Castellina in Chianti Vacations from ￥240,724

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The Latest Castellina in Chianti Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Aurum Uffizi

Aurum Uffizi

4 out of 5
Historic Centre of Florence
per person
Aug 10 - Aug 14
found 1 day ago
Roundtrip flight included
Fukuoka (FUK) to Florence (FLR)
7.8/10 Good! (1,000 reviews)
Amazing location. Super nice, clean and updated rooms.

Reviewed on Jul 8, 2025

Bernini Palace

Bernini Palace

5 out of 5
Historic Centre of Florence
per person
Aug 10 - Aug 14
found 1 day ago
Roundtrip flight included
Fukuoka (FUK) to Florence (FLR)
9.6/10 Exceptional! (1,004 reviews)
We loved everything about this hotel!!! Superior staff with expertise in many areas. Five stars plus to the staff, especially the bar tender who was was so lovely, and kept us supplied with ice. Don’t consider any where else. This place is, hands down, a five star plus winners. The charm, elegance, beauty and convenience can not be beat!!!! Bravo!!!

Reviewed on Jul 6, 2025

Glance Hotel In Florence

Glance Hotel In Florence

4 out of 5
Historic Centre of Florence
per person
Aug 17 - Aug 20
found 1 day ago
Roundtrip flight included
Tokyo (HND) to Florence (FLR)
9.4/10 Exceptional! (1,001 reviews)
The location was extremely convenient to the areas we wanted to visit. The breakfast was decent and the staff very amenable. They moved us to a larger room with better a/c.

Reviewed on Jul 4, 2025

Grand Hotel Cavour

Grand Hotel Cavour

4 out of 5
Historic Centre of Florence
per person
Aug 10 - Aug 14
found 1 day ago
Roundtrip flight included
Fukuoka (FUK) to Florence (FLR)
9.2/10 Wonderful! (1,003 reviews)
Everyone is so helpful and kind. Wonderful hotel with wonderful people!

Reviewed on Jul 6, 2025

Ponte Vecchio Suites & Spa

Ponte Vecchio Suites & Spa

4 out of 5
Historic Centre of Florence
per person
Aug 17 - Aug 21
found 1 day ago
Roundtrip flight included
Tokyo (HND) to Florence (FLR)
9.6/10 Exceptional! (1,000 reviews)
The location of this hotel is just perfect, right over the Ponte Vecchio bridge, and surrounded by restaurants and shops. It is a beautiful hotel, with a large, gorgeous room. The breakfast was delicious with many options. The staff was friendly and very helpful. You really could not get a better location, everything was just a few minutes walk.

Reviewed on Jul 2, 2025

Find the Best Castellina in Chianti Vacation Packages

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 refundableReserve now, pay when you stay
The price is ￥11,740 per night from Jul 31 to Aug 1
￥11,740
￥15,321 total
Jul 31 - Aug 1
includes taxes & fees
8.8/10 Excellent! (1,022 reviews)
"Great spot. Most beautiful rooftop in Florence. Rooms are spacious and comfortable. Breakfaat is delicious. Has tons on great options."

Reviewed on Jul 5, 2025

The Social Hub Florence Lavagnini
The Social Hub Florence Belfiore
The Social Hub Florence Belfiore
4 out of 5
Viale Belfiore, 55, Florence, FI
Fully refundableReserve now, pay when you stay
The price is ￥14,061 per night from Jul 13 to Jul 14
￥14,061
￥17,864 total
Jul 13 - Jul 14
includes taxes & fees
9.2/10 Wonderful! (184 reviews)
"Good social experience"

Reviewed on Jul 5, 2025

The Social Hub Florence Belfiore
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 ￥19,014 per night from Jul 29 to Jul 30
￥19,014
￥23,312 total
Jul 29 - Jul 30
includes taxes & fees
8.2/10 Very Good! (1,000 reviews)
"Great spot to stay for the convenience of the train and walkable to sites. Extra convenient if you are dropping off a rental car and taking the train to Rome early the next day."

Reviewed on Jun 30, 2025

c-hotels Ambasciatori
See all 15,482 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

Vintage Fiat 500 Tuscany Drive with Winery Lunch

Vintage Fiat 500 Tuscany Drive with Winery Lunch

￥25,338
per adult
90% of travellers recommend
Vintage Fiat 500 Tuscany Drive with Winery Lunch
Safari Chianti Experience on a quad with picnic

Safari Chianti Experience on a quad with picnic

￥21,865
per adult
Safari Chianti Experience on a quad with picnic
Chianti Wild Safari Adventure through Tuscan Vineyards

Chianti Wild Safari Adventure through Tuscan Vineyards

￥18,475
per adult
Chianti Wild Safari Adventure through Tuscan Vineyards
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 from ￥240,724 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.