Caiolo Vacations from $727

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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 Crivi's

Hotel Crivi's

4 out of 5
Milan Centre
Price was $1,045, price is now $727 per person
$727
per person
Oct 31 - Nov 4
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Milan (LIN)
8/10 Very Good! (337 reviews)
Nice place. Quiet and good location.

Reviewed on Aug 13, 2025

Uptown Palace

Uptown Palace

4 out of 5
Milan Centre
Save 100% on your flight
Price was $1,522, price is now $960 per person
$960
per person
Oct 31 - Nov 4
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Milan (LIN)
8.6/10 Excellent! (1,010 reviews)
We had a great stay here. The staff is friendly and attentive. The hotel was clean and quiet with an easy walk to major attractions. Very satisfied with the stay. The room was cozy and clean and up to date.

Reviewed on Sep 23, 2025

Palazzo Cordusio Gran Meliá – The Leading Hotels of the World

Palazzo Cordusio Gran Meliá – The Leading Hotels of the World

5 out of 5
Milan Centre
Save 100% on your flight
Price was $3,366, price is now $2,195 per person
$2,195
per person
Oct 31 - Nov 4
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Milan (LIN)
9.4/10 Exceptional! (39 reviews)
There were constructions just in the front of the hotel - not easy access, especially on arrival and departure with suitcases. No warning about this was received before arrival

Reviewed on Aug 5, 2025

Grand Visconti Palace

Grand Visconti Palace

4 out of 5
Porta Lodovica
Price was $1,137, price is now $757 per person
$757
per person
Oct 31 - Nov 4
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Milan (LIN)
8.8/10 Excellent! (1,005 reviews)
On the outer circle of Milan. Walkable to shops, restaurants and pastry/ gelato places. Close to the metro to downtown or take a cab. They will get one for you. We enjoyed this hotel very much. We recommend it. We stayed 2 nights here. Very helpful staff, good accommodations. Around the corner there is a FABULOUS steak place. Huge T Bone steak for two. You have to go to Argentina to get something this good. We forget the name but Google has it as a meat restaurant or the front desk should know it. Enjoy….

Reviewed on Sep 26, 2025

Hotel Ansitz Plantiz

Hotel Ansitz Plantiz

5 out of 5
Save 100% on your flight
Price was $1,838, price is now $1,282 per person
$1,282
per person
Dec 8 - Dec 13
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Milan (MXP)
9.6/10 Exceptional! (83 reviews)
Nice place and nice staff. Had to pay for sending a jacket they had, without my knowledge, offloaded from the inside of the car, not trunk, and hanged it in a closet. Would have been nice for them to pay the transport but OK.

Reviewed on Apr 20, 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
$128 nightly
The price is $140 total per night from Sep 29 to Sep 30
$140 total
Sep 29 - Sep 30
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
$151 nightly
The price is $173 total per night from Oct 27 to Oct 28
$173 total
Oct 27 - Oct 28
Total with taxes and fees
9.4/10 Exceptional! (263 reviews)
"Really nice place to stay!"

Reviewed on Sep 16, 2025

Curt di Clement Eco Mobility Hotel
Hotel Corona

Hotel Corona

3 out of 5
Viale Italia 19, Tirano, SO
Fully refundableReserve now, pay when you stay
$88 nightly
The price is $103 total per night from Oct 28 to Oct 29
$103 total
Oct 28 - Oct 29
Total with taxes and fees
8/10 Very Good! (539 reviews)
"."

Reviewed on Sep 2, 2025

Hotel Corona
See all 702 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.

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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 $727 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.