Castellina in Chianti Vacations from ￥242,366

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The Latest Castellina in Chianti Vacation Packages

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

Aurum Firenze

4 out of 5
Historic Centre of Florence
per person
Sep 10 - Sep 14
found 1 day ago
Roundtrip flight included
Tokyo (TYO) to Florence (FLR)
7.6/10 Good! (1,012 reviews)
The staff is very friendly.

Reviewed on Jul 11, 2025

Aurum Uffizi

Aurum Uffizi

4 out of 5
Historic Centre of Florence
per person
Oct 1 - Oct 6
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Florence (FLR)
7.8/10 Good! (1,001 reviews)
9/10 – Great Location and Solid Stay Aurum Uffizi offers a good experience overall. The location is excellent — just a short walk to the city’s main attractions. The services were good and the staff was helpful. The stay was average but comfortable.

Reviewed on Jul 18, 2025

Hotel Balestri

Hotel Balestri

4 out of 5
Historic Centre of Florence
per person
Sep 1 - Sep 6
found 9 hours ago
Roundtrip flight included
Tokyo (TYO) to Florence (FLR)
9.2/10 Wonderful! (956 reviews)
Loved the location and cleanliness, only complaint was the pillows and beds weren't comfortable. (Mattress were hard and pillows too thin)

Reviewed on Jul 16, 2025

Hotel La Scaletta Al Ponte Vecchio

Hotel La Scaletta Al Ponte Vecchio

4 out of 5
Historic Centre of Florence
per person
Sep 1 - Sep 6
found 9 hours ago
Roundtrip flight included
Tokyo (TYO) to Florence (FLR)
8.8/10 Excellent! (878 reviews)
Excellent location, well appointed nice rooms and spacious, good bathroom, walkable to all key places to visit in Florence, safe. Great breakfast buffet and rooftop terrace with drinks. Great gelato place right at the hotel. Location couldn't be better. Right next to Ponte Vecchio and walkable to all key attractions

Reviewed on Jul 14, 2025

Il Perseo

Il Perseo

3 out of 5
Historic Centre of Florence
per person
Sep 10 - Sep 14
found 1 day ago
Roundtrip flight included
Tokyo (TYO) to Florence (FLR)
9.4/10 Exceptional! (1,005 reviews)
What a wonderful stay! We were so happy with property and warm welcome from staff. Very clean with nice touches. And beds and bedding were high grade. Very comfortable. Highly recommended!!

Reviewed on Jul 16, 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 ￥14,634 per night from Jul 20 to Jul 21
￥14,634
￥18,510 total
Jul 20 - Jul 21
includes taxes & fees
8.8/10 Excellent! (1,051 reviews)
"It’s not your standard hotel by any means, but it was great for us as a base for travel. Breakfast was very nice. Room was spacious as was the bathroom."

Reviewed on Jul 16, 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 ￥18,403 per night from Jul 29 to Jul 30
￥18,403
￥22,655 total
Jul 29 - Jul 30
includes taxes & fees
8.2/10 Very Good! (1,004 reviews)
"Great staff, easy check in and close to train and major Florence attractions. Clean and modern and spacious!"

Reviewed on Jul 11, 2025

c-hotels Ambasciatori
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 ￥13,109 per night from Aug 3 to Aug 4
￥13,109
￥16,832 total
Aug 3 - Aug 4
includes taxes & fees
9.2/10 Wonderful! (227 reviews)
"👌"

Reviewed on Jul 17, 2025

The Social Hub Florence Belfiore
See all 15,496 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

Chianti Wine Tour with Tuscan Lunch Open Top Van

Chianti Wine Tour with Tuscan Lunch Open Top Van

￥29,082
per adult
100% of travellers recommend
Chianti Wine Tour with Tuscan Lunch Open Top Van
Cooking class in Tuscany

Cooking Class in Tuscany

￥42,983
per adult
Cooking Class in Tuscany
Cooking Class in Tuscan Farmhouse from San Gimignano

Private Cooking Class in Chianti from San Gimignano

￥63,099
per adult
Private Cooking Class in Chianti from San Gimignano
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 ￥242,366 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.