Little Italy Vacations
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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.
Price found within the past 48 hours. Click for updated prices.
- Luxury 2 bedroom 2 full baths rooms
Jul 6 - Jul 12Luxury 2 bedroom 2 full baths rooms + Flight
Van Kirk6 nights5.0/10 - (4 reviews)"THIS IS A FRAUDULENT LISTING. Don't waste your time and money by booking this property.Unfortuanately I fell into the trap by booking this....got a call from the owner just few hours before the check-in time and was told that someone else has booked the place and my reservation did not go through even though my payment was processed through Expedia. The owner gave some lame excuse and clearly was a cheater. Expedia made an alternative arrangement since they were not able to make contact and was..."Reviewed August 30, 2023Roundtrip • New York (LGA) - Kitchener (YKF)LGA - YKF • 1 stop YTZ - EWR • 1 stop$1,230$846found 2 days agoper traveler - 1 Hotel Toronto
Aug 7 - Aug 121 Hotel Toronto + Flight
Downtown Toronto5 nights9.6/10 - 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, 2026Roundtrip • Boston (BOS) - Toronto (YYZ)BOS - YYZ • Nonstop YTZ - BOS • Nonstop$2,264$1,524found 1 day agoper traveler - GLOBALSTAY. Waterfront 5BR Townhouse. Private HOT TUB, Gym, Sauna
Aug 19 - Aug 23GLOBALSTAY. Waterfront 5BR Townhouse. Private HOT TUB, Gym, Sauna + Flight
Stoney Creek4 nights9.0/10 - Wonderful (17 reviews)"Felt like home with enough space for 7 of us plus more. "Reviewed May 12, 2026Roundtrip • New York (LGA) - Toronto (YYZ)LGA - YYZ • Nonstop YTZ - EWR • Nonstop$1,725$1,173found 2 days agoper traveler - The Waterside Inn
Jul 16 - Jul 23The Waterside Inn + Flight
Port Credit7 nights8.6/10 - Excellent (1,007 reviews)"Good"Reviewed June 2, 2026Roundtrip • Atlanta (ATL) - Toronto (YYZ)ATL - YYZ • Nonstop YYZ - ATL • Nonstop$1,583$1,099found 15 hours agoper traveler - New 3BR Townhouse, Minutes to Niagara Falls and Brock University by GLOBALSTAY
Aug 19 - Aug 23New 3BR Townhouse, Minutes to Niagara Falls and Brock University by GLOBALSTAY + Flight
Thorold4 nights9.0/10 - Wonderful (32 reviews)"Really enjoyed my stay at this townhouse. It’s located in a quiet, peaceful neighborhood, which made it easy to relax. The home itself was clean, comfortable, and had all the amenities I needed for a smooth stay. The backyard was a great bonus. This was a great balance of comfort, convenience, and privacy. I’d definitely stay here again!"Reviewed April 30, 2026Roundtrip • New York (LGA) - Toronto (YYZ)LGA - YYZ • Nonstop YTZ - EWR • Nonstop$1,380$960found 2 days agoper traveler
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(4,756 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
$173 nightly
The price is $212 total per night from Jun 7 to Jun 8
$212 total
Jun 7 - Jun 8
Total with taxes and 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 Jun 1, 2026
Holiday Inn Toronto Downtown Centre by IHG
30 Carlton Street Toronto ON
$185 nightly
The price is $227 total per night from Jun 7 to Jun 8
$227 total
Jun 7 - Jun 8
Total with taxes and fees
8.6/10 Excellent! (5,876 reviews)
"It was ok. Good price for downtown and close to Young St subway. Pool was kind of nasty, there was bunches of hair all around the pool and little black worm things crawling around. Looked like mosquito larvae. Room was clean but very small. I’d stay there again if on a budget. Parking in the underground ..."
Reviewed on Jun 2, 2026
Fairmont Royal York
100 Front St West Toronto ON
Fully refundableReserve now, pay when you stay
$245 nightly
The price is $301 total per night from Jun 14 to Jun 15
$301 total
Jun 14 - Jun 15
Total with taxes and fees
9/10 Wonderful! (8,166 reviews)
"The unique character of the hotel , the staff were amazing everything was perfect !"
Reviewed on Jun 1, 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
Toronto: Casa Loma Entry Ticket
$33
per adult
90% of travellers recommend
Toronto: Ripley's Aquarium of Canada Entry Ticket
$34
per adult
94% of travellers recommend
Niagara Falls Day Tour from Toronto
$72
per adult
96% 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.