Little Italy Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 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
Top Holiday Package Deals in Little Italy
Price found within the past 48 hours. Click for updated prices.
The Waterside Inn
Port Credit
Price was CA $1,202, price is now CA $829 per person
CA $829
per person
Aug 3 - Aug 7
found 1 day ago
Roundtrip flight included
Edmonton (YEG) to Toronto (YYZ)
8.6/10 Excellent! (1,037 reviews)
Really nice hotel room overlooking the harbor. Clean and comfortable, would defiantly stay here again.
Reviewed on Jun 23, 2026
1 Hotel Toronto
Downtown Toronto
Price was CA $2,783, price is now CA $1,762 per person
CA $1,762
per person
Aug 27 - Aug 31
found 1 day ago
Roundtrip flight included
Edmonton (YEG) to Toronto (YYZ)
9.6/10 Exceptional! (738 reviews)
I was concerned when I arrived because I was in the heart of downtown during the World Cup, and this clearly was a bustling location. The clientele all appeared well-heeled and ready for a good time. I personally prefer a low key quiet stay, and I expressed that desire to the staff.
They reserved me a beautiful room on a higher floor. I told them that I am partial to quite few pillows and found a veritable pillow fort waiting for me! I had asked for a steamer to prepare a dress for an event I was attending and one was brought to me almost immediately.
The staff were incredibly warm and welcoming. The hotel itself if beautiful.
Truly the only constructive feedback I could give was that there was no jam with my croissant, and no English Breakfast tea in my room. Both entirely non-issues.
I will absolutely be staying here again.
Reviewed on Jun 17, 2026
Hotel Riu Plaza Toronto
Downtown Toronto
Price was CA $1,650, price is now CA $1,123 per person
CA $1,123
per person
Sep 2 - Sep 6
found 1 day ago
Roundtrip flight included
Edmonton (YEG) to Toronto (YYZ)
9.2/10 Wonderful! (3,715 reviews)
Good location, close to convenience stores, restaurants, theatres and major event stadia. Staff were very helpful and courteous.
Reviewed on Jun 23, 2026
Maple Leaf Square
Downtown Toronto
Price was CA $1,309, price is now CA $925 per person
CA $925
per person
Jul 31 - Aug 3
found 10 hours ago
Roundtrip flight included
Halifax (YHZ) to Toronto (YYZ)
8.2/10 Very good! (609 reviews)
Mapleleaf Square could not be in a better location for staying downtown. Took the train from Pearson Airport to Union Station and just walked to it without having to go outside. Right across from Rogers centre five minute walk to Ripley‘s aquarium. The apartment was clean and spacious for three of us. There were lots of shops, cafés and restaurants around. Would definitely book there again if going to Toronto.
Reviewed on Jun 22, 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(12,517 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
The price is CA $212 per night from Jul 12 to Jul 13
CA $212
CA $260 total
Jul 12 - Jul 13
includes taxes & fees
9/10 Wonderful! (197 reviews)
"Very comfortable bed, especially the pillows. Only offer a breakfast buffet or deli style coffee bar. In room coffee with paper cups awful."
Reviewed on Jun 24, 2026
Holiday Inn Toronto Downtown Centre by IHG
30 Carlton Street Toronto ON
The price is CA $199 per night from Jul 6 to Jul 7
CA $199
CA $244 total
Jul 6 - Jul 7
includes taxes & fees
8.6/10 Excellent! (5,965 reviews)
"Hotel is in a very convenient, downtown location. Rooms are small, but if you're only sleeping in them it's perfect. Staff are very friendly and helpful."
Reviewed on Jun 24, 2026
Toronto Don Valley Hotel and Suites
175 Wynford Drive Toronto ON
The price is CA $151 per night from Jun 28 to Jun 29
CA $151
CA $185 total
Jun 28 - Jun 29
includes taxes & fees
7.6/10 Good! (6,703 reviews)
"Room was really dirty, bed felt cheap and very thin blankets. The toilet was absolutely disgusting - full of gunk and debris underneath the tank."
Reviewed on Jun 24, 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.
