Lilliano Vacations from $603

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Your Lilliano Vacation

Reserve a Lilliano vacation package that has everything you need and nothing you don't. Good for families, nature and walking, think about staying in the neighborhood of Badia Coltibuono. Fill your itinerary with tours of Casa Vinicola Luigi Cecchi, City Hall Castellina In Chianti and Walls of Monteriggioni, some of the top attractions you really should see during your trip to Lilliano. Whoever you're taking a break with and whatever you want to spend, your dream Lilliano vacation is just a few clicks away with Expedia.

The Latest Lilliano vacation packages

Price found within the past 48 hours. Click for updated prices.
La Villa di STR

La Villa di STR

3 out of 5
Siena Historical Center
Price was $793, price is now $603 per person
$603
per person
Feb 27 - Mar 4
found 19 hours ago
Roundtrip non-stop flight included
New York (NYC) to Florence (FLR)
9.2/10 Wonderful! (412 reviews)
Clean room, nice villa and breakfast

Reviewed on Nov 6, 2025

Aurum Uffizi

Aurum Uffizi

4 out of 5
Historic Centre of Florence
Price was $1,356, price is now $957 per person
$957
per person
Feb 16 - Feb 21
found 1 day ago
Roundtrip flight included
Boston (BOS) to Florence (FLR)
7.8/10 Good! (1,000 reviews)
Breakfast was good. Staff super friendly. Overall the expected quality for the paid price.

Reviewed on Nov 20, 2025

Aurum Firenze

Aurum Firenze

4 out of 5
Historic Centre of Florence
Price was $1,282, price is now $931 per person
$931
per person
Feb 16 - Feb 21
found 1 day ago
Roundtrip flight included
Boston (BOS) to Florence (FLR)
7.6/10 Good! (1,002 reviews)
Close to train station and everything you need.

Reviewed on Nov 21, 2025

Villa Cora

Villa Cora

5 out of 5
Oltrarno
Price was $2,497, price is now $1,851 per person
$1,851
per person
Feb 16 - Feb 21
found 6 hours ago
Roundtrip flight included
Boston (BOS) to Florence (FLR)
9.8/10 Exceptional! (467 reviews)
Nice property and staff.

Reviewed on Nov 13, 2025

Hotel Lungarno - Lungarno Collection

Hotel Lungarno - Lungarno Collection

5 out of 5
Historic Centre of Florence
Price was $1,875, price is now $1,405 per person
$1,405
per person
Feb 16 - Feb 20
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
9.6/10 Exceptional! (593 reviews)
Excellent location! Truly a 5 star hotel ! Great service, breakfast, and service . Bedrooms were clean! Bathrooms were excellent!

Reviewed on Nov 19, 2025

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Discover the most popular places to visit in Lilliano

Castellina in Chianti which includes farmland

Buondonno Winery

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 quaint area.

Buondonno Winery

City Hall Castellina In Chianti

City Hall Castellina In Chianti is just one of the places to see in Castellina in Chianti, so why not enjoy the other things to explore during your travels? Discover the beautiful countryside and wineries in this quaint area.

City Hall Castellina In Chianti

Casa Vinicola Luigi Cecchi

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.

Casa Vinicola Luigi Cecchi

What to do in Lilliano

Chianti Half Day Wine Tour from Florence

Chianti Half Day Wine Tour from Florence

$50
per adult
88% of travellers recommend
Chianti Half Day Wine Tour from Florence
Full-Day Tour of San Gimignano, Siena & Chianti

San Gimignano, Siena and Chianti - Small Group Tour

$137
per adult
86% of travellers recommend
San Gimignano, Siena and Chianti - Small Group Tour
Siena, San Gimignano, Monteriggioni & Chianti from Florence

Siena, San Gimignano, Monteriggioni & Chianti from Florence

$75
per adult
86% of travellers recommend
Siena, San Gimignano, Monteriggioni & Chianti from Florence
See all activities in Lilliano

Lilliano Hotel Deals

Hotel Athena

Hotel Athena

4 out of 5
P Mascagni 55 Siena SI
Fully refundableReserve now, pay when you stay
$91 nightly
The price is $104 total per night from Dec 15 to Dec 16
$104 total
Dec 15 - Dec 16
Total with taxes and fees
9.2/10 Wonderful! (1,007 reviews)
Beautiful walk to the city center

Reviewed on Nov 28, 2025

Hotel Athena
Villa La Borghetta Resort

Villa La Borghetta Resort

4 out of 5
Via del Cesto Figline e Incisa Valdarno FI
Fully refundableReserve now, pay when you stay
$113 nightly
The price is $127 total per night from Dec 8 to Dec 9
$127 total
Dec 8 - Dec 9
Total with taxes and fees
7.8/10 Good! (85 reviews)
Beautiful experience!

Reviewed on Jul 1, 2025

Villa La Borghetta Resort
Borgo Grondaie

Borgo Grondaie

3 out of 5
Strada delle Grondaie, 15 Siena SI
Fully refundable
$85 nightly
The price is $98 total per night from Dec 18 to Dec 19
$98 total
Dec 18 - Dec 19
Total with taxes and fees
9.6/10 Exceptional! (438 reviews)
The sta

Reviewed on Nov 17, 2025

Borgo Grondaie
See all 6,663 properties in Lilliano
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.

Find the Best Lilliano Vacation Packages

Lilliano Essential Information

Language
Italian
Currency
Euros
Local Welcome
Ciao
Local Goodbye
Ciao
Closest Airport
Peretola Airport (FLR)
Top Sights
Buondonno Winery, Casa Vinicola Luigi Cecchi and Archaeological Museum of Chianti

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Frequently asked questions

How much does a Lilliano vacation package cost?
Offering excellent value package deals from $603 on Expedia, you'll be thrilled with how little a vacation to Lilliano costs! Our packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Lilliano?
You can usually find lower rates and greater availability in November, December and January. Browse our cheap Lilliano vacation packages and you could get some great off-season deals.
How many days is enough for Lilliano?
Typically, a handful of days is enough to visit the major attractions during your Lilliano vacation. However, if you prefer to have more time to chill out or go on day tours, consider extending your trip.
How to find the best Lilliano package deals?
Use Expedia's filter tool to find some unbeatable Lilliano package deals. When you start your search, simply set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your adventure for midweek, or search for Lilliano package deals in the low season. Switch up your travel dates and you may land even better discounts. As a rule of thumb, it's typically best to book your vacation package as soon as possible.
Is it cheaper to book a Lilliano vacation as a package?
Expedia vacation packages are designed to give you more bang for your buck. Bundle your car rental, hotel and flight into one great-value price and you could save hundreds of dollars. You'll typically score a better deal than booking each component individually. And you'll still get the flexibility to create a tailored Lilliano vacation by choosing your preferred type of stay, airline and car class.
When to book a vacation package to Lilliano?
Land amazing discounts by booking your flights ahead of time with Expedia. If spontaneity is more your style, take advantage of our last-minute deals for a spur-of-the-moment Lilliano adventure.
Does Expedia offer Book Now, Pay Later Lilliano vacation packages?
Jet off on your dream trip to Lilliano with help from Expedia's Book Now, Pay Later vacations. There's no need to save like crazy or wait until your next paycheck — we've partnered with online lender Affirm to give you financial flexibility. Our vacation packages with payment plans mean you can spread the cost across 3, 6 or 12 months. With no hidden or late payment fees, it's a breeze to budget for your trip and snag great deals before they disappear.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.