Little Italy Holidays

  • Plan, book, travel with confidence

  • Better together

    Save up to S$1,300 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

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
A row of international flags in front of a historic building with ornate architecture.

Downtown Toronto

7 out of top 10 points of interest in this area

Find fabulous museums and galleries among the immense architecture in this town center, a global leader in design and innovation.

Find hotels in Downtown Toronto
A well-manicured garden with geometric hedges, a variety of flowering plants, and a central tall tree.

North York

Travellers love North York for its popular shops, and you can see more of Toronto by jumping on the metro at Sheppard West Station or Wilson Station. You might spend time checking out top sights like Rogers Stadium and Chesswood Arena.

Find hotels in North York
A row of Victorian-style houses with steep gabled roofs, surrounded by lush greenery and a well-maintained lawn.

Etobicoke

It may be close to the big city but this small town retains its identity with serene parkland and beautiful coastline.

Find hotels in Etobicoke
A large wooden climbing structure with multiple levels and ropes.

Scarborough

1 out of top 10 points of interest in this area

You might take some time to check out the abundant dining options in Scarborough. Spend some time visiting top spots like Toronto Zoo, and catch the metro at Kennedy Station or Ionview Station to see more of the area.

Find hotels in Scarborough
An aerial view of a city with a river, high-rise buildings, and a bridge.

Toronto Entertainment District

Travellers choose Toronto Entertainment District for its popular aquarium. Hop aboard the metro at Spadina Ave at Bremner Blvd North Side Stop or Spadina Ave at Front St West North Side Stop and check out top sights like Rogers Centre.

Find hotels in Toronto Entertainment District

Top hotels in Little Italy

Chelsea Hotel, Toronto

Chelsea Hotel, Toronto

22 Elm St Toronto ON
Fully refundableReserve now, pay when you stay
S$227
25 Oct - 26 Oct
includes taxes & fees
8.8/10 Excellent! (2,365 reviews)
"Great place. Clean. Good-sized room, but smallest bathroom ever! Restaurant on site has limited menu: try the Caesar salad with kale. It is unbelievably good. Skip the dessert. Elevators are smoot and divided so you aren’t stopping at every floor to get to yours."

Reviewed on 13 Oct, 2026

Chelsea Hotel, Toronto
Holiday Inn Toronto Downtown Centre by IHG

Holiday Inn Toronto Downtown Centre by IHG

30 Carlton Street Toronto ON
S$231
8 Nov - 9 Nov
includes taxes & fees
8.6/10 Excellent! (6,663 reviews)
"Rooms were recently renovated. The lobby looks very nice and multiple choices of bars to relax in. Staff was friendly as well."

Reviewed on 12 Oct, 2026

Holiday Inn Toronto Downtown Centre by IHG
Toronto Don Valley Hotel and Suites

Toronto Don Valley Hotel and Suites

175 Wynford Drive Toronto ON
S$164
13 Nov - 14 Nov
includes taxes & fees
Toronto Don Valley Hotel and Suites
See all 6,632 properties in Little Italy
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.

Stay near popular Little Italy attractions

Mod Club Theatre

After visiting Mod Club Theatre, make a plan to see the other sights and activities in Toronto.
See properties

The Royal Theatre

You can take time to visit The Royal Theatre during your travels to Toronto.
See properties

Wiggle Room

After visiting Wiggle Room, make a plan to see the other sights and activities in Toronto.
See properties

Monarch Tavern

After visiting Monarch Tavern, make a plan to see the other sights and activities in Toronto.
See properties

Hard Luck Bar

After visiting Hard Luck Bar, make a plan to see the other sights and activities in Toronto.
See properties

Sellers & Newel Second-Hand Books

Sellers & Newel Second-Hand Books is just one of the places to see in Toronto, so why not enjoy the other things to explore during your travels?
See properties

Things to do

Toronto: Casa Loma Entry Ticket

Toronto: Casa Loma Entry Ticket

S$41
per adult
90% of travellers recommend
Toronto: Casa Loma Entry Ticket
Toronto Hop-On Hop-Off Bus Tour & Free Harbour Cruise

City Sightseeing Toronto Hop-On Hop-Off Bus Tour

S$64
per adult
84% of travellers recommend
City Sightseeing Toronto Hop-On Hop-Off Bus Tour
Toronto: Niagara Falls Day Tour + Boat & Behind Falls Entry

Toronto: Niagara Falls Day Tour + Boat & Behind Falls Entry

S$71
per adult
98% of travellers recommend
Toronto: Niagara Falls Day Tour + Boat & Behind Falls Entry
See all activities in Toronto

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.