Castellina in Chianti Trips (flight + hotel)

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Top hotels in Castellina in Chianti

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 P5,086 per night from Aug 24 to Aug 25
P5,086
P6,522 total
Aug 24 - Aug 25
includes taxes & fees
8.8/10 Excellent! (1,124 reviews)
"Great hotel."

Reviewed on Aug 10, 2025

The Social Hub Florence Lavagnini
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 P6,432 per night from Aug 24 to Aug 25
P6,432
P8,003 total
Aug 24 - Aug 25
includes taxes & fees
8.2/10 Very Good! (1,006 reviews)
"Breakfast is good"

Reviewed on Aug 9, 2025

c-hotels Ambasciatori
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 P8,864 per night from Aug 17 to Aug 18
P8,864
P10,681 total
Aug 17 - Aug 18
includes taxes & fees
9/10 Wonderful! (1,002 reviews)
Good location
"Nice hotel a few minutes from station and walking distance to sights."

Reviewed on Aug 7, 2025

Grand Hotel Baglioni
See all 15,534 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.

What to do in Castellina in Chianti

Cooking class in Tuscany

Cooking Class in Tuscany

P16,847
per adult
Cooking Class in Tuscany
Cooking Class in Tuscan Farmhouse from San Gimignano

Private Cooking Class in Chianti from San Gimignano

P24,732
per adult
Private Cooking Class in Chianti from San Gimignano
Grape stomping in Tuscan farmhouse

Private Grape stomping at Chianti Farmhouse

P21,497
per adult
Private Grape stomping at Chianti Farmhouse
See all activities in Castellina in Chianti

Frequently asked questions

How much does a Castellina in Chianti vacation package cost?
You can grab a vacation package to this top destination on Expedia. But how much your vacation 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 vacation 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 vacation 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 vacation 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 vacation.
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 vacation as a package?
Expedia vacation 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 personalized Castellina in Chianti vacation by choosing your favorite type of stay, airline and car class.
When to book a vacation package to Castellina in Chianti?
If you're planning a spontaneous Castellina in Chianti vacation, 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 favorite season will help you decide when to get away.
  2. Budget wisely: On top of the cost of your accommodations, 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 customized Castellina in Chianti vacation package.

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