Little Italy Vacations from $632
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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.
Hotel Riu Plaza Toronto
Downtown Toronto
Price was $1,224, price is now $804 per person
$804
per person
May 27 - May 30
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Toronto (YYZ)
9.2/10 Wonderful! (2,063 reviews)
The hotel was clean and all of the staff were extremely friendly and attentive. We felt like we were at a resort. Good parking close by as well. Would highly recommend.
Reviewed on Mar 14, 2026
Nester St. Lawrence Market
Downtown Toronto
Save 100% on your flight
Price was $1,433, price is now $986 per person
$986
per person
Jun 6 - Jun 11
found 16 hours ago
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
9.6/10 Exceptional! (27 reviews)
I really enjoyed my stay. Will be doing this again
Reviewed on Mar 14, 2026
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
Hotel Riu Plaza Toronto
30 Widmer St Toronto ON
Fully refundableReserve now, pay when you stay
$143 nightly
The price is $176 total per night from Mar 19 to Mar 20
$176 total
Mar 19 - Mar 20
Total with taxes and fees
9.2/10 Wonderful! (2,222 reviews)
The hotel was clean and all of the staff were extremely friendly and attentive. We felt like we were at a resort. Good parking close by as well. Would highly recommend.
Reviewed on Mar 14, 2026
Holiday Inn Toronto Downtown Centre by IHG
30 Carlton Street Toronto ON
8.6/10 Excellent! (5,497 reviews)
The rooms were kinda small but very clean
Reviewed on Mar 14, 2026
Chelsea Hotel, Toronto
33 Gerrard St W Toronto ON
Fully refundableReserve now, pay when you stay
$123 nightly
The price is $151 total per night from Apr 1 to Apr 2
$151 total
Apr 1 - Apr 2
Total with taxes and fees
8.4/10 Very Good! (14,131 reviews)
Staff are friendly and helpful. The building is dated, but common areas of the property have been updated. Check-in/out process has been streamlined with self-serve screens (I was there years ago and this process was a nightmare). The rooms are a bit small, but functional and clean. Beds are comfortable. ...
Reviewed on Mar 14, 2026
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
Niagara Falls Day Tour from Toronto
$69
per adult
96% of travellers recommend
Niagara Falls Day & Night Tour - Cruise & Dinner (Optional)
$138
per adult
86% of travellers recommend
Hockey Hall of Fame Admission Ticket
$18
per adult
90% of travellers recommend
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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.