Castellina in Chianti Holidays

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Castellina in Chianti Holiday

Our pick of the best Castellina in Chianti Hotel Deals

The Social Hub Florence Lavagnini

The Social Hub Florence Lavagnini

4 out of 5
Viale Spartaco Lavagnini 70 72, Florence, FI
Fully refundable
The price is NZ$187 per night from 24 Aug to 25 Aug
NZ$187
24 Aug - 25 Aug
includes taxes & fees
8.8/10 Excellent! (1,102 reviews)
"I had an amazing stay at this hotel. The views from my room were one of the best I've seen in Florence - breathtaking! The staff was incredibly accommodating, and when I mentioned that the airflow in our room was a bit still, they promptly delivered a fan to our room upon my return. The rooftop bar ..."

Reviewed on 4 Aug. 2025

The Social Hub Florence Lavagnini
Grand Hotel Baglioni

Grand Hotel Baglioni

4 out of 5
Piazza Unita Italiana 6, Florence, FI
Fully refundableReserve now, pay when you stay
The price is NZ$280 per night from 17 Aug to 18 Aug
NZ$280
17 Aug - 18 Aug
includes taxes & fees
9/10 Wonderful! (1,003 reviews)
"The rooftop amazing, the staffs, the location everything amazing"

Reviewed on 3 Aug. 2025

Grand Hotel Baglioni
c-hotels Ambasciatori

c-hotels Ambasciatori

4 out of 5
Via Luigi Alamanni 3, Florence, FI
Fully refundableReserve now, pay when you stay
The price is NZ$295 per night from 17 Aug to 18 Aug
NZ$295
17 Aug - 18 Aug
includes taxes & fees
8.2/10 Very Good! (1,004 reviews)
"It was very safe and convenient."

Reviewed on 23 Jul. 2025

c-hotels Ambasciatori
See all 15,552 properties in Castellina in Chianti
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.

Discover the most popular places to visit in Castellina in Chianti

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 cosy cafes in this walkable 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 quaint area or enjoy its local tours.

Casa Vinicola Luigi Cecchi

What to do in Castellina in Chianti

Full-Day Tour of San Gimignano, Siena & Chianti

San Gimignano, Siena and Chianti - Small Group Tour

NZ$232
per adult
86% of travellers recommend
San Gimignano, Siena and Chianti - Small Group Tour
Sunny day view of Monteriggioni, a Comune in Italy

Chianti Half Day Wine Tour from Florence

NZ$96
per adult
88% of travellers recommend
Chianti Half Day Wine Tour from Florence
Siena Medieval Power Quest: Self-Guided Family Feud Game

Siena Medieval Power Quest: Self-Guided Family Feud Game

NZ$15
per adult
Siena Medieval Power Quest: Self-Guided Family Feud Game
See all activities in Castellina in Chianti

Frequently asked questions

How much does a Castellina in Chianti holiday package cost?
You can grab a holiday package to this top destination on Expedia. But how much your holiday to Castellina in Chianti costs will depend on your hotel choice, season and length of stay.
What are the cheapest months to go to Castellina in Chianti?
The off-season is the best time to travel to Castellina in Chianti if you're trying to save. Another tip for finding cheap Castellina in Chianti holiday packages? Try to avoid visiting during public holidays and any major events.
How many days is enough for Castellina in Chianti?
Dedicate around 3 days for your Castellina in Chianti holiday if you want to enjoy all that makes this place special. Wander around popular areas, including San Leonino and Villa. Then head to the top sights like Castellina Fortress and Archaeological Museum of Chianti. With a good itinerary, you can keep busy with room for some downtime too. Want to go beyond Castellina in Chianti? Consider squeezing in a day trip or two.
Is it worth booking a holiday package to Castellina in Chianti?
Castellina in Chianti has everything you need for the perfect trip — hiking, views and walking trails are just the start. Whether you'd like to visit sights such as Walls of Monteriggioni and Castellina Fortress, or take the road less traveled, you'll find plenty to see and do on your Castellina in Chianti holiday.
How to find the best Castellina in Chianti package deals?
Start your search for a Castellina in Chianti package deal by entering your preferred trip dates and destination under our "Packages" tab. Then select a few filters, like "Popular locations" and "Property type," to tailor the results to your exact style. You can also sort by "Package discount" and browse offers that come with unbeatable savings. If you don't find the ideal Castellina in Chianti package deal straight away, simply change your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Castellina in Chianti escape underway.
Is it cheaper to book a Castellina in Chianti holiday as a package?
Expedia holiday packages are designed to give you more bang for your buck. Bundle your car rental, flight and hotel into one great-value price and enjoy significant savings. You'll usually get a better deal than booking each component individually. And you'll still enjoy the freedom to create a personalised Castellina in Chianti holiday by choosing your favourite type of stay, airline and car class.
When to book a holiday package to Castellina in Chianti?
If you're planning a spontaneous Castellina in Chianti holiday, browse our last-minute deals that can be booked up to one week before you go. Don't want to leave things to the last minute? You can score amazing deals on your flights and hotels by booking ahead.
How to plan a trip to Castellina in Chianti?

  1. Choose your travel dates: The things you'd like to do in Castellina in Chianti and your favourite season will help you decide when to get away.
  2. Budget wisely: On top of the cost of your accommodation, you should consider other expenses too. These include food, flights and transportation. Also, put aside some extra funds for unexpected costs that may arise during your trip to Castellina in Chianti.
  3. Decide how long to go for: Now that you know more about Castellina in Chianti, you can figure out the right length of your break. Pull together a rough itinerary and allocate enough time to cover everything you want to see.
  4. Bundle your bookings: With your travel dates in order, you can combine your car rental, flights, hotels and more into a customised Castellina in Chianti holiday package.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.