Radda in Chianti Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

    Plan, book, and manage your trip all in one place

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.

Top Radda in Chianti Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Hotel La Scaletta Al Ponte Vecchio

Hotel La Scaletta Al Ponte Vecchio

Historic Centre of Florence
CA $1,378
per person
Dec 3 - Dec 8
found 10 hours ago
Roundtrip non-stop flight included
Montreal (YMQ) to Florence (FLR)
9/10 Wonderful! (1,002 reviews)
Great location! Staff was friendly and helpful. Had a wonderful stay Highly recommend!

Reviewed on Oct 11, 2026

Aurum Uffizi

Aurum Uffizi

Historic Centre of Florence
CA $1,642
per person
Nov 23 - Nov 30
found 2 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to Florence (FLR)
7.6/10 Good! (1,003 reviews)
Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa

Cortona Old Town
CA $1,794
per person
Dec 16 - Dec 22
found 8 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Florence (FLR)
10/10 Exceptional! (337 reviews)
Frederico went above and beyond to transfer us to our villa and Giulio was a fantastic bartender

Reviewed on Oct 13, 2026

The Moon Boutique Hotel & Spa

The Moon Boutique Hotel & Spa

Historic Centre of Florence
CA $2,573
per person
Dec 30 - Jan 4
found 1 day ago
Roundtrip flight included
Montreal (YMQ) to Florence (FLR)
9.6/10 Exceptional! (605 reviews)
Very clean room with cold ac . Well thought out bathroom . Nice size room for Europe . And for the ladies the lighting in the bathroom was excellent .

Reviewed on Oct 13, 2026

Floren Hotel

Floren Hotel

Historic Centre of Florence
CA $2,842
per person
Nov 23 - Nov 30
found 2 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to Florence (FLR)
9.4/10 Exceptional! (267 reviews)
Fantastic location in the heart of Florence. They room was big, clean and the bed comfortable. Breakfast was great too.

Reviewed on Oct 8, 2026

Ready to book your vacation to Radda in Chianti?

Choose your dates

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
CA $76
CA $97 total
Nov 8 - Nov 9
includes taxes & 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
CA $88
CA $119 total
Nov 8 - Nov 9
includes taxes & fees
9.4/10 Exceptional! (786 reviews)
"Great space to regroup after jumping around in multiple places. Truly is a one-stop-shop with everything you need right there. Easy to walk to main attractions"

Reviewed on Oct 14, 2026

The Social Hub Florence Belfiore
Hotel Paris

Hotel Paris

Via Banchi 2 Florence FI
Fully refundable
CA $181
CA $218 total
Nov 15 - Nov 16
includes taxes & fees
9/10 Wonderful! (1,016 reviews)
"Best place to be. So near to everything. Helpful staff."

Reviewed on Oct 15, 2026

Hotel Paris
See all 14,518 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.

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.
See properties

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.
See properties

Volpaia

10.0/10 (1 review)
You can enjoy a tasting or tour at Volpaia during your travels to Volpaia.
See properties

What to do in Radda in Chianti

Siena: Cathedral Complex Pass with Audio Guide

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

CA $29
per adult
Siena: Cathedral Complex Pass with Audio Guide (OPA SI PASS)
Chianti Half Day Wine Tour from Florence

Chianti Half Day Wine Tour from Florence

CA $39
per adult
88% of travellers recommend
Chianti Half Day Wine Tour from Florence
Siena, San Gimignano, Monteriggioni & Chianti from Florence

Siena, San Gimignano, Monteriggioni & Chianti from Florence

CA $104
per adult
88% of travellers recommend
Siena, San Gimignano, Monteriggioni & Chianti from Florence
See all activities in Radda in Chianti

Frequently asked questions

How much does a Radda in Chianti vacation package cost?
You can pick up a vacation package to this top destination from CA $1,378 on Expedia. However, how much your vacation to Radda in Chianti costs will depend on factors like your hotel choice, season and length of stay.
What are the cheapest months to go to Radda in Chianti?
If you're hoping to snag a cheap Radda in Chianti vacation package, consider travelling in December, January and February. You'll typically find lower prices on airfares and hotels during these months — perfect for a budget-friendly getaway.
How many days is enough for Radda in Chianti?
We suggest planning a Radda in Chianti vacation for at least 3 days. This will allow you time to check off top sights including Badia a Coltibuono and Castello di Radda Winery, and explore neighbourhoods like Badia Coltibuono and Vertine. You might even be able to make time for a day trip from Radda in Chianti.
Is it worth booking a vacation package to Radda in Chianti?
Radda in Chianti has all the ingredients you need for the perfect getaway — walking trails, views and bars and pubs are just the start. Whether you want to check out attractions such as Castello di Albola and Castello di Radda Winery, or take the road less travelled, you'll find plenty to experience 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 select 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 discover offers that come with irresistible savings. If you don't find the ideal Radda in Chianti package deal right away, just tweak your dates and search again. Remember that deals are only available for a limited time, so book early and get your Radda in Chianti getaway off to a flying start.
Is it cheaper to book a Radda in Chianti vacation as a package?
An Expedia vacation package could land you considerable savings when compared to arranging accommodations and flights individually. Better still, you can personalize your Radda in Chianti trip to fit your exact style. Pick your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.
When to book a vacation package to Radda in Chianti?
If you're planning an impromptu Radda in Chianti trip, browse our last-minute deals that can be booked up to one week before you take off. Don't want to leave things to the last minute? You can land awesome deals on your flights and hotels by booking ahead.
How to plan a trip to Radda in Chianti?
  1. Choose when to get away: Check your schedule and get your bags packed. Your preferred season and the available activities will also help you decide when to escape to Radda in Chianti.
  2. Budget wisely: On top of the price of your accommodations, you should consider other expenses too. These include flights, transportation and food. Also, put aside a little extra for unexpected costs that may crop up during your trip to Radda in Chianti.
  3. Determine how many days away: Start by listing all the activities and sights you want to get to in Radda in Chianti. Then, estimate how long you'll need for each, along with any travel time.
  4. Bundle your bookings: With your travel dates in order, you can combine your flights, hotels, car rental and more into a tailored Radda 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.