Little Italy Vacations from $287
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to $1,045 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
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.
Sunrise BnB with Free Parking
East York
Save 100% on your flight
Price was $467, price is now $287 per person
$287
per person
Feb 13 - Feb 18
found 2 hours ago
Roundtrip flight included
Fort Lauderdale (FLL) to Toronto (YYZ)
7.6/10 Good! (30 reviews)
Yes everything looks incredible in good hands.
Reviewed on Nov 7, 2025
Sandman Hotel Hamilton
Lakeley
Save 100% on your flight
Price was $651, price is now $400 per person
$400
per person
Jan 15 - Jan 19
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Hamilton (YHM)
8.8/10 Excellent! (1,464 reviews)
Terrific stay at Hotel, friendly staff, the room was comfortable and enjoyable.
Only drawbacks were air unit not functional and TV couldn't connect to devices. However, they didn't affect the experience negatively. I hope to return again next year.
Reviewed on Nov 29, 2025
Canada Suites on Bay
Downtown Toronto
Save 100% on your flight
Price was $1,614, price is now $1,034 per person
$1,034
per person
Feb 13 - Feb 20
found 1 day ago
Roundtrip flight included
New York (LGA) 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
$120 nightly
The price is $147 total per night from Dec 1 to Dec 2
$147 total
Dec 1 - Dec 2
Total with taxes and fees
8.2/10 Very Good! (13,327 reviews)
Great staff, big room and it was very clean
Reviewed on Nov 29, 2025
Fairmont Royal York
100 Front St West Toronto ON
Fully refundableReserve now, pay when you stay
$140 nightly
The price is $171 total per night from Dec 15 to Dec 16
$171 total
Dec 15 - Dec 16
Total with taxes and fees
9/10 Wonderful! (7,448 reviews)
Nice staff
Reviewed on Nov 29, 2025
Toronto Don Valley Hotel and Suites
175 Wynford Drive Toronto ON
$83 nightly
The price is $102 total per night from Dec 1 to Dec 2
$102 total
Dec 1 - Dec 2
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
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.