Ossimo Holidays
- Plan, book, travel with confidence
- Better togetherSave up to €900 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Top Flight + Hotel Deals in Ossimo
Price found within the past 48 hours. Click for updated prices.
Hotel Milano Castello
Milan Centre
€409
per person
14 Nov - 17 Nov
found 2 hours ago
Return flight included
Lisbon (LIS) to Milan (MXP)
9.4/10 Exceptional! (1,007 reviews)
We stayed here for one night at the last minute when our flight was canceled and were delighted with our impromptu stay. Well located near the lovely castle. Excellent restaurants within walking distance. The staff was helpful recommending places to eat. Large rooms. Attractive and spacious indoor and outdoor common areas. Beautiful sculptures and paintings by an Italian artist. A free welcome drink during happy hour. Mini-bar stocked with complimentary waters and soft drinks. We would return!
Reviewed on 4 Oct 2026
ODSweet Duomo Milano Hotel
Milan Centre
€517
per person
29 Nov - 1 Dec
found 17 hours ago
Return direct flight included
Thessaloniki (SKG) to Milan (MXP)
9.2/10 Wonderful! (217 reviews)
A partial view of the Duomo. Great central location for other attractions.
Excellent restaurant and bar on the 7 th floor, with the view.
Reviewed on 3 Oct 2026
Top hotels in Ossimo
Bernina Suites - 150 metres to Bernina Express
Via Cabasso 11 Tirano SO
€121
13 Oct - 14 Oct
includes taxes & fees
9.6/10 Exceptional! (350 reviews)
"It was good for a quick stop. Near the train station. However, sofa bed was very uncomfortable."
Reviewed on 5 Oct 2026
Curt di Clement Eco Mobility Hotel
Via dei Castelli 2 Tirano SO
Fully refundableReserve now, pay when you stay
€160
31 Oct - 1 Nov
includes taxes & fees
9.6/10 Exceptional! (364 reviews)
"A perfect place to sleep before taking the train. Clean and well maintained. Beds are fine, not very soft and the blanket on top we left off as we weren’t sure if it was clean. But all in all we were very happy with our choice."
Reviewed on 21 Sept 2026
Hotel Stelvio Tirano
Via Lungo Adda IV Novembre Tirano SO
Fully refundableReserve now, pay when you stay
€141
14 Oct - 15 Oct
includes taxes & fees
9.6/10 Exceptional! (188 reviews)
"Very nice stay at this hotel. Very helpful staff. Clean ."
Reviewed on 5 Oct 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.
Frequently asked questions
How much does an Ossimo holiday package cost?
You'll find cheap prices from €233 on Expedia for your Ossimo escape. However, a range of factors like the season, choice of hotel and length of stay will determine how much your holiday to Ossimo costs.
What are the cheapest months to go to Ossimo?
If you're hoping to score a cheap Ossimo holiday package, consider planning a trip in January, February and November. You'll usually find lower rates on accommodation and flights during these quieter months — ideal for a budget-friendly getaway.
How many days is enough for Ossimo?
With a well-planned schedule, you can easily hit the main Ossimo sights in a few days. But if you prefer to explore off the beaten track or go on day tours, think about booking your Ossimo holiday for longer.
How to find the best Ossimo package deals?
Finding a cheap Ossimo package deal is a breeze with Expedia. Once you've entered your destination and trip dates under our "Packages" tab, set your maximum budget, apply a few filters and see what's available. You can tailor your search by "Popular locations," "Property type," "Guest rating" and more. Order the results by "Price: low to high" to view the most economical Ossimo 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 typically lower.
Is it cheaper to book an Ossimo holiday as a package?
Expedia holiday packages are designed to help you keep more money in your pocket. Bundle your hotel, flight and car rental into one great-value price and enjoy significant savings. You'll usually land a better deal than booking each component separately. And you'll still have the flexibility to create a tailored Ossimo holiday by choosing your favourite accommodation type, airline and car class.
When to book a holiday package to Ossimo?
If you're considering an impromptu Ossimo getaway, check out our last-minute deals that can be booked up to one week before you take off. Prefer not to wait until the last minute? You can find incredible deals on your flights and hotels by booking well in advance.
How to plan a trip to Ossimo?
- Choose when to travel: Check your schedule and pack your bags. Your favourite season and the available activities will also help you decide when to visit Ossimo.
- Budget wisely: As well as the cost of your accommodation, you should consider other expenses. These include food, transportation and flights. Also, put aside a little extra for unexpected expenses that may come up during your trip to Ossimo.
- Decide how long to go away for: Now that you're more familiar with Ossimo, you can work out the right length of your holiday. Put together a rough itinerary and allocate enough time to cover everything you want to see.
- Bundle your bookings: With your travel dates in place, you can combine your hotels, flights, car rental and more into a customised Ossimo holiday package.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
