Little Italy Vacations from $277
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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.
Sandman Hotel Oakville
Save 100% on your flight
Price was $623, price is now $327 per person
$327
per person
Jan 30 - Feb 4
found 17 hours ago
Roundtrip flight included
Miami (MIA) to Toronto (YYZ)
8.8/10 Excellent! (2,188 reviews)
The room I stayed in was very clean and the hotel
In general had a very upscale modern feel. I recommend this hotel based on my new experience
Reviewed on Nov 26, 2025
1 Hotel Toronto
Downtown Toronto
Save 100% on your flight
Price was $2,526, price is now $1,504 per person
$1,504
per person
Dec 27 - Jan 3
found 1 day ago
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
9.4/10 Exceptional! (632 reviews)
Fantastic service and such a beautiful place to stay - we will back !!!!
Reviewed on Nov 23, 2025
Canada Suites on Bay
Downtown Toronto
Save 100% on your flight
Price was $2,328, price is now $1,471 per person
$1,471
per person
Dec 27 - Jan 3
found 4 hours ago
Roundtrip flight included
New York (JFK) to Toronto (YYZ)
8.4/10 Very Good! (306 reviews)
Beds were terrible, way too soft and bouncy
Reviewed on Nov 16, 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
$117 nightly
The price is $144 total per night from Dec 12 to Dec 13
$144 total
Dec 12 - Dec 13
Total with taxes and fees
8.2/10 Very Good! (13,219 reviews)
Check in was a breeze. Staff very courteous
Reviewed on Nov 24, 2025
Toronto Don Valley Hotel and Suites
175 Wynford Drive Toronto ON
$82 nightly
The price is $101 total per night from Dec 26 to Dec 27
$101 total
Dec 26 - Dec 27
Total with taxes and fees
7.4/10 Good! (6,260 reviews)
Food was amazing. Staff and service was excellent. What a great establishment.
Reviewed on Nov 25, 2025
DoubleTree by Hilton Hotel Toronto Downtown
108 Chestnut St Toronto ON
Fully refundableReserve now, pay when you stay
$143 nightly
The price is $175 total per night from Nov 30 to Dec 1
$175 total
Nov 30 - Dec 1
Total with taxes and fees
8.8/10 Excellent! (5,462 reviews)
Clean room
Reviewed on Nov 21, 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
CN Tower
4.5/5(1,736 reviews)
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.
Rogers Centre
4.5/5(661 reviews)
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.
Canada's Wonderland
4/5(280 reviews)
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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- CN Tower
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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.