Caiolo Holidays from AU$3,387

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Your Caiolo Holiday

Lock in a Caiolo holiday package and get ready to experience everything this city has to offer. Consider basing yourself in the neighbourhood of Montagna in Valtellina, which is great for nature, hiking and views. Any trip to Caiolo needs a well-thought-out itinerary. Fill yours with attractions like Grumello Castle, Valtellinese Museum of History and Art and Masegra Castle Museum. Check out Expedia's extensive range of travel options and start planning your dream holiday to Caiolo today.

The Latest Caiolo Holiday Deals

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

Hotel Tocq

4 out of 5
Porta Garibaldi
Price was AU$4,181, price is now AU$3,387 per person
AU$3,387
per person
14 Oct - 19 Oct
found 1 day ago
Return direct flight included
Sydney (SYD) to Milan (LIN)
8.8/10 Excellent! (826 reviews)
Good hotel 4-5 minutes walk to train.

Reviewed on 20 Aug. 2025

Casa Baglioni Milan - The Leading Hotels of the World

Casa Baglioni Milan - The Leading Hotels of the World

5 out of 5
Milan Centre
Save 100% on your flight
Price was AU$16,595, price is now AU$9,337 per person
AU$9,337
per person
14 Oct - 19 Oct
found 1 day ago
Return direct flight included
Sydney (SYD) to Milan (LIN)
9.8/10 Exceptional! (80 reviews)
Perfect boutique hotel in a chic neighborhood. Would definitely come back

Reviewed on 31 Jul. 2025

Hotel Manin

Hotel Manin

4 out of 5
Milan Centre
Price was AU$4,579, price is now AU$3,618 per person
AU$3,618
per person
14 Oct - 19 Oct
found 1 day ago
Return direct flight included
Sydney (SYD) to Milan (LIN)
8.8/10 Excellent! (1,005 reviews)
Nice modern rooms. AC failed so they moved us quickly to another room. Breakfast buffet was plentiful and delicious.

Reviewed on 14 Aug. 2025

Hotel Cristoforo Colombo – Preferred Hotels & Resorts

Hotel Cristoforo Colombo – Preferred Hotels & Resorts

4 out of 5
Porta Venezia
Price was AU$4,815, price is now AU$3,868 per person
AU$3,868
per person
14 Oct - 19 Oct
found 1 day ago
Return direct flight included
Sydney (SYD) to Milan (LIN)
8.6/10 Excellent! (1,003 reviews)
Excellent staff, beautiful room with a large balcony would definitely book again

Reviewed on 19 Aug. 2025

Hotel Calimala Milano

Hotel Calimala Milano

4 out of 5
Milan Centre
Price was AU$4,190, price is now AU$3,440 per person
AU$3,440
per person
14 Oct - 19 Oct
found 1 day ago
Return direct flight included
Sydney (SYD) to Milan (LIN)
10/10 Exceptional! (19 reviews)
Excellent property only criticism tea facilities in the room as well as coffee would be great.

Reviewed on 24 Aug. 2025

Caiolo Holiday

Caiolo Essential Information

Language
Italian
Currency
Euros
Local Welcome
Ciao
Local Goodbye
Ciao
Population
850
Max Temp Winter
-1.11ºC
Max Temp Summer
16ºC
Top Sights
Valmalenco – Alpe Palù Ski Area, Grumello Castle and Masegra Castle Museum

Our pick of the best 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
The price is AU$226 per night from 9 Sept to 10 Sept
AU$226
9 Sept - 10 Sept
includes taxes & fees
10/10 Exceptional! (5 reviews)
Adorável hospedagem
"Adorável local"

Reviewed on 28 Feb. 2025

Agriturismo B&B Caffè e Vino
Bernina Suites -2min walk to Bernina Exp

Bernina Suites -2min walk to Bernina Exp

Via Cabasso 11, Tirano, SO
The price is AU$186 per night from 7 Sept to 8 Sept
AU$186
7 Sept - 8 Sept
includes taxes & fees
9.6/10 Exceptional! (56 reviews)
"Very clean, had kitchenette if needed. Very close to train station, which was good as we arrived for one night before taking early morning train. They gave us lots of recommendations for the town for our evening."

Reviewed on 18 Aug. 2025

Bernina Suites -2min walk to Bernina Exp
Hotel Corona

Hotel Corona

3 out of 5
Viale Italia 19, Tirano, SO
Fully refundableReserve now, pay when you stay
The price is AU$197 per night from 27 Aug to 28 Aug
AU$197
27 Aug - 28 Aug
includes taxes & fees
8/10 Very Good! (525 reviews)
"We arrived by train the hotel was central and very pleasant. The lady who checked us in was extremely helpful. If I visit Tirano again I will stay here again"

Reviewed on 21 Jul. 2025

Hotel Corona
See all 694 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 holiday package cost?
You can snap up a holiday package to this destination from AU$3,387 on Expedia. But how much your holiday 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?
You can generally find lower prices and greater availability in January, February and April. Take a look at our cheap Caiolo holiday packages and you could get some great off-season deals.
How many days is enough for Caiolo?
The ideal duration of your Caiolo holiday depends on what you'd like to see. Usually, a few days to a week will give you time to hit all the top sights and explore some hidden spots 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 holiday as a package?
You can enjoy significant savings on your Caiolo escape by booking a personalised holiday 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 holiday 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.
How to plan a trip to Caiolo?

  1. Pick your dates: What you want to do in Caiolo and your preferred season can help you decide when to get away.
  2. Work out your budget: Ensure you have enough money to pay for everything from dining out and transportation to activities and airfares. Your hotel will likely be the largest expense during your trip to Caiolo.
  3. Decide how long to go away for: Now that you know more about Caiolo, you can figure out the ideal length of your break. Create a rough plan and give yourself enough time to cover everything you want to do.
  4. Bundle your bookings: With your travel dates in place, you can combine your car rental, hotels, flights and more into a personalised Caiolo holiday package.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.