with friendly staff"
United States
Lin
The price is CA $212
CA $243 total
includes taxes & fees
Jul 28 - Jul 29
Palazzo Leopoldo Dimora Storica & Spa

19. Hotel Palazzo San niccolò & Spa

Hotel Palazzo San niccolò & Spa
4.0 star property
Radda in Chianti
9.2 out of 10, Wonderful, (192 reviews)
"Everything was awesome, the hotel staff was very helpful and friendly."
United States
gary
The price is CA $173
CA $200 total
includes taxes & fees
Aug 4 - Aug 5
Hotel Palazzo San niccolò & Spa

20. Locanda Casalta

Locanda Casalta
Strove
8.0 out of 10, Very good, (1 review)
"Ein einfaches Hotel ohne besondere Komponenten. Eine gute Unterkunft für Erkundungen der Gegend. Das angebotene Frueststueck in einer benachbarten Bar, als kontineltal beschrieben, empfand ich als enttäuschend, da es in keiner Weise den üblichen Anforderungen entsprach, eher einer komfortlosen Nahrungsaufnahme. Das Zimmer selbst sowie das Bad waren sauber, aber schlicht."
Germany
Manfred August
The price is CA $157
CA $173 total
includes taxes & fees
Jul 21 - Jul 22
Locanda Casalta
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Frequently asked questions

What is the best area to stay in Lilliano?
The best area to stay in Lilliano is directly within the Lilliano estate itself, particularly around the main villa and its immediate surroundings.

This area is the heart of the estate, offering a secluded and refined experience amidst the Tuscan countryside. You'll find the historic villa, often with beautifully restored rooms, and various charming farmhouses or apartments scattered across the property. The estate typically features working vineyards and olive groves, providing a picturesque backdrop. It's designed for a self-contained, luxurious stay, with facilities often including a swimming pool, a restaurant or trattoria, and tasting rooms for their wines and olive oils.

Couples seeking a romantic and tranquil escape will find Lilliano ideal. The privacy of the estate, combined with opportunities for wine tastings, cooking classes, and leisurely strolls through the vineyards, creates a ideal setting for a peaceful holiday. The focus is on relaxation and enjoying the high-quality produce of the region directly where it's made.

Families will also appreciate the space and amenities offered within the Lilliano estate. Many of the farmhouses are set up as self-catering rooms, providing ample room and a sense of home.
When is the best time to go to Lilliano?
For travellers seeking the best experience in Lilliano, the ideal times to visit are late spring (May to early June) and early autumn (September to October).

These periods offer comfortable temperatures, typically ranging from 20°C to 28°C, making them great for exploring the Tuscan countryside. You'll find the vineyards and olive groves at their most picturesque, either bursting with new growth or rich with the colours of harvest. The weather during these months is generally sunny with less humidity compared to the peak summer, allowing for pleasant outdoor activities without the intense heat.

Couples looking for a romantic getaway will particularly appreciate these seasons. The spring brings blooming wildflowers and a fresh, light feel to the landscape, ideal for scenic drives and al fresco dining. In autumn, the grape harvest creates a wonderful atmosphere, and the cooler evenings are great for enjoying local wines by a crackling fire at a local agriturismo. You'll also find fewer crowds than in July and August, allowing for a more intimate and relaxed experience at popular attractions and restaurants.

While summer (July and August) is also popular, it can be quite hot and busy.
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 Lilliano.
How much is the nightly rate at a Lilliano hotel?
Prices for hotels in Lilliano often vary, but you can find a great deal from CA $103 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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