Radda in Chianti Vacations from $1,021

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Your Radda in Chianti Vacation

Lock in a Radda in Chianti vacation package and get set to experience the highlights of this city. Think about staying in the neighborhood of Badia Coltibuono, which is great for families, nature and walking. Meleto Castle, Castello di Albola and Il Molino di Grace Winery are just a few of the attractions worth checking out during your trip to Radda in Chianti. A few clicks is all it takes to craft a tailored Radda in Chianti vacation on Expedia.

The Latest Radda in Chianti vacation packages

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

Hotel Duomo Firenze

Historic Centre of Florence
$1,021
per person
Dec 10 - Dec 16
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Florence (FLR)
9.2/10 Wonderful! (1,004 reviews)
Absolutely everything was perfect - from checkin to deprture- Gelato and cookies available all day, wonderful breakfast, room was SO Awesome facing the Duomo, assist to schedule a taxi - lift so less stairs - would absolutely recommend !!!

Reviewed on Oct 2, 2026

Donati Luxury Tower Suites

Donati Luxury Tower Suites

Historic Centre of Florence
$1,536
per person
Dec 7 - Dec 12
found 17 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
9.8/10 Exceptional! (77 reviews)
Excellent lodging option very close to the Duomo and central to Florence. It is a terrific location in that it is close to everything but secluded off a very small road that only gets traffic for people checking in or leaving the property. The lodging is in a very old tower that has been converted to about 10 rooms. The front desk is excellent and surprised us when we checked in by telling us they would deliver an assortment of pastries to our room every day for breakfast. We had the Gemma suite which was not large but well laid out with a very comfortable bed and furniture and a very nice bathroom.

Reviewed on Oct 4, 2026

Portrait Firenze - Lungarno Collection

Portrait Firenze - Lungarno Collection

Historic Centre of Florence
Save 100% on your flight
$2,206
per person
Dec 7 - Dec 12
found 15 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
9.8/10 Exceptional! (318 reviews)
We couldn’t have had a more enjoyable day at this fabulous hotel. The staff responded to our every whim and even anticipated some! And its location right in the center of historic Florence cannot be beat. We will be back again!

Reviewed on Oct 4, 2026

The James Suite Hotel Firenze 1564 - Small Luxury Hotels of the World

The James Suite Hotel Firenze 1564 - Small Luxury Hotels of the World

Historic Centre of Florence
$2,094
per person
Dec 7 - Dec 12
found 15 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
10/10 Exceptional! (26 reviews)
Hotel Certosa Di Maggiano

Hotel Certosa Di Maggiano

$1,675
per person
Nov 6 - Nov 9
found 23 hours ago
Roundtrip flight included
Atlanta (ATL) to Florence (FLR)
10/10 Exceptional! (217 reviews)
Our stay for our honeymoon was amazing. We loved our room and we were upgraded to a suite because they had it available. All the staff were kind and helpful. They carried our luggage up two flights of stairs to our room, helped make reservations, called taxis for us, etc. The property was beautiful, maintained nicely, and was very quiet. Really have no complaints. To note it is outside of city Centre of Siena so you will need taxis back and forth to the city for meals etc. which can get quite pricey so just plan ahead. Our room could’ve been cleaned a little better in between each day but overall it was still very clean. We would definitely stay there again!!

Reviewed on Sep 28, 2026

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Stay near popular Radda in Chianti attractions

Castello di Albola

9.0/10 (9 reviews)
You can enjoy a tasting or tour at Castello di Albola during your travels to Radda in Chianti. Discover the beautiful countryside in this quaint area, or enjoy its local tours.
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Castello di Radda Winery

9.2/10 (12 reviews)
You can enjoy a tasting or tour at Castello di Radda Winery during your travels to Radda in Chianti. Discover the beautiful countryside in this quaint area, or enjoy its local tours.
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Volpaia

10.0/10 (1 review)
You can enjoy a tasting or tour at Volpaia during your travels to Volpaia.
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What to do in Radda in Chianti

Siena: Cathedral Complex Pass with Audio Guide

Siena: Cathedral Complex Pass with Audio Guide (OPA SI PASS)

$21
per adult
Siena: Cathedral Complex Pass with Audio Guide (OPA SI PASS)
Siena, San Gimignano, Monteriggioni & Chianti from Florence

Siena, San Gimignano, Monteriggioni & Chianti from Florence

$75
per adult
88% of travellers recommend
Siena, San Gimignano, Monteriggioni & Chianti from Florence
Chianti Wine and Food Safari

SMALL-GROUP Wine Safari: Tuscany Wine Tasting Tour from Florence

$149
per adult
100% of travellers recommend
SMALL-GROUP Wine Safari: Tuscany Wine Tasting Tour from Florence
See all activities in Radda in Chianti

Radda in Chianti Hotel Deals

Plus Florence - Hostel

Plus Florence - Hostel

Via Santa Caterina D'Alessandria, 15 Florence FI
Fully refundableReserve now, pay when you stay
$84 nightly
$101 total
Nov 1 - Nov 2
Total with taxes and fees
Plus Florence - Hostel
The Social Hub Florence Belfiore

The Social Hub Florence Belfiore

Viale Belfiore, 55 Florence FI
Fully refundableReserve now, pay when you stay
$78 nightly
$102 total
Nov 2 - Nov 3
Total with taxes and fees
9.4/10 Exceptional! (771 reviews)
"The overall concept of the hub is excellent and really different from other hotels and properties. The staff need to be more engaging as well as the house keeping needs to be a little better .. such as when they come to clean the room and change towels they also need to make sure to fill other pantry ..."

