Castellina in Chianti Vacations 2025 from CA $1,706

Castellina in Chianti flight + hotel packages

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

Aurum Firenze

Santa Maria Novella

per person

May 4 - May 10

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to Florence (FLR)

Stay at this 4-star hotel in Florence. Enjoy free breakfast, free WiFi, and a 24-hour front desk. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Cathedral of Santa Maria del Fiore and Historic Centre of Florence are located nearby.

Aurum Uffizi

Santa Croce

Save 100% on your flight

per person

May 4 - May 10

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to Florence (FLR)

Stay at this 4-star hotel in Florence. Enjoy free breakfast, free WiFi, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Uffizi Gallery and Historic Centre of Florence are located nearby.

Palazzo Firenze by Baglioni Hotels & Resorts

Santa Croce

Save 100% on your flight

per person

May 4 - May 10

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to Florence (FLR)

Stay at this 5-star luxury hotel in Florence. Enjoy free WiFi, breakfast (surcharge), and 24-hour room service. Popular attractions Uffizi Gallery and Cathedral of Santa Maria del Fiore are located nearby.

Grand Hotel Cavour

Duomo

Save 100% on your flight

per person

May 4 - May 10

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to Florence (FLR)

Stay at this 4-star family-friendly hotel in Florence. Enjoy free WiFi, a rooftop terrace, and breakfast (surcharge). Our guests praise the breakfast and the bar in our reviews. Popular attractions Historic Centre of Florence and Piazza del Duomo are located nearby.

Eurostars Florence Boutique

Santa Croce

per person

May 4 - May 10

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to Florence (FLR)

Stay at this 4-star boutique hotel in Florence. Enjoy free WiFi, a rooftop terrace, and breakfast (surcharge). Popular attractions Uffizi Gallery and Piazza del Duomo are located nearby.

Top Castellina in Chianti hotels deals

Hotel Calimala Florence

Via Lamberti 5, Florence, FI

Free cancellation

Reserve now, pay when you stay

CA $200

CA $261 total

includes taxes & fees

17 Feb - 18 Feb

Stay at this 4-star business-friendly hotel in Florence. Enjoy free WiFi, a rooftop terrace, and breakfast (surcharge). Our guests praise the breakfast and the restaurant in our reviews. Popular attractions Historic Centre of Florence and Uffizi Gallery are located nearby.

Free WiFi

Restaurant

IQ Hotel Firenze

Via Camillo Cavour, 88, Florence, FI

Free cancellation

Reserve now, pay when you stay

CA $143

CA $179 total

includes taxes & fees

17 Feb - 18 Feb

Stay at this 4-star spa hotel in Florence. Enjoy free WiFi, an outdoor pool, and a full-service spa. Our guests praise the breakfast and the pool in our reviews. Popular attractions Piazza del Duomo and Cathedral of Santa Maria del Fiore are located nearby.

Pool

Hot tub

Solo Experience Hotel

Via Del Canto Dei Nelli 2, Florence, FI

Free cancellation

Reserve now, pay when you stay

CA $157

CA $193 total

includes taxes & fees

25 Feb - 26 Feb

Stay at this 4-star business-friendly hotel in Florence. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Cathedral of Santa Maria del Fiore and Piazza del Duomo are located nearby.

Pet-friendly

Free WiFi

Grand Hotel Cavour

Via del Proconsolo 3, Florence, FI

Free cancellation

Reserve now, pay when you stay

CA $188

CA $227 total

includes taxes & fees

19 Feb - 20 Feb

Stay at this 4-star family-friendly hotel in Florence. Enjoy free WiFi, a rooftop terrace, and breakfast (surcharge). Our guests praise the breakfast and the bar in our reviews. Popular attractions Historic Centre of Florence and Piazza del Duomo are located nearby.

Pet-friendly

Free WiFi

Hotel Rosso 23

Piazza Santa Maria Novella 21, Florence, FI

Free cancellation

Reserve now, pay when you stay

CA $140

CA $175 total

includes taxes & fees

2 Mar - 3 Mar

Stay at this 4-star hotel in Florence. Enjoy free breakfast, free WiFi, and room service. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Historic Centre of Florence and Cathedral of Santa Maria del Fiore are located nearby.

c-hotels Ambasciatori

Via Luigi Alamanni 3, Florence, FI

Free cancellation

Reserve now, pay when you stay

CA $102

CA $133 total

includes taxes & fees

23 Feb - 24 Feb

Stay at this 4-star business-friendly hotel in Florence. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Historic Centre of Florence and Cathedral of Santa Maria del Fiore are located nearby.

