Pessine Vacation Packages

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    Save up to CA $4,200 when you book a flight and hotel together*

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Top Pessine Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Grand Visconti Palace

Grand Visconti Palace

4 out of 5
Porta Lodovica
Price was CA $2,059, price is now CA $1,516 per person
CA $1,516
per person
Sep 25 - Sep 27
found 12 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Milan (MXP)
8.8/10 Excellent! (1,000 reviews)
Rooms were nice except old small tv, there were no bathrobes, pool was additional 20€ per person…. Parking 35€ and 10 € tax per person. Staff was nice!

Reviewed on Jul 10, 2026

Parco San Marco Lifestyle Beach Resort

Parco San Marco Lifestyle Beach Resort

4 out of 5
Price was CA $3,063, price is now CA $1,934 per person
CA $1,934
per person
Aug 30 - Sep 4
found 2 days ago
Roundtrip non-stop flight included
Toronto (YTO) to Milan (MXP)
9.6/10 Exceptional! (475 reviews)
Amazing place to stay, we will definitely be back. Christian, Julia and Martina were amazing. Management has done a great job with this property and we appreciated everything they did for us during our stay. The whole staff goes above and beyond, thank you so much to all.

Reviewed on Jul 12, 2026

Bianca Relais - by R Collection Hotels

Bianca Relais - by R Collection Hotels

5 out of 5
Price was CA $4,822, price is now CA $3,501 per person
CA $3,501
per person
Aug 16 - Aug 21
found 17 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Milan (MXP)
9.8/10 Exceptional! (54 reviews)
The propert was very peaceful and pleasant

Reviewed on Jul 6, 2026

DBH Duomo Boutique Hotel Lake Como

DBH Duomo Boutique Hotel Lake Como

4 out of 5
Como City Centre
Price was CA $4,037, price is now CA $2,947 per person
CA $2,947
per person
Sep 25 - Sep 29
found 11 hours ago
Roundtrip flight included
Calgary (YYC) to Milan (MXP)
9.8/10 Exceptional! (208 reviews)
Beautiful room with beautiful views, perfectly located close to the lake, shops, restaurants. Cannot fault the staff and their breakfast service was lovely. The bathroom was gorgeous!

Reviewed on Jun 27, 2026

21 House of Stories Navigli

21 House of Stories Navigli

4 out of 5
Ticinese
Price was CA $3,536, price is now CA $2,631 per person
CA $2,631
per person
Sep 21 - Sep 27
found 10 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Milan (MXP)
9.2/10 Wonderful! (539 reviews)
The room was clean and I liked the cute modern design and decor. Staff was friendly and helpful. Breakfast had a big selection of food choices, you won’t leave hungry or wanting. Air conditioning worked well.

Reviewed on Jul 2, 2026

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Pessine Hotel Deals

Hotel Europa

Hotel Europa

3 out of 5
Piazza D Armi 5 Chivasso TO
Fully refundableReserve now, pay when you stay
The price is CA $139 per night from Jul 15 to Jul 16
CA $139
per night
Jul 15 - Jul 16
8.6/10 Excellent! (87 reviews)
"Good place to stay a couple of night, unfortunately the check in wasn't good, we need to wait more than 30min for someone to show up"

Reviewed on Dec 8, 2025

Hotel Europa
Phi Hotel Palio

Phi Hotel Palio

4 out of 5
Via Cavour 106 Asti AT
Fully refundableReserve now, pay when you stay
The price is CA $157 per night from Jul 20 to Jul 21
CA $157
per night
Jul 20 - Jul 21
Phi Hotel Palio
Castello di Montaldo Torino

Castello di Montaldo Torino

4 out of 5
Piazza Superga, 1 Montaldo Torinese TO
Fully refundableReserve now, pay when you stay
The price is CA $196 per night from Aug 11 to Aug 12
CA $196
per night
Aug 11 - Aug 12
8.6/10 Excellent! (273 reviews)
"All went well as planned. Thanks"

Reviewed on May 17, 2026

Castello di Montaldo Torino
See all 686 properties in Pessine
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 Pessine vacation package cost?
You'll find cheap prices from CA $1,516 on Expedia for your Pessine break. However, factors like the length of stay, the season and your choice of hotel will determine how much your vacation to Pessine costs.
What are the cheapest months to go to Pessine?
If you're hoping to book a cheap Pessine vacation package, consider visiting in January, February and March. You'll usually find better rates on flights and hotels during these quieter months — perfect for travellers wishing to save money.
How many days is enough for Pessine?
The ideal length of your Pessine vacation depends on what you'd like to do. Generally, a few days to a week will give you plenty of time to go to all the main sights and discover some hidden spots along the way.
How to find the best Pessine package deals?
Use Expedia's filter tool to find some tempting Pessine package deals. When you start your search, just set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your trip for midweek, or look for Pessine package deals in the off-season. Play around with your travel dates and you may score even better discounts. As a rule of thumb, it's usually best to lock in your vacation package as soon as possible.
Is it cheaper to book a Pessine vacation as a package?
Expedia vacation packages are designed to give you more bang for your buck. Bundle your car rental, flight and hotel into one great-value price and enjoy significant savings. You'll typically get a better deal than booking each component individually. And you'll still enjoy the flexibility to create a tailored Pessine vacation by choosing your favourite airline, accommodation type and car class.
When to book a vacation package to Pessine?
If you're planning a spontaneous Pessine vacation, check out our last-minute deals that can be booked up to one week before you take off. Don't want to leave things to the last minute? You can score sensational deals on your flights and hotels by booking well in advance.
How to plan a trip to Pessine?

  1. Choose when to get away: Check your schedule and get packing. Your preferred season and the activities available will also help you decide when to escape to Pessine.
  2. Figure out your budget: Ensure you have enough money to pay for everything from transportation and dining out to airfares and activities. Your hotel will likely be the biggest expense during your trip to Pessine.
  3. Decide how long to go for: Now that you're more familiar with Pessine, you can work out the right length of your vacation. Put together a rough plan and give yourself enough time to cover everything you want to see.
  4. Combine your airfare and accommodations: After you've nailed down your dates and duration, book the right Pessine vacation package for you.

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