Chiasso Vacations from $1,728
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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
$1,766
per person
Oct 7 - Oct 10
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Milan (MXP)
8.8/10 Excellent! (1,012 reviews)
Beautiful room let down by the small details. Things like a tiny garbage minibar fridge which doesn't actually keep anything even to room temperature cool, only having two paper coffee cups and two coffee capsules provided in the room for 3 days, and a 20€ per person per day surcharge just to use the swimming pool. Didnt try the breakfast, luckily we waited to see it in the morning before paying - Ive had much better in backpacker hostels. I'm surprised by the overall stinginess in a supposedly 4 star hotel. The room - yes, 4 stars. But by pinching pennies at every opportunity (seriously, not even proper coffee cups or spoons??) it feels exploitative and the overall experience is more like 1.5 stars. Management needs a wakeup call.
Reviewed on Aug 28, 2026
ARIA Retreat & SPA - The Leading Hotels of the World
$3,848
per person
Sep 28 - Oct 3
found 1 day ago
Roundtrip flight included
Boston (BOS) to Milan (MXP)
9.8/10 Exceptional! (89 reviews)
Near perfect stay, amazing staff and facilities with the most wonderful view
Reviewed on Aug 25, 2026
Magna Pars- L'Hotel à Parfum Small Luxury Hotels of the World
Porta Genova
$2,982
per person
Sep 28 - Oct 2
found 1 day ago
Roundtrip flight included
Boston (BOS) to Milan (MXP)
9.4/10 Exceptional! (609 reviews)
Clean and well-maintained room. Helpful staff. Reasonable pricing.
Reviewed on Aug 27, 2026
Stay near popular Chiasso attractions
Via Gottardo
You can take time to visit Via Gottardo during your travels to Chiasso. Take in the theater scene while you're in the area.
Cinema Theatre Chiasso
Enjoy a show at Cinema Theatre Chiasso, a storied theater in Chiasso. Wander the lakeside or discover the area's mountain views.
Chiasso Hotel Deals
Hotel Funicolare
Viale Guglielmo Poletti 30 Alta Valle Intelvi CO
Fully refundableReserve now, pay when you stay
$74 nightly
$81 total
Sep 14 - Sep 15
Total with taxes and fees
8.6/10 Excellent! (274 reviews)
"We had a wonderful stay at Hotel Funicolare. We stayed in a family room, which was absolutely massive, with plenty of space for all of us and a very comfortable stay. The views were amazing and really added to the experience. We also had dinner at the hotel one evening and breakfast during our stay. ..."
Reviewed on Aug 24, 2026
Villa Sassa
Via Tesserete 10 Lugano TI
Fully refundableReserve now, pay when you stay
$237 nightly
$257 total
Aug 30 - Aug 31
Total with taxes and fees
MOXY Milan Malpensa Airport
Milan Malpensa Airport, Terminal 2 Somma Lombardo VA
Fully refundableReserve now, pay when you stay
$142 nightly
$160 total
Aug 30 - Aug 31
Total with taxes and fees
9/10 Wonderful! (1,000 reviews)
"Good for a quick stay. Room was nice and clean. Food was good and it was handy to get to both terminals. Free shuttle bus to terminal 1 is available across the road."
Reviewed on Aug 28, 2026
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 Chiasso Vacation Packages
Chiasso Essential Information
Language | French |
|---|---|
Currency | Swiss francs |
Local Welcome | Salut / Bonjour |
Local Goodbye | Au revoir / À bientôt |
Population | 8,100 |
Max Temp Winter | 45ºF |
Max Temp Summer | 75ºF |
Top Sights | Cinema Theatre Chiasso, Museum dArt and Mount San Giorgio |
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Frequently asked questions
How much does a Chiasso vacation package cost?
Offering great value package deals from $1,728 on Expedia, you'll be thrilled with how little a vacation to Chiasso costs! Expedia's packages make travel planning easier and save you more.
What are the cheapest months to go to Chiasso?
You're likely to find lower prices and greater availability in January, March and November. Browse our cheap Chiasso vacation packages and you could get some great off-season discounts.
How many days is enough for Chiasso?
The ideal duration for your Chiasso vacation depends on what you'd like to see. Typically, a handful of days to a week will give you enough time to visit all the major sights and explore some hidden spots along the way.
Is it worth booking a vacation package to Chiasso?
Well known for its walking trails, culture and plenty of other highlights, you can be certain Chiasso is a good vacation destination. Some of the top attractions to put on your to-do list? Visit Cinema Theatre Chiasso and Via Gottardo during your Chiasso vacation.
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," "Traveler 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 vacation as a package?
An Expedia vacation package could land you considerable savings when compared to booking flights and hotels separately. Better still, you can personalize 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 vacation 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.
Does Expedia offer Book Now, Pay Later Chiasso vacation packages?
If you're anything like us, you love exploring new places but don't love the big price tag that can sometimes come with it. That's why we offer Book Now, Pay Later vacations. With the help of online lender Affirm, you can break down the cost of your Chiasso trip over 3, 6 or 12 months. There are also no hidden or late payment fees, so you can secure cheap vacation packages with payment plans as soon as you see them.
Explore a world of travel with Expedia
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- Foxtown Factory Stores
- Visit Capolago
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- Car rental Chiasso
- Car rental Riva San Vitale
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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.
