San Leonardo Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*

  • Find the right fit

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

  • Rest easy

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

Your San Leonardo Vacation

Say bye-bye to the hassle of planning and hello to a San Leonardo vacation package. With the finer details organized before you go, you can focus on discovering the best of this city, starting with San Genesio, which is great for views, mountain biking and cycling. If your trip to San Leonardo includes some sightseeing, take in popular attractions like Bressanone Christmas Market, Plose and Cathedral of Bressanone. Whoever you're going away with and whether your budget is big or small, your dream San Leonardo vacation is just a few clicks away with Expedia.

Top San Leonardo Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Corte Residence Apartments

Corte Residence Apartments

3 out of 5
Price was CA $1,745, price is now CA $1,351 per person
CA $1,351
per person
Jan 17 - Jan 23
found 4 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Milan (MXP)
7.8/10 Good! (40 reviews)

Casa Guargne'

Casa Guargne'

4 out of 5
Price was CA $4,456, price is now CA $3,262 per person
CA $3,262
per person
Jan 17 - Jan 23
found 4 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Milan (MXP)
9.4/10 Exceptional! (37 reviews)
There are so many things to recommend this hotel. The hotel itself is stunning; the room was so lovely, comfortable, and had a gorgeous view ; the location, away from the centre of town, is amazing - directly on a path which will lead you up to a wonderful hike; beautiful dining room with wonderful food and staff. The location and the views at the hotel cannot be beat. But most of all, the staff is absolutely terrific. They are all friendly, personable, and so so helpful . Paola, Andrea, and Emanuela went above and beyond to help us solve a couple of transportation problems. Wonderful experience, and we cannot wait to return!

Reviewed on Oct 29, 2026

The Unique Hotel

The Unique Hotel

4 out of 5
Milan Centre
Price was CA $2,489, price is now CA $1,886 per person
CA $1,886
per person
Jan 18 - Jan 24
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Milan (MXP)
9.4/10 Exceptional! (589 reviews)
Everything about this hotel is excellent from the service to accommodating any requests you need for your stay Very kind owner and manager Definitely the best place in Milan

Reviewed on Nov 3, 2026

Mandarin Oriental, Milan

Mandarin Oriental, Milan

5 out of 5
Milan Centre
Price was CA $6,837, price is now CA $5,230 per person
CA $5,230
per person
Dec 29 - Jan 1
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Milan (MXP)
9.4/10 Exceptional! (196 reviews)

Panorama Hotel Huberhof

Panorama Hotel Huberhof

4.5 out of 5
Price was CA $3,285, price is now CA $2,536 per person
CA $2,536
per person
Jan 17 - Jan 23
found 4 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Milan (MXP)
9.6/10 Exceptional! (8 reviews)
It was spectacular. The setting is breathtakingly beautiful. The food is delicious. The location is ideal for great nearby hikes. Cannot recommend enough and will definitely return.

Reviewed on Oct 31, 2025

Ready to book your vacation to San Leonardo?

 

Choose your dates

San Leonardo Hotel Deals

Golden Park Resort

Golden Park Resort

4 out of 5
Streda del Mesc de Novacela 341/331 Mazzin TN
The price is CA $217 per night from Dec 3 to Dec 4
CA $217
CA $246 total
Dec 3 - Dec 4
includes taxes & fees
Golden Park Resort
Linder Cycling Hotel

Linder Cycling Hotel

3.5 out of 5
Via Nives 36 Selva di Val Gardena BZ
The price is CA $181 per night from Nov 13 to Nov 14
CA $181
CA $210 total
Nov 13 - Nov 14
includes taxes & fees
9.8/10 Exceptional! (278 reviews)
"Excellent breakfast, beautiful swimming pool"

Reviewed on Nov 5, 2026

Linder Cycling Hotel
Alpstay - Smart Hotel Saslong

Alpstay - Smart Hotel Saslong

3 out of 5
Via Pallua 40 Santa Cristina Val Gardena BZ
The price is CA $177 per night from Dec 1 to Dec 2
CA $177
CA $206 total
Dec 1 - Dec 2
includes taxes & fees
Alpstay - Smart Hotel Saslong
See all 3,267 properties in San Leonardo
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

What to do in San Leonardo

Hiking tour in the World Natural Heritage Unesco Dolomites

Hiking tour in the World Natural Heritage Unesco Dolomites

CA $445
per adult
100% of travellers recommend
Hiking tour in the World Natural Heritage Unesco Dolomites
Our car

Panoramic transfer Bolzano Cortina d'Ampezzo

CA $699
per adult
Panoramic transfer Bolzano Cortina d'Ampezzo
See all activities in San Leonardo

Frequently asked questions

How much does a San Leonardo vacation package cost?
You can snap up a vacation package to this destination from CA $1,351 on Expedia. But how much your vacation to San Leonardo costs will depend on your hotel choice, season and length of stay.
What are the cheapest months to go to San Leonardo?
To score cheap San Leonardo vacation packages, plan your trip outside of peak times like public holidays and major events. You'll generally find lower prices and better availability when it's less busy.
How many days is enough for San Leonardo?
The ideal duration for your San Leonardo vacation depends on what you'd like to see and do. Generally, a handful of days to a week will give you time to visit all the main attractions and explore some hidden gems along the way.
How to find the best San Leonardo package deals?
Bagging a cheap San Leonardo package deal is a breeze with Expedia. After you've entered your preferred dates and destination under our "Packages" tab, set your budget range, apply some filters and see what's available. You can personalize your search by "Property class," "Number of bedrooms," "Traveller experience" and more. Sort the results by "Price: low to high" to discover the most affordable San Leonardo package deals. Want a simple trick to get the biggest savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are generally lower.
Is it cheaper to book a San Leonardo vacation as a package?
An Expedia vacation package could land you considerable savings when compared to booking accommodations and flights individually. Better still, you can personalize your San Leonardo escape to match your exact needs. Choose your preferred flight time, select the hotel type and add a car rental. Browse our bundle deals and find out how much you can save.
When to book a vacation package to San Leonardo?
If you're considering an impromptu San Leonardo trip, 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 score terrific deals on your hotels and flights by booking ahead.
How to plan a trip to San Leonardo?

  1. Pick the perfect time to travel: Your schedule, favourite season and the type of weather you like can all influence your decision on when to go to San Leonardo.
  2. Calculate your budget: Ensure you have enough money to cover everything from dining out and transportation to activities and airfares. Your accommodations will probably be the largest expense during your trip to San Leonardo.
  3. Set the duration of your trip: Start by listing all the sights and activities you'd like to get to in San Leonardo. Then, estimate how long you'll need for each, including any travel time.
  4. Bundle your bookings: With your travel dates in order, you can combine your flights, car rental, hotels and more into a customized San Leonardo vacation package.

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