Cheggio Vacations from $942

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to $1,045 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

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

    Rest easy

    Plan, book, and manage your trip all in one place

The Latest Cheggio vacation packages

Price found within the past 48 hours. Click for updated prices.
Grand Visconti Palace

Grand Visconti Palace

4 out of 5
Porta Lodovica
Save 100% on your flight
per person
Oct 7 - Oct 10
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Milan (LIN)
8.8/10 Excellent! (1,001 reviews)
Near Bocconi University

Reviewed on Jul 29, 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
Save 100% on your flight
per person
Sep 16 - Sep 22
found 4 hours ago
Roundtrip non-stop flight included
New York (JFK) to Milan (LIN)
9.8/10 Exceptional! (75 reviews)
Beautiful property excellent service. Would love to come back and also visit there other properties

Reviewed on Jul 16, 2025

A-ROSA Gardasee

A-ROSA Gardasee

5 out of 5
Save 100% on your flight
per person
Sep 14 - Sep 20
found 1 day ago
Roundtrip flight included
New York (NYC) to Milan (LIN)
10/10 Exceptional! (31 reviews)
Great property with amazing facilities and friendly staff. Highly recommended

Reviewed on Jul 7, 2025

Hotel Luise

Hotel Luise

4 out of 5
per person
Sep 14 - Sep 20
found 1 day ago
Roundtrip flight included
New York (NYC) to Milan (LIN)
9.4/10 Exceptional! (421 reviews)
Appreciated the great free breakfast, clean pool, beach access and proximity to Riva Del Garda city square.

Reviewed on Jun 27, 2025

Uptown Palace

Uptown Palace

4 out of 5
Milan Centre
Save 100% on your flight
per person
Sep 8 - Sep 11
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Milan (LIN)
8.6/10 Excellent! (1,005 reviews)
Very nice new restaraunt , friendly staff and more

Reviewed on Jul 24, 2025

Don't see what you're looking for?
See all available trips from Columbus to Cheggio
View all trips

Cheggio Hotel Deals

Grand Hotel Dino

Grand Hotel Dino

4 out of 5
Via Garibaldi, 20, Baveno, VB
Fully refundableReserve now, pay when you stay
$157 nightly
The price is $179 total per night from Aug 10 to Aug 11
$179 total
Aug 10 - Aug 11
Total includes taxes and fees
9/10 Wonderful! (390 reviews)
"Property and surrounds are incredibly beautiful, the lakeside beach is a real bonus. Rooms are small but well furnished and clean. The hotel staff at check in are functional but lack warmth and personality. Parking is €20 a night, however there is a free car park a short walk from the hotel. The ..."

Reviewed on Jul 25, 2025

Grand Hotel Dino
Hotel Splendid

Hotel Splendid

4 out of 5
Strada Nazionale Sempione Nord 12, Baveno, VB
Fully refundableReserve now, pay when you stay
$162 nightly
The price is $185 total per night from Aug 6 to Aug 7
$185 total
Aug 6 - Aug 7
Total includes taxes and fees
9.2/10 Wonderful! (238 reviews)
"Our stay exceeded our expectations. Would definitely stay there again. There is a convenient bus that takes you into Stresa and Arona (the Baveno train station was not operational during our visit)."

Reviewed on Jul 27, 2025

Hotel Splendid
Hotel Simplon

Hotel Simplon

4 out of 5
Corso Garibaldi, 52, Baveno, VB
Fully refundableReserve now, pay when you stay
$131 nightly
The price is $151 total per night from Aug 4 to Aug 5
$151 total
Aug 4 - Aug 5
Total includes taxes and fees
8.8/10 Excellent! (215 reviews)
Brief review
"Lovely reception staff, central location and excellent facilities"

Reviewed on Jul 26, 2025

Hotel Simplon
See all 1,127 properties in Cheggio
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 Cheggio Vacation Packages

Cheggio Essential Information

Language
Italian
Currency
Euros
Local Welcome
Ciao
Local Goodbye
Ciao

More vacations you might like

All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Frequently asked questions

How much does a Cheggio vacation package cost?
You'll find cheap prices from $942 on Expedia for your Cheggio getaway. However, a range of factors like the length of stay, hotel choice and season will influence how much your vacation to Cheggio costs.
What are the cheapest months to go to Cheggio?
February, September and December are the best times to search for cheap Cheggio vacation packages. Choosing to travel in less busy months means you can generally find lower prices on accommodations and flights.
How many days is enough for Cheggio?
With a well-organized schedule, you can easily visit the top Cheggio attractions in a few days. But if you want to discover lesser-known spots or take day trips, consider booking your Cheggio vacation for longer.
How to find the best Cheggio package deals?
Begin your search for a Cheggio package deal by entering your travel dates and destination under our "Packages" tab. Then apply some filters, like "Guest rating" and "Property type," to tailor the results to your exact needs. You can also sort by "Package discount" and discover offers that come with huge savings. If you don't find the ideal Cheggio package deal straight away, just play around with your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Cheggio adventure off to a flying start.
Is it cheaper to book a Cheggio vacation as a package?
An Expedia vacation package could land you considerable savings when compared to booking stays and flights separately. Better still, you can personalize your Cheggio escape to match your exact needs. Pick your preferred flight time, select the hotel type and add a rental car. Check out our great deals to see how much you can save.
When to book a vacation package to Cheggio?
If you have your Cheggio vacation dates finalized, book as soon as you can to grab some terrific deals. With Expedia, you can typically reserve some flights up to one year ahead of time. Prefer spontaneous adventures? Our last-minute deals are perfect for traveling on a whim.
Does Expedia offer Book Now, Pay Later Cheggio vacation packages?
If you're anything like us, you love jet-setting around the world but are not a fan of the price tag that can come with it. That's why we've created Book Now, Pay Later vacations. With help from online lender Affirm, you can break down the overall cost of your Cheggio break across 3, 6 or 12 months. There are also no late payment fees or hidden costs, so you can snap up cheap vacation packages with payment plans as soon as you spot them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.