Little Italy Vacation Packages 2026 from $543

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 Waterside Inn

Port Credit

$543

per person

Oct 22 - Oct 26

found 22 hours ago

Roundtrip flight included

Fort Lauderdale (FLL) to Toronto (YYZ)

8.6/10 Excellent! (1,090 reviews)

Clean rooms but. No bottled water for drinking !!! Has to go out a block away to buy some. The amenities were spartan , Housekeeping staff was non existent, I requested for extra towels but it took 2 calls is the morning and they weren’t busy at all, Worse is that I put a dig. Out to clean or tidy up the room , but got back at 9 pm snd nothing was cleaned up I am looking for at least some credit for the inconvenience, it’s a shame device is poor, or no people at all,

Reviewed on Sep 20, 2026

Spectacular Views Apartments

Downtown Toronto

Save 100% on your flight

$864

per person

Nov 11 - Nov 16

found 14 hours ago

Roundtrip flight included

Miami (MIA) to Toronto (YYZ)

8.8/10 Excellent! (52 reviews)

1 Hotel Toronto

Downtown Toronto

$789

per person

Oct 23 - Oct 25

found 1 day ago

Roundtrip flight included

Newark Liberty Intl. Airport (EWR) to Toronto (YYZ)

9.6/10 Exceptional! (792 reviews)

The Brick Hotel

Old Toronto

$715

per person

Nov 26 - Nov 29

found 1 day ago

Roundtrip flight included

New York (NYC) to Toronto (YYZ)

9.8/10 Exceptional! (16 reviews)

Très belle emplacement et restaurant proche et pas trop loin du Roger center

Reviewed on Sep 13, 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

A row of international flags in front of a historic building with ornate architecture.

Downtown Toronto

5 out of top 10 points of interest in this area

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 well-manicured garden with geometric hedges, a variety of flowering plants, and a central tall tree.

North York

1 out of top 10 points of interest in this area

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 row of Victorian-style houses with steep gabled roofs, surrounded by lush greenery and a well-maintained lawn.

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 large wooden climbing structure with multiple levels and ropes.

Scarborough

1 out of top 10 points of interest in this area

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.

An aerial view of a city with a river, high-rise buildings, and a bridge.

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!

Little Italy Hotel Deals

Toronto Don Valley Hotel and Suites

175 Wynford Drive Toronto ON

$104 nightly

$124 total

Oct 20 - Oct 21

Total with taxes and fees

Chelsea Hotel, Toronto

33 Gerrard St W Toronto ON

Fully refundableReserve now, pay when you stay

$151 nightly

$181 total

Oct 12 - Oct 13

Total with taxes and fees

8.8/10 Excellent! (2,010 reviews)

"This property was very nice and lively. The staff were really helpful, I arrived about 4 hours before check-in and they checked me in at no additional charge which was awesome. I will say the bathroom could have been more upgraded but overall it was clean and I would return. Great location I walked ..."

Reviewed on Sep 21, 2026

Great Canadian Casino Resort Toronto

1133 Queens Plate Dr Toronto ON

Fully refundableReserve now, pay when you stay

$116 nightly

$139 total

Oct 12 - Oct 13

Total with taxes and fees

9/10 Wonderful! (6,824 reviews)

"Close to the airport ."

Reviewed on Sep 21, 2026

See all 6,492 properties in Little Italy

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.