Little Italy Vacations from $283
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.
Modern Apartments in North York
North York
Save 100% on your flight
Price was $1,189, price is now $726 per person
$726
per person
Feb 9 - Feb 15
found 12 hours ago
Roundtrip flight included
Miami (MIA) to Toronto (YYZ)
7/10 Good! (181 reviews)
This property was one of the best that I have stayed in. Very quiet, close to all the things I needed on my trip.
Communication was brilliant and outlined everything for the guest to understand how things operate.
Easy key retrieval, security info and parking.
Thank-you,
Kelly Russell
Reviewed on Nov 27, 2025
Sandman Hotel Oakville
Save 100% on your flight
Price was $805, price is now $507 per person
$507
per person
Jan 30 - Feb 4
found 14 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
Hotel Riu Plaza Toronto
Downtown Toronto
Save 100% on your flight
Price was $946, price is now $598 per person
$598
per person
Dec 30 - Jan 2
found 18 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Toronto (YYZ)
9.2/10 Wonderful! (451 reviews)
I booked a Two night stay at Rui hotel for my Birthday. Shout out to Manuel who must have picked up on my DOB while checking me in, and to my Surprise I was warmly greeted when I arrived for breakfast on my Birthday, which was a surprise. I even got a sweet treat during breakfast and the staff sang Happy Birthday to me which made me really special. The buffet breakfast is top tier with a great selection to choose from. To top it all, House keeping left a nice treat after cleaning my room. This was a ten over ten experience and I will definitely be back because of the service I got at the hotel. It is centrally located with shops and transit which makes exploring Toronto alot easier.Thank you again to the team at Rui Hotel Toronto for making my Birthday one to remember.
Reviewed on Nov 28, 2025
The Sutton Place Hotel Toronto
Downtown Toronto
Save 100% on your flight
Price was $896, price is now $570 per person
$570
per person
Feb 13 - Feb 16
found 16 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Toronto (YYZ)
9.6/10 Exceptional! (2,505 reviews)
The Sutton Place is my preferred hotel in Toronto. Perfect location, great rooms and the staff are first rate, from front desk to restaurant servers and the maid service.
Reviewed on Nov 26, 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 29 to Dec 30
$144 total
Dec 29 - Dec 30
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
$83 nightly
The price is $101 total per night from Dec 29 to Dec 30
$101 total
Dec 29 - Dec 30
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
$137 nightly
The price is $168 total per night from Nov 30 to Dec 1
$168 total
Nov 30 - Dec 1
Total with taxes and fees
8.8/10 Excellent! (5,487 reviews)
We enjoyed our stay
Reviewed on Nov 27, 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
- Toronto Hotels
- Hotels near Downtown Toronto
- Vacation Homes in College St at Euclid Ave Stop
- Hotels near Palmerston
- Guest Houses in Dundas St West at Manning Ave Stop
- Hotels near Rogers Centre
- Hotels near College St at Bathurst St Stop
- Condo Rentals in Dundas St West at Shaw St Stop
- Apartments in Bathurst St at Nassau St
- Hotels near Bathurst St at Nassau St
- Condo Rentals in Bathurst St at Nassau St
- Hotels near Trinity - Bellwoods
- Hotels near Dundas St West at Bathurst St
- Guest Houses in Dundas St West at Bathurst St
- Hostels in College St at Borden St Stop
- Hotels near Dundas St West at Ossington Ave Stop
- Hotels near Trinity Bellwoods Park
- Condo Rentals in College St at Augusta Ave Stop
- Hotels near Koreatown
- Hotels near Dundas St West at Dovercourt Rd Stop
- Hotels near Kensington Market
- Apartments in Bathurst St at Robinson St Stop
- Cheap Hotels in Kensington Market
- 5 Star Hotels in Kensington Market
- Beach Hotels in Kensington Market
- Luxury Hotels in Kensington Market
- Historic Hotels in Kensington Market
- Apartments in Queen St West at Claremont St Stop
- Guest Houses in Queen St West at Claremont St Stop
- Hotels near Queen St West at Claremont St Stop
- Apartments in Queen St West at Strachan Ave Stop
- Hotels near West Queen West
- Hotels near Christie Pits Park
- Boutique Hotels in West Queen West
- Historic Hotels in West Queen West
- Condo Rentals in Dundas St West at Lisgar St Stop
- Guest Houses in Queen St West at Palmerston Ave Stop
- Condo Rentals in Queen St West at Palmerston Ave Stop
- Apartments in Dundas St West at Rusholme Rd West Side Stop
- Hotels near College St at Havelock St Stop
- Apartments in Ossington Station
- Cheap Hotels in Toronto
- Hotels near Bathurst Station
- Apartments in College St at Spadina Ave Stop
- Condo Rentals in College St at Rusholme Park Cres Stop
- Apartments in College St at Rusholme Park Cres Stop
- Hotels near Alexandra Park
- Boutique Hotels in Alexandra Park
- Condo Rentals in Queen St West at Ossington Ave Stop
- Hotels near Spadina Ave at College St South Side Stop
- Motels in Spadina Ave at College St South Side Stop
- Apartments in Queen St West at Bathurst St Stop
- Hostels in Spadina Ave at Nassau St South Side Stop
- Condo Rentals in Spadina Ave at Willcocks St Stop
- Hotels near Niagara
- Cheap Hotels in Little Portugal
- Hotels with Free Parking in Little Portugal
- Boutique Hotels in Little Portugal
- Toronto Vacations
- Visit Downtown Toronto
- Trinity Bellwoods Park
- Kiever Synagogue
- CN Tower
- Kensington Market Vacations
- Christie Pits Park
- University of Toronto - St. George Campus
- Graffiti Alley
- Chinatown Vacations
- Chinatown Centre
- PATH Underground Shopping Mall
- Visit Toronto
- Casa Loma
- Visit Kensington Market
- Art Gallery of Ontario
- Queen Street West
- Visit Koreatown
- Visit Chinatown
- Spadina Avenue Shopping District
- Bata Shoe Museum
- The Annex Vacations
- Visit West Queen West
- Ontario College of Art & Design University
- Spin Toronto
- Visit Alexandra Park
- Varsity Stadium
- Fort York National Historic Site
- Ontario Vacations
- Royal Ontario Museum
- Queen's Park
- Ontario Legislative Building
- Visit Little Portugal
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.