Little Italy Holidays

  • Plan, book, travel with confidence

  • Better together

    Save up to €900 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
Price found within the past 48 hours. Click for updated prices.
  • Jul 4 - Jul 9

    Burano Condos in Downtown Toronto + Flight

    Downtown Toronto
    5 nights
    3.0 star property
    8.6/10 - Excellent (283 reviews)
    "I wouldn’t stay here until the water problems are fixed. The water in the hand basin was a trickle, the water was shut off in the whole condo from 9-5 two days out of the 4 that I was there, the first time I was given no warning. "
    Reviewed March 11, 2026
    Return New York (JFK) - Toronto (YYZ)
    JFK - YYZDirect YYZ - JFKDirect
    €996
    €734
    per traveller
    found 1 day ago
    Burano Condos in Downtown Toronto
  • Jul 4 - Jul 9

    Hotel Riu Plaza Toronto + Flight

    Downtown Toronto
    5 nights
    4.0 star property
    9.2/10 - Wonderful (3,508 reviews)
    "The staff were very friendly and helpful."
    Reviewed June 2, 2026
    Return New York (JFK) - Toronto (YYZ)
    JFK - YYZDirect YYZ - JFKDirect
    €1,381
    €821
    per traveller
    found 1 day ago
    Hotel Riu Plaza Toronto
  • Jul 4 - Jul 9

    One King West Hotel & Residence + Flight

    Downtown Toronto
    5 nights
    4.0 star property
    9.4/10 - Exceptional (7,901 reviews)
    "Staff very friendly and helpful during my first stay there. Very nice!!"
    Reviewed June 2, 2026
    Return New York (JFK) - Toronto (YYZ)
    JFK - YYZDirect YYZ - JFKDirect
    €1,155
    €795
    per traveller
    found 1 day ago
    One King West Hotel & Residence
  • Aug 12 - Aug 16

    1 Hotel Toronto + Flight

    Downtown Toronto
    4 nights
    5.0 star property
    9.6/10 - Exceptional (730 reviews)
    "Tout tout parfait! L’ambiance, la déco, le confort, les services. On a tout aimé, déjà hâte d’y retourner☺️"
    Reviewed May 30, 2026
    Return Dublin (DUB) - Toronto (YYZ)
    DUB - YYZ1 stop YYZ - DUB1 stop
    €2,264
    €1,611
    per traveller
    found 13 hours ago
    1 Hotel Toronto
  • Jul 4 - Jul 9

    Nester Finn St. Lawrence Market + Flight

    Downtown Toronto
    5 nights
    4.0 star property
    9.8/10 - Exceptional (105 reviews)
    "We only stayed one night but the room was great and in a great location. The check was quick and easy etc. Would definitely stay again."
    Reviewed June 1, 2026
    Return New York (JFK) - Toronto (YYZ)
    JFK - YYZDirect YYZ - JFKDirect
    €1,153
    €855
    per traveller
    found 1 day ago
    Nester Finn St. Lawrence Market

Where to stay in Little Italy

Find the best Little Italy areas and neighborhoods for the activities you enjoy most. Learn more about Little Italy

Top hotels in Little Italy

Chelsea Hotel, Toronto

Chelsea Hotel, Toronto

4 out of 5
33 Gerrard St W Toronto ON
Fully refundableReserve now, pay when you stay
The price is €182 per night from 7 Jun to 8 Jun
€182
7 Jun - 8 Jun
includes taxes & fees
8.4/10 Very Good! (15,048 reviews)
"For the reasonable price per night in this downtown local to all amenities, highly recommended on all levels."

Reviewed on 1 Jun 2026

Chelsea Hotel, Toronto
Holiday Inn Toronto Downtown Centre by IHG

Holiday Inn Toronto Downtown Centre by IHG

3.5 out of 5
30 Carlton Street Toronto ON
The price is €205 per night from 7 Jun to 8 Jun
€205
7 Jun - 8 Jun
includes taxes & fees
8.6/10 Excellent! (5,874 reviews)
"Clean room"

Reviewed on 1 Jun 2026

Holiday Inn Toronto Downtown Centre by IHG
Fairmont Royal York

Fairmont Royal York

4 out of 5
100 Front St West Toronto ON
Fully refundableReserve now, pay when you stay
The price is €271 per night from 14 Jun to 15 Jun
€271
14 Jun - 15 Jun
includes taxes & fees
9/10 Wonderful! (8,163 reviews)
"The unique character of the hotel , the staff were amazing everything was perfect !"

Reviewed on 1 Jun 2026

Fairmont Royal York
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 Little Italy holiday package cost?
Maybe less than you might think — from a tempting , in fact! By combining flights, hotels and car rentals into your own customized holiday package, your trip to Little Italy is just a few clicks away.
How do I get a cheap travel package to Little Italy?
If you love getting a great deal, bundle your bookings into a Little Italy holiday package. Whether you need flights, hotels, rental cars or tours, you can browse and book everything in one place. You'll have plenty of choice at your fingertips as well. Expedia has more than 550 partner airlines and 1,000,000 properties around the globe to choose from. Fly with who you prefer, check in where you like and save precious dollars — now that's the perfect getaway!
Where should I stay in Little Italy?
A trip to Little Italy isn't complete until you've seen Canadas Wonderland and CN Tower. Book somewhere as close as possible so you can easily access these fantastic tourist attractions.
How far in advance should I book my Little Italy holiday?
The earlier you book, the better. Airlines generally advertise flight tickets up to a year ahead of departure, and this is an excellent opportunity to land some rock-bottom prices. Boss just told you to take all your holiday days next week? No sweat. Expedia are never short of fantastic deals to help you have the getaway of your dreams, at an affordable price.
What does an Expedia Little Italy travel package include?
Expedia has everything you need to plan your Little Italy getaway, but what goes into your package is up to you. Choose from a combination of rental cars, flights and hotels. Searching for some activities or tours to keep you on the move? Once you've made your booking, you can add them on too. Whatever your budget, there's a package to match your needs.
What should I know before booking a Little Italy travel package?
Discover deals that suit your budget with an Expedia package. Hotels, airfares, rental cars — we've got everything you need to plan your getaway. You'll save a packet just for combining your bookings. Whether you're embarking on a ski trip or relaxing on a sunny beach, your ideal getaway is just clicks away.
Can I choose my airline with a Little Italy Expedia holiday package?
Yes, you're in control. We have access to over 550 partner airlines across the globe, so you can design your Little Italy escape according to your needs and budget.
If I'm not able to travel, can I cancel my Little Italy holiday package?
It's hard to predict what tomorrow might bring, so it's good to know that you can cancel or change your Little Italy holiday package. If you made your booking in the last 24 hours, you may be entitled to a refund. If it's an older booking, your airline, hotel or car rental company may charge a fee. Visit our Customer Service Portal to find out more.

Popular places to visit

Things to do

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