A storefront with 'Marinella Simply Italian' signage, a fire department connection sign, and a number '640' on the building.

Little Italy Vacations from $371

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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.
  • A hotel room with a large bed, a smaller bed, a TV, a mirror, and a round table.
    Jan 14 - Jan 18

    Novotel Toronto Vaughan Centre + Flight

    Vaughan
    4 nights
    3.0 star property
    9.0/10 - Wonderful (1,899 reviews)
    Roundtrip • Fort Lauderdale (FLL) - Toronto (YYZ)
    FLL - YYZ • Nonstop YYZ - FLL • Nonstop
    $487
    $371
    per traveler
    found 1 day ago
    Novotel Toronto Vaughan Centre
  • A modern kitchen with wooden stools, a dining area with a white sofa, and a large window providing a view of the city.
    Jan 15 - Jan 19

    1 Hotel Toronto + Flight

    Downtown Toronto
    4 nights
    5.0 star property
    9.6/10 - Exceptional (866 reviews)
    "."
    Reviewed November 3, 2026
    Roundtrip • Miami (MIA) - Toronto (YYZ)
    MIA - YYZ • Nonstop YYZ - FLL • 1 stop
    $1,627
    $1,041
    per traveler
    found 13 hours ago
    1 Hotel Toronto
  • The entrance to a building with a stone facade, large arched windows, and a sign reading "15 Stavebank."
    Jan 14 - Jan 18

    The Waterside Inn + Flight

    Port Credit
    4 nights
    3.5 star property
    8.6/10 - Excellent (1,162 reviews)
    Roundtrip • New York (JFK) - Toronto (YYZ)
    JFK - YYZ • Nonstop YYZ - JFK • 1 stop
    $725
    $492
    per traveler
    found 1 day ago
    The Waterside Inn
  • A hotel room with two beds, each with white linens and towels, a wooden headboard, bedside lamps, and a nightstand with a phone and clock.
    Jan 14 - Jan 18

    HarbourtFront Center + Flight

    Downtown Toronto
    4 nights
    2.5 star property
    8.6/10 - Excellent (11 reviews)
    "I was told I was going to share the room with 6 other people, they called me the day of, to let me know if I was okay with sharing the place with 6 people, they said if I wasn’t okay with it I can get a refund, so I let her know. I still haven’t gotten a refund, the 6 people i mentioned were never shown or I had no idea of it. I tried getting my money back through the bank and they said they tried calling the company but they say they never confirmed a refund even though they called me. I booked..."
    Reviewed November 5, 2026
    Roundtrip • New York (JFK) - Toronto (YYZ)
    JFK - YYZ • Nonstop YYZ - JFK • 1 stop
    $1,834
    $1,381
    per traveler
    found 21 hours ago
    HarbourtFront Center
  • A modern kitchen with a coffee maker, a dining area with a wooden table and chairs, and a large window with a city view.
    Jan 14 - Jan 17

    Elegant Downtown Apartments + Flight

    Downtown Toronto
    3 nights
    4.0 star property
    8.0/10 - Very good (789 reviews)
    Roundtrip • Miami (MIA) - Toronto (YYZ)
    FLL - YYZ • Nonstop YYZ - FLL • Nonstop
    $577
    $435
    per traveler
    found 10 hours ago
    Elegant Downtown Apartments

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
Learn more about Little Italy
A city skyline with modern skyscrapers, a prominent tower, and a calm river with boats.

Downtown Toronto

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.

A modern building with a unique angular design, illuminated at dusk.
Photo by Leo Li
Open Photo by Leo Li

North York

Home to interactive museums like Ontario Science Centre and Aga Khan Museum, North York offers ample shopping at Yorkdale Shopping Centre and Fairview Mall. Easily accessible via TTC subway and bus lines.

A nighttime city street with a moving train, illuminated buildings, and a sign for the Princess of Wales Theatre.

Toronto Entertainment District

Downtown Toronto's vibrant hub features theatres, performing arts centres, and Toronto Blue Jays games, with numerous bars and restaurants catering to diverse crowds. Don't miss the iconic CN Tower!

A city skyline with modern skyscrapers, a marina with boats, and a large body of water.

Etobicoke

Suburban and industrialized, Etobicoke boasts numerous parks like James Gardens and Centennial Park, as well as golf courses such as St. George's Golf and Country Club. Enjoy convenient public transportation via TTC and GO stations.

A riverbank with a rocky cliff and trees.

Scarborough

Situated atop Scarborough Bluffs, this diverse district offers shopping at Scarborough Town Centre and animal encounters at Toronto Zoo. Explore natural landmarks like Rouge Park and the Scarborough Bluffs, or hop on the TTC for easy transit access.

Discover the most popular places to visit in Little Italy

Mod Club Theatre

After visiting Mod Club Theatre, make a plan to see the other sights and activities in Toronto.
See properties

What to do near Little Italy

Toronto Hop-On Hop-Off Bus Tour & Free Harbour Cruise

City Sightseeing Toronto Hop-On Hop-Off Bus Tour

$50
per adult
84% of travelers recommend
City Sightseeing Toronto Hop-On Hop-Off Bus Tour
See all activities near Little Italy

Little Italy Hotel Deals

A modern living room with two armchairs, a coffee table, and a view of a cityscape at dusk.

Hilton Toronto

Hilton Toronto
4.0 star property
Financial District, 1.5 mi from Little Italy
9.0 out of 10, Wonderful, (2,410 reviews)
"Great stay"
$169 nightly
The price is $202
Nov 28 - Nov 29
Total with taxes and fees
Hilton Toronto
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.
See all properties in Little Italy
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.