Frequently asked questions
Things to do
Toronto: Ripley's Aquarium of Canada Entry Ticket
CA $46
per adult
94% of travellers recommend
Hockey Hall of Fame Admission Ticket
CA $34
per adult
92% of travellers recommend
Toronto: Casa Loma Entry Ticket
CA $45
per adult
90% of travellers recommend
Explore a world of travel with Expedia
- Brampton Hotels
- Hotels near Budweiser Stage
- Hotels near CF Toronto Eaton Centre
- Hotels near CN Tower
- Hotels near Canada's Wonderland
- All Inclusive Resorts and in Ontario
- Cheap Hotels in Ontario
- Family Hotels in Ontario
- Spa Hotels in Ontario
- Ontario Hotels
- Cheap Hotels in Downtown Toronto
- Downtown Toronto Hotels
- Markham Hotels
- Hotels near Metro Toronto Convention Centre
- Mississauga Hotels
- Niagara Falls Hotels
- Niagara-On-The-Lake Hotels
- North York Hotels
- Cabin Rentals in Ontario
- Cottages in Ontario
- Resorts in Ontario
- Hotels near Pearson Intl.
- Hotels near Princess of Wales Theatre
- Hotels near Queen Street West
- Hotels near Ripley's Aquarium of Canada
- Hotels near Rogers Centre
- Scarborough Hotels
- Hotels near Scotiabank Arena
- Hotels near Toronto General Hospital
- Hostels in Toronto
- All Inclusive Resorts and in Toronto
- Cheap Hotels in Toronto
- Hotels with Free Airport Shuttle in Toronto
- Luxury Hotels in Toronto
- Marriott Hotels & Resorts in Toronto
- Spa Hotels in Toronto
- Toronto Hotels
- Motels in Toronto
- Hotels near Union Station
- Hotels near University of Toronto - St. George Campus
- Vaughan Hotels
- Yorkville Hotels
- Flights to Toronto
- Flights to Ontario
- Flights from Billy Bishop Toronto City
- Flights from Pearson Intl.
- Flights from Toronto
- Flights from Delhi (DEL) to Toronto (YYZ)
- Flights from Manila (MNL) to Toronto (YYZ)
- Flights from Sault Ste. Marie (YAM) to Toronto (YTZ)
- Flights from Edmonton (YEG) to Toronto (YYZ)
- Flights from Halifax (YHZ) to Toronto (YTO)
- Flights from Ottawa (YOW) to Toronto (YYZ)
- Flights from Regina (YQR) to Toronto (YYZ)
- Flights from Thunder Bay (YQT) to Toronto (YYZ)
- Flights from Montreal (YUL) to Toronto (YYZ)
- Flights from Vancouver (YVR) to Toronto (YYZ)
- Flights from Winnipeg (YWG) to Toronto (YYZ)
- Flights from Saskatoon (YXE) to Toronto (YYZ)
- Flights from Abbotsford (YXX) to Toronto (YYZ)
- Flights from Calgary (YYC) to Toronto (YYZ)
- Flights from Toronto (YYZ) to Toronto (YTZ)
- Art Gallery of Ontario
- Bad Dog Comedy Theatre
- Bata Shoe Museum
- Bellevue Square
- Cf Toronto Eaton Centre
- Cn Tower
- Canadian National Exhibition
- Casa Loma
- Visit Centre Island
- Chinatown Centre
- Chinatown Vacations
- Christie Pits Park
- Fort York National Historic Site
- Graffiti Alley
- Kensington Market Vacations
- Kiever Synagogue
- Knox Presbyterian Church
- Nathan Phillips Square
- Ontario Vacations
- Path Underground Shopping Mall
- Queen Street West
- Queen's Park
- Ripley's Aquarium of Canada
- Rogers Centre
- Royal Ontario Museum
- Scotiabank Arena
- Spadina Avenue Shopping District
- St. Lawrence Market
- Visit Chinatown
- Visit Downtown Toronto
- Toronto Vacations
- University of Toronto - St. George Campus
- Yonge-Dundas Square
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.