
Chiasso Vacations from $817
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Your Chiasso Vacation
From its cosmopolitan vibe to its cultural experiences and spectacular views, you'll find loads of reasons to spend time in the mountainous city of Chiasso. Discover these highlights and more when you lock in your vacation package to Chiasso. Eager to explore your new surroundings? Como Cathedral, Villa Olmo and Volta Temple are among the leading places to visit during a trip to Chiasso. Expedia has what you need to escape your routine. Tailor your vacation to Chiasso to match your travel style, whatever that may be.
The Latest Chiasso vacation packages
Price found within the past 48 hours. Click for updated prices.

Grand Visconti Palace
Porta Lodovica
Save 100% on your flight
Price was $1,280, price is now $817 per person
$817
per person
Nov 6 - Nov 10
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Milan (LIN)
8.8/10 Excellent! (1,002 reviews)
Nice hotel great location
Reviewed on Aug 24, 2025

Uptown Palace
Milan Centre
Save 100% on your flight
Price was $1,621, price is now $966 per person
$966
per person
Nov 6 - Nov 10
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Milan (LIN)
8.6/10 Excellent! (1,007 reviews)
I was a Gold VIP customer however was not great as. The cleaning crew was bad you have to beg for a towel. 2 days in a row i was notifying that we are 3 people and the cleaning crew only put 2 towels . We wont be staying at this hotel next time. The area was close location but it was a major construction project going.
Reviewed on Aug 20, 2025

Casa Baglioni Milan - The Leading Hotels of the World
Milan Centre
Save 100% on your flight
Price was $2,710, price is now $1,660 per person
$1,660
per person
Nov 1 - Nov 4
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Milan (LIN)
9.8/10 Exceptional! (80 reviews)
Perfect boutique hotel in a chic neighborhood. Would definitely come back
Reviewed on Jul 31, 2025


Palazzo Cordusio Gran Meliá – The Leading Hotels of the World
Milan Centre
Save 100% on your flight
Price was $2,754, price is now $1,739 per person
$1,739
per person
Nov 6 - Nov 10
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Milan (LIN)
9.4/10 Exceptional! (38 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 Aug 5, 2025
Chiasso Hotel Deals

Hotel Cruise
Via Carducci, 3, Montano Lucino, CO
$105 nightly
The price is $116 total per night from Sep 17 to Sep 18
$116 total
Sep 17 - Sep 18
Total with taxes and fees
8.6/10 Excellent! (1,008 reviews)
"Clean , convenient for passing travelers, excellent breakfast choices"
Reviewed on Aug 22, 2025

Grand Hotel Villa Serbelloni
Via Teresio Olivelli 1, Bellagio, CO
9.2/10 Wonderful! (523 reviews)
"This hotel is the jewel of Bellagio. If you can stay here, you will not be disappointed. The staff is beyond exceptional, always being attentive without hovering. The dining options are delicious, and the ppol and beach area is fantastic. Truly one of the best hotels we have ever stayed at."
Reviewed on Aug 19, 2025

Palace Hotel
Lungo Lario Trieste, 16, Como, CO
$365 nightly
The price is $414 total per night from Aug 28 to Aug 29
$414 total
Aug 28 - Aug 29
Total with taxes and fees
9.2/10 Wonderful! (1,004 reviews)
"Superb location and a luxurious hotel. Loved it"
Reviewed on Aug 25, 2025
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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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.