Lilliano Vacations from $965

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to $1,045 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

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.
Tuscany Inn

Tuscany Inn

4 out of 5
Price was $1,893, price is now $965 per person
$965
per person
Mar 30 - Apr 3
found 1 day ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Florence (FLR)
8/10 Very Good! (220 reviews)
Outdated but really good service overall. The breakfast was a hit.

Reviewed on Aug 13, 2025

Cappuccina Country Resort

Cappuccina Country Resort

4 out of 5
Price was $2,237, price is now $1,121 per person
$1,121
per person
Mar 30 - Apr 3
found 1 day ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Florence (FLR)
8.6/10 Excellent! (91 reviews)
Great stay. Very good experience.

Reviewed on Oct 20, 2025

Settentrionale Esplanade

Settentrionale Esplanade

4 out of 5
Price was $1,864, price is now $973 per person
$973
per person
Mar 30 - Apr 3
found 1 day ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Florence (FLR)
8.4/10 Very Good! (138 reviews)
Friendly staff, nice bar area.

Reviewed on Nov 2, 2025

Hotel Villa Cesi

Hotel Villa Cesi

4 out of 5
Price was $1,964, price is now $1,026 per person
$1,026
per person
Mar 30 - Apr 3
found 1 day ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Florence (FLR)
8.6/10 Excellent! (70 reviews)
We had a wonderful stay.

Reviewed on Oct 10, 2025

Villa Castiglione

Villa Castiglione

2 out of 5
Price was $1,969, price is now $1,033 per person
$1,033
per person
Mar 30 - Apr 3
found 1 day ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Florence (FLR)
8.6/10 Excellent! (255 reviews)
Nice and cute place. Great price.

Reviewed on Oct 27, 2025

Don't see what you're looking for?
See all available trips from Columbus to Lilliano
View all trips

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 romantic 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

Archaeological Museum of Chianti

You can browse the exhibits at Archaeological Museum of Chianti, a museum with a story of its own, during your trip to Castellina in Chianti. Discover the beautiful countryside in this walkable area, or enjoy its local tours.

Archaeological Museum of Chianti

What to do in Lilliano

Chianti Half Day Wine Tour from Florence

Chianti Half Day Wine Tour from Florence

$51
per adult
88% of travellers recommend
Chianti Half Day Wine Tour from Florence
Siena, San Gimignano, Monteriggioni & Chianti from Florence

Siena, San Gimignano, Monteriggioni & Chianti from Florence

$61
per adult
88% of travellers recommend
Siena, San Gimignano, Monteriggioni & Chianti from Florence
Florence Day Trip: Medieval Villages & Cooking Class

Florence Day Trip: Medieval Villages & Cooking Class

$163
per adult
86% of travellers recommend
Florence Day Trip: Medieval Villages & Cooking Class
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
$90 nightly
The price is $103 total per night from Feb 12 to Feb 13
$103 total
Feb 12 - Feb 13
Total with taxes and fees
9.2/10 Wonderful! (1,013 reviews)
It’s very beautiful

Reviewed on Jan 9, 2026

Hotel Athena
Borgo Grondaie

Borgo Grondaie

3 out of 5
Strada delle Grondaie, 15 Siena SI
Fully refundableReserve now, pay when you stay
$80 nightly
The price is $92 total per night from Feb 16 to Feb 17
$92 total
Feb 16 - Feb 17
Total with taxes and fees
9.6/10 Exceptional! (441 reviews)
Amazing place, super clean, great staff, beautiful and cozy.

Reviewed on Jan 3, 2026

Borgo Grondaie
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
$82 nightly
The price is $92 total per night from Jan 19 to Jan 20
$92 total
Jan 19 - Jan 20
Total with taxes and fees
7.8/10 Good! (85 reviews)
Beautiful experience!

Reviewed on Jul 1, 2025

Villa La Borghetta Resort
See all 6,520 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

More vacations you might like

All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Frequently asked questions

How much does a Lilliano vacation package cost?
Offering excellent value package deals from $965 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.