Radda in Chianti Vacations from $780

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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.
Aurum Firenze

Aurum Firenze

4 out of 5
Historic Centre of Florence
Save 100% on your flight
per person
Oct 16 - Oct 21
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
7.6/10 Good! (1,007 reviews)
Great location. Few minutes away from train station. Not so quiet. You could hear people from outside even the windows closed. If you are staying for a few days, it’s a great location.

Reviewed on Aug 14, 2025

Aurum Uffizi

Aurum Uffizi

4 out of 5
Historic Centre of Florence
Save 100% on your flight
per person
Oct 1 - Oct 6
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
7.8/10 Good! (1,000 reviews)
Great location and very clean

Reviewed on Aug 12, 2025

The Moon Boutique Hotel & Spa

The Moon Boutique Hotel & Spa

4 out of 5
Historic Centre of Florence
Save 100% on your flight
per person
Oct 29 - Nov 4
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
9.6/10 Exceptional! (462 reviews)
The hotel is located a 25 min walk away from the heart of Florence so very easy to access the main attractions within the city. The hotel itself is immaculate and the staff are extremely helpful with dealing with any questions you may have. Being able to access the spa everyday for 1 and 30 minutes is an excellent perk as the facilities are well worth a visit, you are also able to book massages for an extra fee. The breakfast also gives a variety of options to start each day and the room itself is spacious, with the shower particularly being very comfortable.

Reviewed on Aug 13, 2025

Palazzo Firenze by Baglioni Hotels & Resorts

Palazzo Firenze by Baglioni Hotels & Resorts

5 out of 5
Historic Centre of Florence
Save 100% on your flight
per person
Oct 29 - Nov 4
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
9.4/10 Exceptional! (230 reviews)
I VERY MUCH ENJOYED THE STAY

Reviewed on Jul 18, 2025

Villa di Piazzano - Small Luxury Hotel of the World

Villa di Piazzano - Small Luxury Hotel of the World

5 out of 5
Save 100% on your flight
per person
Oct 19 - Oct 24
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Florence (FLR)
9.8/10 Exceptional! (218 reviews)
AMAZING! Gorgeous! I would recommend to everyone!

Reviewed on Jul 29, 2025

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Discover the most popular places to visit in Radda in Chianti

Castello di Albola

4/5(1 review)

You can enjoy a tasting or tour at Castello di Albola during your travels to Radda in Chianti. Discover the beautiful countryside in this romantic area, or enjoy its local tours.

Castello di Albola

Borgo di Vescine - Tenute di Castelvecchi

Enjoy an outing to Borgo di Vescine - Tenute di Castelvecchi during your stay in Radda in Chianti. Discover the beautiful countryside and wineries in this quaint area.

Borgo di Vescine - Tenute di Castelvecchi

Castello di Radda Winery

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.

Castello di Radda Winery

What to do in Radda in Chianti

Having fun while tasting Chianti

Tuscany Wine Tour : 2 Wineries & San Gimignano from Florence

$221
per adult
100% of travellers recommend
Tuscany Wine Tour : 2 Wineries & San Gimignano from Florence
Sunny day view of Monteriggioni, a Comune in Italy

Chianti Half Day Wine Tour from Florence

$58
per adult
88% of travellers recommend
Chianti Half Day Wine Tour from Florence
From Florence: Siena & San Gimignano Day Trip with Lunch & Wine Tasting

Siena & San Gimignano Day Trip from Florence with Chianti Views

$88
per adult
88% of travellers recommend
Siena & San Gimignano Day Trip from Florence with Chianti Views
See all activities in Radda in Chianti

Radda 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
$115 nightly
The price is $143 total per night from Aug 29 to Aug 30
$143 total
Aug 29 - Aug 30
Total includes taxes and fees
8.8/10 Excellent! (1,129 reviews)
"Great location. Beautiful view and pool. Pool closes pretty early."

Reviewed on Aug 13, 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
$100 nightly
The price is $126 total per night from Aug 31 to Sep 1
$126 total
Aug 31 - Sep 1
Total includes taxes and fees
8.2/10 Very Good! (1,001 reviews)
"Very good location. Ideal for the train station and walking into Florence. Very nice dinning area and breakfast selection. Can get a little crowded outside the hotel with people waiting for trams/buses. But that’s no fault of the hotel."

Reviewed on Aug 13, 2025

c-hotels Ambasciatori
Hotel Machiavelli Palace

Hotel Machiavelli Palace

3 out of 5
Via Nazionale 10, Florence, FI
Fully refundableReserve now, pay when you stay
$82 nightly
The price is $105 total per night from Aug 18 to Aug 19
$105 total
Aug 18 - Aug 19
Total includes taxes and fees
8.6/10 Excellent! (68 reviews)
"The hotel and staff were excellent. The hotel is very near the train station and all the main items are within walking distance."

Reviewed on Aug 9, 2025

Hotel Machiavelli Palace
See all 14,507 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.

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Frequently asked questions

How much does a Radda in Chianti vacation package cost?
You'll find cheap prices from $780 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.