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

Little Italy Vacations from $535

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.
  • 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
    $763
    $535
    per traveler
    found 1 day ago
    The Waterside Inn
  • A bar with a long counter, multiple stools, and a view of the cityscape at sunset.
    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 1 day ago
    1 Hotel Toronto
  • A modern hotel with a prominent corner entrance, large windows, and a visible street view.
    Jan 13 - Jan 18

    Hotel Riu Plaza Toronto + Flight

    Downtown Toronto
    5 nights
    4.0 star property
    9.4/10 - Exceptional (5,235 reviews)
    "Very friendly and professional staff, best hotel breakfast I’ve ever had, clean gym, clean room, beautiful bathroom. Overall, this felt like a very classy and well maintained hotel."
    Reviewed November 6, 2026
    Roundtrip • Boston (BOS) - Toronto (YYZ)
    BOS - YTZ • Nonstop YTZ - BOS • 1 stop
    $1,123
    $763
    per traveler
    found 1 day ago
    Hotel Riu Plaza Toronto
  • A modern living room with a stone wall, a fireplace, and a blue sofa.
    Jan 13 - Jan 18

    Sandman Signature Mississauga Hotel + Flight

    Northeast Mississauga
    5 nights
    4.0 star property
    8.8/10 - Excellent (4,326 reviews)
    "Denny’s late night menu always hit the spot after the bar"
    Reviewed November 6, 2026
    Roundtrip • Boston (BOS) - Toronto (YYZ)
    BOS - YTZ • Nonstop YTZ - BOS • 1 stop
    $1,185
    $819
    per traveler
    found 1 day ago
    Sandman Signature Mississauga Hotel
  • A modern hotel with a glass facade, a visible restaurant area, and a sign indicating it is located in Toronto.
    Dec 15 - Dec 20

    Shangri-La Toronto + Flight

    Downtown Toronto
    5 nights
    5.0 star property
    9.6/10 - Exceptional (1,421 reviews)
    Roundtrip • Dallas (DFW) - Toronto (YYZ)
    DFW - YYZ • Nonstop YYZ - DFW • Nonstop
    $1,966
    $1,361
    per traveler
    found 1 day ago
    Shangri-La Toronto

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.
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What to do near Little Italy

Toronto: Ripley's Aquarium of Canada Entry Ticket

Toronto: Ripley's Aquarium of Canada Entry Ticket

$33
per adult
94% of travelers recommend
Toronto: Ripley's Aquarium of Canada Entry Ticket
See all activities near Little Italy

Little Italy Hotel Deals

A modern hotel lobby with a large seating area, a bar, and a view of the cityscape.

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"
$168 nightly
The price is $201
Nov 27 - Nov 28
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.