Little Italy Vacations from $389
Book a Hotel + Flight or Car together to unlock savings
Your Little Italy Vacation
Book a customized vacation package to Little Italy and immerse yourself in its nightlife, distilleries and craft breweries and cafes. However you plan to spend your time in this food-lovers neighborhood, you'll find loads of opportunities for fun and relaxation. Can't wait to head out and see the sights during your trip to Little Italy? Be sure to check out nearby attractions such as CN Tower, Rogers Centre and Scotiabank Arena. Whatever your travel goals or budget, booking your perfect Little Italy vacation is a cinch with Expedia.
The Latest Little Italy Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Fairway Inn by the Falls
Fallsview
Price was $538, price is now $389 per person
$389
per person
Jan 16 - Jan 19
found 7 hours ago
Roundtrip flight included
Miami (MIA) to Toronto (YYZ)
6.4/10 (1,000 reviews)
Staff was very friendly while checking in and the hotel is close to everything Niagara has to offer - whether it’s the Falls or Clifton Hill. Also east and cheap parking. We would stay again.
Reviewed on Oct 26, 2025
Stallion Suites - Entertainment District
Downtown Toronto
Save 100% on your flight
Price was $1,264, price is now $826 per person
$826
per person
Jan 31 - Feb 4
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Toronto (YYZ)
9.8/10 Exceptional! (103 reviews)
Absolutely outstanding!
Reviewed on Aug 7, 2025
Hilton Toronto/Markham Suites Conference Centre & Spa
Price was $1,066, price is now $758 per person
$758
per person
Feb 23 - Mar 1
found 7 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Toronto (YYZ)
8.4/10 Very Good! (1,536 reviews)
My third time staying here and it remains incredible!!!! I do believe however there should be no additional cost for parking for guests who have booked rooms
Reviewed on Nov 29, 2025
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
Downtown Toronto
5 out of top 10 points of interest in this area
4.5/5(4,700 area reviews)
Dive into the bustling Entertainment District with its lively restaurants, nightclubs, and live theatre, or explore the upscale Yorkville area, boasting designer boutiques and world-class galleries. Don't miss the iconic Royal Ontario Museum and the revitalized Harbourfront area.
Little Italy Hotel Deals
Chelsea Hotel, Toronto
33 Gerrard St W Toronto ON
Fully refundableReserve now, pay when you stay
$133 nightly
The price is $163 total per night from Jan 6 to Jan 7
$163 total
Jan 6 - Jan 7, 2026
Total with taxes and fees
8.2/10 Very Good! (13,338 reviews)
Digital checkin and checkout is great
Reviewed on Dec 5, 2025
Fairmont Royal York
100 Front St West Toronto ON
Fully refundableReserve now, pay when you stay
$209 nightly
The price is $256 total per night from Jan 1 to Jan 2
$256 total
Jan 1 - Jan 2, 2026
Total with taxes and fees
9/10 Wonderful! (7,453 reviews)
Beautiful room in a gorgeous hotel. Fantastic location and amazing staff.
Reviewed on Dec 5, 2025
Holiday Inn Toronto Downtown Centre by IHG
30 Carlton Street Toronto ON
Fully refundable
$127 nightly
The price is $155 total per night from Dec 20 to Dec 21
$155 total
Dec 20 - Dec 21
Total with taxes and fees
8.4/10 Very Good! (4,941 reviews)
Clean.
Reviewed on Dec 5, 2025
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.
Discover the most popular places to visit in Little Italy
Rogers Centre
Come to this multipurpose stadium to watch baseball matches and football games, listen to concerts of famous bands, see family shows or simply tour this central entertainment complex.
CN Tower
Take the glass elevator to the lookout points on Toronto’s iconic landmark to enjoy views as far as Niagara Falls or have dinner in high style.
Canada's Wonderland
The highlight at this amusement park is the super-fast Leviathan ride, but there are 15 other roller coasters and more than 200 attractions to explore.
Things to do
Toronto: Ripley's Aquarium of Canada Entry Ticket
$33
per adult
90% of travellers recommend
Niagara Falls Day & Night Tour - Cruise & Dinner (Optional)
$121
per adult
84% of travellers recommend
Hockey Hall of Fame Admission Ticket
$18
per adult
88% of travellers recommend
Explore a world of travel with Expedia
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- Toronto Vacations
- Visit Downtown Toronto
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.