Chiaveretto Vacations from $1,250

Book a Hotel + Flight or Car together to unlock savings

The Latest Chiaveretto vacation packages

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

Aurum Uffizi

4 out of 5
Historic Centre of Florence
Price was $1,844, price is now $1,250 per person
$1,250
per person
Oct 6 - Oct 10
found 10 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Florence (FLR)
7.6/10 Good! (1,010 reviews)
La chambre est bien équipée

Reviewed on Jul 18, 2026

L'Andana

L'Andana

5 out of 5
Price was $2,886, price is now $2,046 per person
$2,046
per person
Sep 2 - Sep 7
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Florence (FLR)
9.4/10 Exceptional! (91 reviews)
Breathtaking views of the Tuscan countryside, as well as incredibly attentive staff.

Reviewed on Jun 9, 2026

Grand Hotel Cavour

Grand Hotel Cavour

4 out of 5
Historic Centre of Florence
Price was $2,266, price is now $1,610 per person
$1,610
per person
Aug 31 - Sep 4
found 16 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
9.2/10 Wonderful! (1,000 reviews)
Excellent room. Excellent breakfast. Excellent staff. Loved everything about the hotel. And what a bar and view, highly recommended.

Reviewed on Jul 17, 2026

Residenza Florentia

Residenza Florentia

1 out of 5
Historic Centre of Florence
Price was $1,776, price is now $1,275 per person
$1,275
per person
Sep 28 - Oct 3
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Florence (FLR)
8.4/10 Very Good! (53 reviews)
Staff was helpful, the property was not very well maintained.

Reviewed on Jun 1, 2026

Borgo Scopeto Wine & Country Relais

Borgo Scopeto Wine & Country Relais

5 out of 5
Price was $2,939, price is now $2,110 per person
$2,110
per person
Sep 2 - Sep 7
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Florence (FLR)
9.4/10 Exceptional! (207 reviews)
Borgo refers to something like little village and that’s what this property is. A cluster of beautiful stone buildings and gravel drives surrounded by acres of olive and lavender. Beautifully appointed common and areas in rooms. Excellent restaurant with elevated cuisine. Beautiful pool. Distance skyline view of Sienna, Really no negatives. Would definitely come back.

Reviewed on Jul 15, 2026

Don't see what you're looking for?
See all available trips from Columbus to Chiaveretto
View all trips

What to do in Chiaveretto

Arezzo: Val di Chiana Wine Tasting Experience

Arezzo: Val di Chiana Wine Tasting Experience

$46
per adult
Arezzo: Val di Chiana Wine Tasting Experience
Arezzo Gran Tour

Arezzo Gran Tour

$14
per adult
Arezzo Gran Tour
See all activities in Chiaveretto

Chiaveretto Hotel Deals

Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa

5 out of 5
Via del Salvatore Cortona AR
Fully refundableReserve now, pay when you stay
$291 nightly
The price is $329 total per night from Aug 9 to Aug 10
$329 total
Aug 9 - Aug 10
Total with taxes and fees
10/10 Exceptional! (295 reviews)
"The food was amazing in the hotel. Staff was amazing. We felt at home from the moment we walked in. The amenities were wonderful."

Reviewed on Jul 14, 2026

Monastero di Cortona Hotel & Spa
A Point Arezzo Park Hotel

A Point Arezzo Park Hotel

4 out of 5
Loc. Battifolle, 36/T Arezzo AR
Fully refundableReserve now, pay when you stay
$91 nightly
The price is $107 total per night from Aug 5 to Aug 6
$107 total
Aug 5 - Aug 6
Total with taxes and fees
7.6/10 Good! (165 reviews)
"Well, having travelled extensively for the past 13 years, this Hotel must be the coldest I have ever stayed in. It was December, but there was no heating on in the lobby area or the dining area so everyone had to wear coats or thick jumpers while eating their meals. The showers were not particularly ..."

Reviewed on Dec 3, 2025

A Point Arezzo Park Hotel
Il Falconiere - Relais e Chateaux

Il Falconiere - Relais e Chateaux

5 out of 5
Localita San Martino 370 Cortona AR
$371 nightly
The price is $417 total per night from Aug 16 to Aug 17
$417 total
Aug 16 - Aug 17
Total with taxes and fees
Il Falconiere - Relais e Chateaux
See all 3,025 properties in Chiaveretto
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 Chiaveretto Vacation Packages

Chiaveretto Essential Information

Language
Italian
Currency
Euros
Local Welcome
Ciao
Local Goodbye
Ciao
Population
75
Max Temp Winter
45ºF
Max Temp Summer
80ºF

More vacations you might like

All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Frequently asked questions

How much does a Chiaveretto vacation package cost?
You'll find cheap prices from $1,250 on Expedia for your Chiaveretto escape. However, a range of factors like the season, length of stay and your choice of hotel will influence how much your vacation to Chiaveretto costs.
What are the cheapest months to go to Chiaveretto?
You can usually find lower rates and greater availability in November, December and January. Check out our cheap Chiaveretto vacation packages and you could land some excellent off-season deals.
How many days is enough for Chiaveretto?
Typically, a handful of days is enough to visit the main sights during your Chiaveretto vacation. However, if you want to have some time to chill out or go on day trips, consider extending your itinerary.
How to find the best Chiaveretto package deals?
Use Expedia's handy filters to find some of the best Chiaveretto package deals. When you begin your search, simply set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your adventure for midweek, or look for Chiaveretto package deals in the low season. Switch up your travel dates and you may score even bigger discounts. As a rule of thumb, it's typically best to book your vacation package well in advance.
Is it cheaper to book a Chiaveretto vacation as a package?
An Expedia vacation package could land you significant savings when compared to arranging stays and flights individually. Better still, you can tailor your Chiaveretto trip to fit your exact style. Choose 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 Chiaveretto?
If you're considering a spur-of-the-moment Chiaveretto vacation, check out our last-minute deals that can be booked up to a week before you go. Prefer not to wait until the last minute? You can find awesome deals on your hotels and flights by booking ahead.
Does Expedia offer Book Now, Pay Later Chiaveretto vacation packages?
If you're like us, you love jet-setting around the world but don't love the big price tag that can come with it. That's why we offer Book Now, Pay Later vacations. With the help of online lender Affirm, you can break down the total cost of your Chiaveretto break across 3, 6 or 12 months. There are also no late payment fees or hidden costs, so you can snap up cheap vacation packages with payment plans as soon as you see them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.