Madesimo Vacations from ￥241,176

Book a Hotel + Flight or Car together to unlock savings

Photo by Livio Piatta/Consorzio Turistico Madesimo

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to ￥45,448 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 Madesimo Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Enterprise Hotel

Enterprise Hotel

4 out of 5
Porta Sempione
per person
Sep 22 - Sep 29
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Milan (LIN)
8.8/10 Excellent! (1,003 reviews)
Hotel ben strutturato, silenzioso, e posizionato in punto strategico, molto vicino a San siro e alla zona degli affari, colazione molto variegata.

Reviewed on Jul 29, 2025

Uptown Palace

Uptown Palace

4 out of 5
Milan Centre
Save 100% on your flight
per person
Sep 11 - Sep 16
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Milan (LIN)
8.6/10 Excellent! (1,000 reviews)
We were very happy with the pleasant surprise brought by the reception, which was very welcoming, respectful, generous, and surprising. Not only was our check-in earlier, but we also received an upgrade to a huge, chic, modern apartment with a stunning view of Milan. Wow! For someone who traveled so many hours from Brazil, this gesture was truly a warm welcome! Thank you all so much yesterday morning. You made a difference in our lives! We'll be back!

Reviewed on Aug 5, 2025

Hotel Calimala Milano

Hotel Calimala Milano

4 out of 5
Milan Centre
per person
Sep 22 - Sep 29
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Milan (LIN)
9.8/10 Exceptional! (7 reviews)
Great hotel, and fantastic staff and service. The pool on the roof is a huge plus.

Reviewed on Jul 28, 2025

Room Mate Collection Giulia, Milan

Room Mate Collection Giulia, Milan

4 out of 5
Milan Centre
per person
Sep 22 - Sep 29
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Milan (LIN)
9.6/10 Exceptional! (1,001 reviews)
Excellent location, fantastic service and staff, loved the unique design

Reviewed on Jul 29, 2025

NEMI Hotel

NEMI Hotel

5 out of 5
Porta Vittoria
per person
Sep 22 - Sep 29
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Milan (LIN)
10/10 Exceptional! (4 reviews)

Find the Best Madesimo Vacation Packages

Madesimo Hotel Deals

MadeBoutique

MadeBoutique

Piazza Giovanni Bertacchi 9, Madesimo, SO
6/10 (3 reviews)
"Struttura veramente comoda per piste e centro di Madesimo. Un po' rumorosa per stanza separata solo da una porta da quella vicina. Letto matrimoniale molto comodo, letto bimbo molto scomodo. Complessivamente una bella esperienza."

Reviewed on Feb 2, 2025

Get rates
MadeBoutique
Hotel Arlecchino

Hotel Arlecchino

3 out of 5
Via Carducci 59, Madesimo, SO
Fully refundableReserve now, pay when you stay
8.6/10 Excellent! (10 reviews)
"Friendly, convenient and everything you would need"

Reviewed on Feb 26, 2025

Get rates
Hotel Arlecchino
Hotel Vischi

Hotel Vischi

3 out of 5
Via Case Sparse 14, Domaso, CO
Fully refundableReserve now, pay when you stay
9.2/10 Wonderful! (437 reviews)
"Beautiful Hotel and very friendly. We were very happy with the stay."

Reviewed on Jul 12, 2025

Get rates
Hotel Vischi
See all 1,506 properties in Madesimo
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 Madesimo vacation package cost?
You'll find cheap prices from ￥241,176 on Expedia for your Madesimo getaway. However, a range of factors like the season, length of stay and your choice of hotel will determine how much your vacation to Madesimo costs.
What are the cheapest months to go to Madesimo?
The off-season is the best time to travel to Madesimo if you're hoping to keep costs down. Another tip for scoring cheap Madesimo vacation packages? Avoid visiting during public holidays and any major events or festivals.
How many days is enough for Madesimo?
Generally, a handful of days is enough to tick off the main attractions during your Madesimo vacation. However, if you want to have more time to chill out or take day trips, think about extending your trip.
How to find the best Madesimo package deals?
Bagging a cheap Madesimo package deal is a cinch with Expedia. Once you've entered your destination and preferred dates under our "Packages" tab, set your maximum budget, apply a few filters and browse what's available. You can tailor your search by "Popular locations," "Property type," "Guest rating" and more. Sort the results by "Price: low to high" to discover the most pocket-friendly Madesimo package deals. Want a simple trick to score 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 Madesimo vacation as a package?
You can enjoy significant savings on your Madesimo escape by booking a customized vacation package. Check the "Package" heading, then enter your destination and travel dates to view the best airfares and hotel prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a vacation package to Madesimo?
Land incredible bargains by reserving your flights in advance with Expedia. If spontaneity is more your style, grab one of our last-minute deals for an impromptu Madesimo getaway.
How to plan a trip to Madesimo?

  1. Choose the ideal time to travel: Your schedule, preferred season and the type of weather you enjoy can all impact your decision on when to go to Madesimo.
  2. Work out your budget: Ensure you have enough money to pay for everything from transportation and food to airfares and activities. Your hotel will probably be the largest expense during your trip to Madesimo.
  3. Decide your trip length: Think about how long you want to spend discovering Madesimo. Plan your days so you can get to all the attractions and experiences you're interested in at a leisurely pace.
  4. Bundle your accommodations and airfare: Once you've nailed down your travel dates and duration, book the ideal Madesimo vacation package for you.

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