Chiasso Holidays

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    Save up to S$1,300 when you book a flight and hotel together*

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    With over 300,000 hotels worldwide, it's easy to create a perfect package

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Top hotels in Chiasso

Villa Sassa

Villa Sassa

4 out of 5
Via Tesserete 10 Lugano TI
Fully refundableReserve now, pay when you stay
The price is S$328 per night from 30 Aug to 31 Aug
S$328
30 Aug - 31 Aug
includes taxes & fees
8.8/10 Excellent! (1,007 reviews)
"While the views of Lake Lugano are on point, the place is outdated and in dire need of renovation. We stayed in a Grand Suite, but cooling was a major issue, there were only two AC units for four bedrooms and a living room, which is unacceptable. We ended up dragging a mattress into the living room ..."

Reviewed on 2 Aug, 2026

Villa Sassa
Hotel Barchetta Excelsior

Hotel Barchetta Excelsior

4 out of 5
Piazza Cavour 1 Como CO
Fully refundableReserve now, pay when you stay
The price is S$501 per night from 24 Aug to 25 Aug
S$501
24 Aug - 25 Aug
includes taxes & fees
8.8/10 Excellent! (1,002 reviews)
"The whole hotel room and bathroom had loose hair everywhere to the point I had to clean it myself prior to my wife and baby using the room. The pillows had stains, and when we asked for an extra pillow and blanket, the guest services was more concerned with why they didn’t put a blanket and extra ..."

Reviewed on 4 Aug, 2026

Hotel Barchetta Excelsior
Hotel Funicolare

Hotel Funicolare

Viale Guglielmo Poletti 30 Alta Valle Intelvi CO
Fully refundableReserve now, pay when you stay
The price is S$109 per night from 24 Aug to 25 Aug
S$109
24 Aug - 25 Aug
includes taxes & fees
Hotel Funicolare
See all 8,106 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.

Stay near popular Chiasso attractions

Via Gottardo

You can take time to visit Via Gottardo during your travels to Chiasso. Take in the theatre scene while you're in the area.
See properties

Frequently asked questions

How much does a Chiasso holiday package cost?
Offering great value package deals 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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.