Caiolo Vacations from $870

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Your Caiolo Vacation

Book a Caiolo vacation package and prepare to experience the highlights of this city. Consider staying in the neighborhood of San Simone, which is good for families, hiking and walking. If your trip to Caiolo includes a little sightseeing, check out renowned attractions like Grumello Castle, Masegra Castle Museum and Valtellinese Museum of History and Art. No matter your travel plans or budget, organizing a tailored Caiolo vacation is a breeze with Expedia.

The Latest Caiolo vacation packages

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

Hotel Brunelleschi

4 out of 5
Milan Centre
Price was $1,257, price is now $870 per person
$870
per person
Jan 20 - Jan 24
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Milan (LIN)
8.8/10 Excellent! (1,259 reviews)
I really enjoyed my stay here. Room was spacious for a solo traveler. Very clean and just a few minutes walk from the Duomo and tram and metro stops.

Reviewed on Nov 10, 2025

Grand Visconti Palace

Grand Visconti Palace

4 out of 5
Porta Lodovica
Save 100% on your flight
Price was $1,819, price is now $1,130 per person
$1,130
per person
Jan 23 - Jan 28
found 1 day ago
Roundtrip non-stop flight included
Miami (MIA) to Milan (LIN)
8.8/10 Excellent! (1,004 reviews)
Clean, spacious room, very comfortable bed and kind, helpful staff

Reviewed on Oct 28, 2025

Hotel Mozart

Hotel Mozart

4 out of 5
Bullona
Price was $1,508, price is now $1,023 per person
$1,023
per person
Jan 23 - Jan 28
found 1 day ago
Roundtrip non-stop flight included
Miami (MIA) to Milan (LIN)
8.8/10 Excellent! (86 reviews)
The room was very clean.

Reviewed on Oct 30, 2025

Uptown Palace

Uptown Palace

4 out of 5
Milan Centre
Price was $1,491, price is now $1,084 per person
$1,084
per person
Jan 22 - Jan 26
found 9 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Milan (LIN)
8.6/10 Excellent! (1,009 reviews)
Beautiful property, nice rooms, great breakfast and close to center

Reviewed on Nov 3, 2025

Galleria Vik Milano - Townhouse Galleria - Small Luxury Hotels of the World

Galleria Vik Milano - Townhouse Galleria - Small Luxury Hotels of the World

5 out of 5
Milan Centre
Save 100% on your flight
Price was $2,659, price is now $1,941 per person
$1,941
per person
Jan 23 - Jan 28
found 24 hours ago
Roundtrip non-stop flight included
Miami (MIA) to Milan (LIN)
8.4/10 Very Good! (277 reviews)
La localizzazione del VIK è eccezionale unico

Reviewed on Oct 3, 2025

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Caiolo Hotel Deals

Agriturismo B&B Caffè e Vino

Agriturismo B&B Caffè e Vino

Via Roi 102, Caiolo, SO
Fully refundableReserve now, pay when you stay
$140 nightly
The price is $154 total per night from Nov 16 to Nov 17
$154 total
Nov 16 - Nov 17
Total with taxes and fees
10/10 Exceptional! (5 reviews)
Adorável hospedagem
Adorável local

Reviewed on Feb 28, 2025

Agriturismo B&B Caffè e Vino
Curt di Clement Eco Mobility Hotel

Curt di Clement Eco Mobility Hotel

4 out of 5
Via dei Castelli 2, Tirano, SO
Fully refundableReserve now, pay when you stay
$139 nightly
The price is $160 total per night from Dec 15 to Dec 16
$160 total
Dec 15 - Dec 16
Total with taxes and fees
9.4/10 Exceptional! (282 reviews)
Yes

Reviewed on Nov 3, 2025

Curt di Clement Eco Mobility Hotel
Hotel Bernina

Hotel Bernina

3 out of 5
Via Roma 24, Tirano, SO
$121 nightly
The price is $139 total per night from Nov 16 to Nov 17
$139 total
Nov 16 - Nov 17
Total with taxes and fees
8.6/10 Excellent! (731 reviews)
This hotel is excellent. Right in front of the Bernina Station.

Reviewed on Nov 3, 2025

Hotel Bernina
See all 660 properties in Caiolo
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 Caiolo Vacation Packages

Caiolo Essential Information

Language
Italian
Currency
Euros
Local Welcome
Ciao
Local Goodbye
Ciao
Population
850
Top Sights
Valmalenco – Alpe Palù Ski Area, Masegra Castle Museum and Grumello Castle

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Frequently asked questions

How much does a Caiolo vacation package cost?
You can snap up a vacation package to this destination from $870 on Expedia. But how much your vacation to Caiolo costs will depend on factors like the season, hotel choice and length of stay.
What are the cheapest months to go to Caiolo?
January, April and December are the best times to look for cheap Caiolo vacation packages. Opting to travel in quieter periods means you can typically find lower prices on flights and accommodations.
How many days is enough for Caiolo?
The ideal duration for your Caiolo vacation depends on what you'd like to do and see. Generally, a handful of days to a week will give you enough time to visit all the top sights and discover some hidden gems along the way.
How to find the best Caiolo package deals?
Start your search for a Caiolo package deal by entering your destination and travel dates under our "Packages" tab. Then apply a few filters, like "Popular locations" and "Property type," to fine-tune the results to your exact style. You can also sort by "Package discount" and discover offers that come with big savings. If you don't find the perfect Caiolo package deal right away, just switch up your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Caiolo getaway off to a flying start.
Is it cheaper to book a Caiolo vacation as a package?
You can enjoy significant savings on your Caiolo escape by booking a personalized vacation package. Check the "Package" heading, then enter your destination and travel dates to view some great airfares and hotel prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a vacation package to Caiolo?
If you're planning an impromptu Caiolo trip, check out our last-minute deals that can be booked up to a week before you take off. Don't want to leave things to the last minute? You can land sensational deals on your flights and hotels by booking well in advance.
Does Expedia offer Book Now, Pay Later Caiolo vacation packages?
Secure your dream getaway to Caiolo with help from Expedia's Book Now, Pay Later vacations. There's no need to save like crazy or wait until payday — we've partnered with online lender Affirm to give you more flexibility and choice. Our vacation packages with payment plans allow you to spread the cost over 3, 6 or 12 months. With no hidden or late payment fees, it's a breeze to stick to your budget and snap up bargains while they last.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.