Reviewed on Oct 5, 2026

The Social Hub Florence Belfiore
Hotel Paris

Hotel Paris

Via Banchi 2 Florence FI
$156 nightly
$185 total
Nov 5 - Nov 6
Total with taxes and fees
9/10 Wonderful! (1,009 reviews)
"It was a nice comfortable room for our last night in Florence"

Reviewed on Oct 4, 2026

Hotel Paris
See all 14,779 properties in Radda 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.

Find the Best Radda in Chianti Vacation Packages

Radda in Chianti Essential Information

Language
Italian
Currency
Euros
Local Welcome
Ciao
Local Goodbye
Ciao
Closest Airport
Peretola Airport (FLR)
Population
710
Max Temp Winter
50ºF
Max Temp Summer
85ºF
Top Sights
Siena Cathedral, Monteriggioni Castle and Castle of Brolio

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Frequently asked questions

How much does a Radda in Chianti vacation package cost?
You'll find cheap prices from $1,021 on Expedia for your Radda in Chianti escape. However, a range of factors like the hotel choice, length of stay and season will determine how much your vacation to Radda in Chianti costs.
What are the cheapest months to go to Radda in Chianti?
If you're hoping to book a cheap Radda in Chianti vacation package, consider planning a trip in October, November and December. You'll generally find better prices on accommodations and flights during these quieter months — perfect for a budget-friendly getaway.
How many days is enough for Radda in Chianti?
Typically, a few days is great for a Radda in Chianti vacation. With a well-planned itinerary, you can see all the leading attractions such as Borgo di Vescine - Tenute di Castelvecchi, as well as explore some hidden treasures along the way.
Is it worth booking a vacation package to Radda in Chianti?
Radda in Chianti has all the ingredients you need for a fantastic trip — views, walking trails and dining are just the start. Whether you'd like to visit attractions such as Castello di Albola and Castello di Radda Winery, or take the path less traveled, you'll find plenty to see and do on your Radda in Chianti vacation.
How to find the best Radda in Chianti package deals?
Start your search for a Radda in Chianti package deal by entering your destination and preferred travel dates under our "Packages" tab. Then apply some filters, like "Property type" and "Popular locations," to fine-tune the results to your exact style. You can also sort by "Package discount" and browse offers that come with huge savings. If you don't find the perfect Radda in Chianti package deal right away, simply play around with your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Radda in Chianti escape off to a flying start.
Is it cheaper to book a Radda in Chianti vacation as a package?
Expedia vacation packages are designed to make your money go further. Bundle your flight, hotel and car rental 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 Radda in Chianti vacation by choosing your favorite airline, accommodation type and car class.
When to book a vacation package to Radda in Chianti?
If you've got your Radda in Chianti travel dates locked in, book early to snap up some awesome deals. With Expedia, you can often reserve some flights up to one year in advance. Prefer spur-of-the-moment adventures? Our last-minute deals are ideal for setting off on a whim.
How to plan a trip to Radda in Chianti?
  1. Choose when to go: Check your calendar and pack your bags. Your favorite season and the type of activities available will also help you decide when to escape to Radda in Chianti.
  2. Set a budget: Factor in costs such as flights, food and transportation when working out how much to put aside for your trip to Radda in Chianti. Then, select a property that works with your budget, whether that's a low-cost option or a lavish getaway.
  3. Use Expedia's trip planning tool to discover Radda in Chianti: Research every part of your trip to Radda in Chianti with this handy planner. Invite friends or family to collaborate on a group trip, search for hotels or things to do and make bookings.
  4. Set the duration of your trip: Start by making a list of all the attractions and activities you'd like to get to in Radda in Chianti. Then, estimate how long you'll need for each, as well as any travel time.
  5. Bundle your accommodations and airfare: After you've nailed down your travel dates and duration, book the ideal Radda in Chianti vacation package for you.
  6. Book any day trips or activities: Now to the fun part — organizing everything you want to do and see. Explore some of the best things to do in Radda in Chianti and book your tickets early to save time (and maybe some dollars too!).
Does Expedia offer Book Now, Pay Later Radda in Chianti vacation packages?
If you're anything like us, you love jet-setting around the world but don't love the big price tag that can sometimes come with it. That's why we offer Book Now, Pay Later vacations. With help from online lender Affirm, you can break down the overall cost of your Radda in Chianti break across 3, 6 or 12 months. There are also no hidden or late payment fees, so you can secure cheap vacation packages with payment plans as soon as you spot them.

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