Chiasso Holidays

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Top Flight + Hotel Deals in Chiasso

Price found within the past 48 hours. Click for updated prices.
c-hotels Concorde

c-hotels Concorde

4 out of 5
Gorla
per person
2 Oct - 5 Oct
found 1 day ago
Return direct flight included
Skopje (SKP) to Milan (LIN)
8.4/10 Very Good! (488 reviews)
It was very convenient to take a metro next to a grocery store and some good restaurant nice people at the Reception very helpful very clean

Reviewed on 29 Jul 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
2 Oct - 4 Oct
found 16 hours ago
Return direct flight included
Skopje (SKP) to Milan (LIN)
9.8/10 Exceptional! (79 reviews)
Perfect boutique hotel in a chic neighborhood. Would definitely come back

Reviewed on 31 Jul 2025

Palazzo Parigi Hotel & Grand Spa Milan

Palazzo Parigi Hotel & Grand Spa Milan

5 out of 5
Milan Centre
per person
2 Oct - 5 Oct
found 1 day ago
Return direct flight included
Skopje (SKP) to Milan (LIN)
9.6/10 Exceptional! (262 reviews)
Everything is so beautiful and clean in this hotel. The garden in this property looks gorgeous and make me feel relaxing and peaceful. Love it! Staffs are very nice and friendly. Excellent service! Will come back to this hotel again definitely.

Reviewed on 16 Jul 2024

Hotel Morfeo

Hotel Morfeo

4 out of 5
Cagnola
per person
2 Oct - 5 Oct
found 1 day ago
Return direct flight included
Skopje (SKP) to Milan (LIN)
9/10 Wonderful! (382 reviews)
Great stay with helpful staff and tram stop near hotel. Travelled to San Siro Stadium easily.

Reviewed on 4 Jul 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
per person
2 Oct - 5 Oct
found 1 day ago
Return direct flight included
Skopje (SKP) to Milan (LIN)
9.4/10 Exceptional! (36 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 5 Aug 2025

Top hotels in Chiasso

Hotel Cruise

Hotel Cruise

4 out of 5
Via Carducci, 3, Montano Lucino, CO
The price is €120 per night from 18 Aug to 19 Aug
€120
18 Aug - 19 Aug
includes taxes & fees
8.6/10 Excellent! (1,000 reviews)
"There was no kettle. Would suggest hotel keeps hot water kettle for tea and coffee"

Reviewed on 10 Aug 2025

Hotel Cruise
Grand Hotel Villa Serbelloni

Grand Hotel Villa Serbelloni

5 out of 5
Via Teresio Olivelli 1, Bellagio, CO
9.2/10 Wonderful! (522 reviews)
"The property was beautiful, especially the outside and the pool area. The interior left me wanting more."

Reviewed on 15 Aug 2025

Get rates
Grand Hotel Villa Serbelloni
Palace Hotel

Palace Hotel

4 out of 5
Lungo Lario Trieste, 16, Como, CO
Fully refundableReserve now, pay when you stay
The price is €352 per night from 21 Aug to 22 Aug
€352
21 Aug - 22 Aug
includes taxes & fees
9.2/10 Wonderful! (1,003 reviews)
"Exceptionally located, convenient, incredible service and attention to guests ( Alessia was beyond expecations and gave us attention), food and staff always ready and pleasant, everything was close by, just a delight to stay at this hotel. Highly recommended."

Reviewed on 11 Aug 2025

Palace Hotel
See all 7,636 properties in Chiasso
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.

Frequently asked questions

How much does a Chiasso holiday package cost?
Offering great value package deals from €340 on Expedia, you'll be thrilled with how little a holiday to Chiasso costs! Expedia's packages make travel planning easier and save you more.
What are the cheapest months to go to Chiasso?
The off-season is the best time to travel to Chiasso if you're trying to save. Another tip for finding cheap Chiasso holiday packages? Avoid visiting during public holidays and any major festivals.
How many days is enough for Chiasso?
Generally, a handful of days is enough for a Chiasso holiday. With a well-organised schedule, you can visit all the major sights like Cinema Theatre Chiasso, as well as discover some hidden gems along the way.
Is it worth booking a holiday package to Chiasso?
During your Chiasso holiday, you can look forward to enjoying some excellent walking trails and culture. Leave enough room in your itinerary to explore leading sights like Via Gottardo and Cinema Theatre Chiasso.
How to find the best Chiasso package deals?
Finding a cheap Chiasso package deal is a cinch with Expedia. Once you've entered your destination and trip dates under our "Packages" tab, set your budget, add some filters and browse what's available. You can tweak your search by "Property class," "Number of bedrooms," "Traveller experience" and more. Order the results by "Price: low to high" to view the most wallet-friendly Chiasso package deals. Want a simple trick to get the biggest savings? Be flexible with your departure dates and consider going away on a weekday, when prices are often lower.
Is it cheaper to book a Chiasso holiday as a package?
An Expedia holiday package could land you considerable savings when compared to booking flights and hotels separately. Better still, you can personalise your Chiasso escape to fit your exact style. Choose your preferred flight time, select the hotel type and add a car rental. Browse our great deals to see how much you can save.
When to book a holiday package to Chiasso?
Score incredible bargains by booking your flights early with Expedia. If spontaneity is more your style, grab one of our last-minute deals for an impromptu Chiasso adventure.
How to plan a trip to Chiasso?

  1. Pick the ideal time to travel: Your schedule, preferred season and the type of weather you like can all impact your decision on when to travel to Chiasso.
  2. Plan your budget wisely: In addition to the price of your hotel, you should consider other expenses too. These include food, transportation and flights. Also, put aside a little extra for unexpected expenses that may crop up during your trip to Chiasso.
  3. Decide how long to go away for: Now that you know more about Chiasso, you can figure out the ideal length of your break. Put together a rough itinerary and allocate enough time to get through everything on your must-do list.
  4. Bundle your bookings: With your travel dates in place, you can combine your car rental, hotels, flights and more into a customised Chiasso holiday package.

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