Free WiFi

Air conditioning

Don't see what you're looking for?

See all available properties in Castellina in Chianti

View all properties

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.

Popular places to visit

Buondonno Winery

You can enjoy a tasting or tour at Buondonno Winery during your travels to Castellina in Chianti. Discover the beautiful countryside and wineries in this romantic area.

City Hall Castellina In Chianti

City Hall Castellina In Chianti is just one of the places to see in Castellina in Chianti, so why not enjoy the other things to explore during your travels? Discover the beautiful countryside and wineries in this quaint area.

Walls of Monteriggioni

You can study the exhibits at Walls of Monteriggioni, a museum with a storied past, during your travels to Castellina in Chianti. Discover the beautiful countryside and charming coffeehouses in this walkable area.

Castellina in Chianti Vacations

Enjoy more, worry less and wander wisely in Castellina in Chianti! Get your trip off to an ideal start by familiarizing yourself with this alluring destination.

To help you get your bearings, Castellina in Chianti sits 120 miles (193 kilometers) to the northwest of the prominent city of Rome.

Visitors to this area of Chianti Region will be rubbing shoulders with about 1,000 residents.

Places to visit in Castellina in Chianti

Fine wine lovers shouldn't miss the chance to treat themselves to some unique blends and charming hospitality at Casa Vinicola Luigi Cecchi. Need some more options? Look around the interesting array of archaeological insights on show at Archaeological Museum of Chianti. It's guaranteed to be an educational and fun experience for the entire family! But that's not all there is. As you stand in the shadow of Walls of Monteriggioni, remember to look up and admire its decorative features and solid structure. This imposing old monument deserves to be explored from every angle.

Where do you fly into for Castellina in Chianti?

Stow your tray tables, seats in the upright position and get ready to experience Castellina in Chianti! Once you touch down at Galileo Galilei Airport (PSA), the happening main streets will be only 45 miles (72 kilometers) east of here.

Frequently asked questions

How much are vacation packages to Castellina in Chianti?

With vacation packages being sold from just CA $1,706, there’s no need to blow out the credit card for your getaway to Castellina in Chianti. Travelocity is here to help. Bundle flights, hotels and tours into a convenient package and receive some serious discounts. The more you book, the more you save.

How long should my Castellina in Chianti vacation be?

If you’re looking for some guidance, most visitors spend about 3 nights in Castellina in Chianti. But to uncover the true spirit of this destination, stay a few extra days. You’ll be able to check off more attractions and really soak up the local culture.

Where can I get the best vacation package deals for Castellina in Chianti?

With around 400 partner airlines and 1,000,000 hotels across the world, it’s tough to beat Travelocity. Browse our extensive range and create your dream Castellina in Chianti package deal. Isn’t it great when planning a trip is that easy?

Why should I purchase my Castellina in Chianti vacation package via Travelocity?

By booking your hotel, flights, activities and car rental all in one place, you’ll save time and money. We have round-the-clock customer support, and you’ll know that you’ll always be getting the lowest price possible with our Price Match Guarantee. So, what’s stopping you? Book the vacation of your dreams today and get packing!

Can I save on my Castellina in Chianti car rental if I combine it with a hotel or flight?

Combining your hotel, flight and car into a Castellina in Chianti vacation package is a great way to land the best prices. Plus, having your own car rental gives you the freedom to make your way to all those big sights you’d like to explore. Situated 193 kilometers from Castellina in Chianti, St. Peter’s Basilica is one place that should have a place on your itinerary. Fill up the tank and make a day trip of it.

Which airport is best for Castellina in Chianti?

Peretola Airport (FLR), the primary terminal in Castellina in Chianti, is where you’ll stroll through arrivals. It sits 40 kilometers north of the center of town.

What is there to do in Castellina in Chianti?

While venturing off the beaten track is rewarding, you shouldn’t miss the well-known sights that make a place famous. Buondonno Winery and City Hall Castellina In Chianti are just two of them in Castellina in Chianti.

Where should I stay when visiting Castellina in Chianti?

The Albergo Il Colombaio is recommended by many visitors. Book now before it’s too late.