Pessine Vacations from $1,678

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The Latest Pessine 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 $2,331, price is now $1,678 per person
$1,678
per person
Jun 22 - Jun 24
found 21 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Milan (MXP)
8.8/10 Excellent! (1,359 reviews)
Great location! Walkable distance to many things. Great breakfast. Great staff.

Reviewed on May 7, 2026

Uptown Palace

Uptown Palace

4 out of 5
Milan Centre
Price was $2,550, price is now $1,752 per person
$1,752
per person
Jun 22 - Jun 24
found 21 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Milan (MXP)
8.6/10 Excellent! (1,004 reviews)
Overall a very nice hotel. The room was stylish and comfortable, but we'd have preferred more drawer space. Our other grumble is the paper cups for hot drinks.

Reviewed on Apr 2, 2026

Nuvole Garden Hotel

Nuvole Garden Hotel

5 out of 5
Save 100% on your flight
Price was $6,022, price is now $4,278 per person
$4,278
per person
Jun 30 - Jul 4
found 21 hours ago
Roundtrip flight included
New York (JFK) to Milan (MXP)
8.4/10 Very Good! (9 reviews)
Wonderful property with spectacular views.

Reviewed on Jul 4, 2025

Bianca Relais - by R Collection Hotels

Bianca Relais - by R Collection Hotels

5 out of 5
Save 100% on your flight
Price was $4,834, price is now $3,462 per person
$3,462
per person
Jul 12 - Jul 18
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Milan (MXP)
9.8/10 Exceptional! (52 reviews)
Fantastic stay and excellent breakfast. Quiet and zen atmosphere with a top italian class. Helpful and friendly staff that go all way out to make your stay a perfect one ! Well done, Bianca !

Reviewed on Apr 19, 2026

Parco San Marco Lifestyle Beach Resort

Parco San Marco Lifestyle Beach Resort

4 out of 5
Save 100% on your flight
Price was $2,999, price is now $2,156 per person
$2,156
per person
Jul 25 - Jul 31
found 1 day ago
Roundtrip flight included
New York (JFK) to Milan (MXP)
9.6/10 Exceptional! (463 reviews)
Amazing!!!! Only issue was the very tight parking which was a pain in the ass but other than that def recommend

Reviewed on Oct 12, 2025

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Pessine Hotel Deals

Hotel Cavour Asti

Hotel Cavour Asti

2 out of 5
Piazza Marconi 18 Asti AT
Fully refundableReserve now, pay when you stay
$74 nightly
The price is $85 total per night from May 27 to May 28
$85 total
May 27 - May 28
Total with taxes and fees
Hotel Cavour Asti
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
$150 nightly
The price is $170 total per night from May 11 to May 12
$170 total
May 11 - May 12
Total with taxes and fees
8.6/10 Excellent! (269 reviews)
The castle is set perfectly. Rooms are very spacious and do include a large modern bathroom. Breakfast buffet provides a great choice. The castle itself is fully renovated and the team is engaged and friendly!

Reviewed on Apr 12, 2026

Castello di Montaldo Torino
Phi Hotel Palio

Phi Hotel Palio

4 out of 5
Via Cavour 106 Asti AT
Fully refundableReserve now, pay when you stay
$99 nightly
The price is $115 total per night from May 21 to May 22
$115 total
May 21 - May 22
Total with taxes and fees
8.8/10 Excellent! (118 reviews)
Hotel is nice, clean and staff is very very helpful. AC did not work so room was warm in April and the street noise made it too loud to open the window. No coffee maker in the room but breakfast was excellent. Close to the train station and very walkable to squares for other amenities.

Reviewed on Apr 28, 2026

Phi Hotel Palio
See all 638 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.

Find the Best Pessine Vacation Packages

Pessine Essential Information

Language
Italian
Currency
Euros
Local Welcome
Ciao
Local Goodbye
Ciao

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Frequently asked questions

How much does a Pessine vacation package cost?
Offering great value package deals from $1,678 on Expedia, you'll be surprised at how little a vacation to Pessine costs! Our packages make travel planning easier and your savings go further.
What are the cheapest months to go to Pessine?
You can typically find reduced prices and greater availability in November, December and January. Explore our cheap Pessine vacation packages and you could get some great off-season discounts.
How many days is enough for Pessine?
The ideal length for your Pessine vacation depends on what you'd like to do and see. Usually, a handful of days to a week will give you time to go to all the top sights and explore some hidden spots along the way.
How to find the best Pessine package deals?
Use Expedia's filter tool to help you find some of the best Pessine package deals. When you begin your search, simply set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your escape for midweek, or browse for Pessine package deals in the off-season. Play around with your travel dates and you may land even better discounts. As a rule of thumb, it's typically best to book your vacation package well in advance.
Is it cheaper to book a Pessine vacation as a package?
An Expedia vacation package could land you great savings when compared to arranging hotels and flights individually. Better still, you can customize your Pessine escape to fit your exact needs. Pick your preferred flight time, select the hotel type and add a car rental. Check out our great deals to see how much you can save.
When to book a vacation package to Pessine?
If you're planning an impromptu Pessine vacation, browse our last-minute deals that can be booked up to a week before you go. Don't want to leave things to the last minute? You can score sensational deals on your hotels and flights by booking well in advance.
Does Expedia offer Book Now, Pay Later Pessine vacation packages?
If you're anything like us, you love traveling the world but don't love the big price tag that can come with it. That's why we offer Book Now, Pay Later vacations. With help from online lender Affirm, you can break down the total cost of your Pessine trip across 3, 6 or 12 months. There are also no hidden or late payment fees, so you can snap up great vacation packages with payment plans as soon as you see them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.