Caiolo Vacation Packages

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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.

Top Caiolo Vacation Deals

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

Hotel Berna

4 out of 5
Central Station
per person
Oct 20 - Oct 26
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Milan (LIN)
9.2/10 Wonderful! (1,093 reviews)
Staff was amazing, very friendly and helpful. The room was clean and comfortable. It was so close to the train station, walking distance to good shopping. The area was clean, very safe to walk at night.

Reviewed on Aug. 16, 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
per person
Oct 20 - Oct 26
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Milan (LIN)
9.8/10 Exceptional! (79 reviews)
Perfect boutique hotel in a chic neighborhood. Would definitely come back

Reviewed on Jul. 31, 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
per person
Oct 20 - Oct 26
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Milan (LIN)
8.4/10 Very Good! (260 reviews)
The building is old, we check in late and we got the last room that smell stinky of cigarette. It’s not the room that i booked. We have no choice so we stayed in that room for a night and move to the rooftop room the next day, without a view but better.

Reviewed on Jul. 18, 2025

Matilde Boutique Hotel

Matilde Boutique Hotel

4 out of 5
Milan Centre
per person
Oct 20 - Oct 26
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Milan (LIN)
9.2/10 Wonderful! (108 reviews)
I went to Milan with my 3 sons and we had a very good time in Matilde hotel. It has an Excellent service, great amenities and very nice breakfast. The location couldn't be better. The girls at the reception are super helpful. It is noisy because of a tram, but everything else is amazing.!!!

Reviewed on Jul. 1, 2025

Maison Milano | UNA Esperienze

Maison Milano | UNA Esperienze

4 out of 5
Milan Centre
per person
Oct 20 - Oct 26
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Milan (LIN)
9/10 Wonderful! (1,006 reviews)
The staff was very welcoming and the rooms were spacious and clean. The location in a step away from the Duomo/Gallerie. We will be making this our go-to hotel in Milan for all future trips.

Reviewed on Aug. 5, 2025

Ready to book your vacation to Caiolo?

 

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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
The price is CA $183 per night from Sep 9 to Sep 10
CA $183
CA $202 total
Sep 9 - Sep 10
includes taxes & fees
10/10 Exceptional! (5 reviews)
Adorável hospedagem
"Adorável local"

Reviewed on Feb. 28, 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 CA $146 per night from Aug 23 to Aug 24
CA $146
CA $167 total
Aug 23 - Aug 24
includes taxes & fees
9.6/10 Exceptional! (52 reviews)
"Host was very nice and the apartment was very cozy and clean. I love everything about our stay."

Reviewed on Aug. 6, 2025

Bernina Suites -2min walk to Bernina Exp
Spluga Sosta & Hotel

Spluga Sosta & Hotel

4 out of 5
Via Spluga 42, Dubino, SO
Fully refundableReserve now, pay when you stay
The price is CA $222 per night from Aug 17 to Aug 18
CA $222
CA $244 total
Aug 17 - Aug 18
includes taxes & fees
9/10 Wonderful! (117 reviews)
Lovely hotel but go in season if you want AC.
"Hotel is a bit out of the way but that suited us. Lovely hotel and friendly staff but not much English spoken. Main issue was the Air Conditioning, or lack of it. They do have in all the rooms but when i asked how to work it they said it is not turned on yet as is not the season! Our room was really ..."

Reviewed on May 15, 2025

Spluga Sosta & Hotel
See all 693 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 grab a vacation package to this destination from CA $1,871 on Expedia. However, how much your vacation to Caiolo costs will depend on factors like the length of stay, hotel choice and season.
What are the cheapest months to go to Caiolo?
January, February and April are great times to look for cheap Caiolo vacation packages. Choosing to travel in quieter months means you'll typically find reduced prices on hotels and flights.
How many days is enough for Caiolo?
With about 2 days, you'll have enough time to enjoy popular neighbourhoods like Mossini and Poggiridenti during your Caiolo vacation. Make sure to also add San Giacomo Church and Grumello Castle to your must-see list. Looking for more adventures? Consider venturing outside of Caiolo on tours and day trips.
How to find the best Caiolo package deals?
Use Expedia's filter tool to help you find some great Caiolo package deals. When you begin your search, just set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your trip for midweek, or search for Caiolo 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 usually best to book your vacation package well in advance.
Is it cheaper to book a Caiolo vacation as a package?
Expedia vacation packages are designed to make your money go further. Bundle your hotel, flight and car rental into one great-value price and enjoy significant savings. You'll typically score a better deal than booking each component individually. And you'll still get the freedom to create a customized Caiolo vacation by choosing your favourite accommodation type, airline and car class.
When to book a vacation package to Caiolo?
If you've got your Caiolo vacation dates locked in, book as early as you can to score some unbeatable deals. With Expedia, you can typically reserve some flights up to a year in advance. Prefer spontaneous adventures? Our last-minute deals are great for jetting off on a whim.
How to plan a trip to Caiolo?

  1. Choose when to get away: Check your diary and get packing. Your preferred season and the type of activities on offer will also help you decide when to escape to Caiolo.
  2. Set a budget: Consider expenses such as flights, transportation and food when calculating how much to put aside for your trip to Caiolo. Then, pick a property that suits your budget, whether that's a low-cost stay or a swankier getaway.
  3. Decide how long to go away for: Now that you're more familiar with Caiolo, you can work out the ideal length of your vacation. Pull together a draft itinerary and allocate enough time to cover everything you want to do.
  4. Bundle your accommodations and airfare: Once you've settled on your travel dates and duration, lock in the ideal Caiolo vacation package for you.

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