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Little Italy Vacations

Pack those stellar shades. We have Little Italy vacation deals for you!

If there’s one thing you should spend in this busy world, it’s your vacation days. We know it’s easy to hang onto them, but Hotwire votes for putting them to use. It’s time to let an adventure lead you away from the daily grind. Stock up on what really matters on your trip to Little Italy – great memories and a tall tale or two.

Hotwire can help you find your travel bliss with Little Italy vacation packages. Bundling your hotel, car and flight means more unexpected fun with the money you saved. We’ll cover the bases; now it’s time for you to get up and go!

Pack everything you want – then take half of it out

We mean it. It’s far too easy to over-pack. We recommend picking your essentials and washing them along the way. Then you’ll have room for that goofy souvenir you know you want – or for some new outfits from that cute boutique you discover.

Bring comfortable walking shoes on your trip to Little Italy

No one should have to endure walking tours in dress shoes or high heels. No one.

Bring photocopies of your passport or license

You flew home from a great Little Italy vacation but your most important documents stayed behind. We’ve heard that story before and recommend keeping an extra copy on hand – just in case. Hey, at least it wasn’t a family member.

Don’t underestimate the power of earplugs

Among crying babies, rowdy crowds and honking horns, take our word for it. One pair can save you from the zombie-like state of a sleepless night.

Always carry some cash

You’ll be ready for anything from an evil ATM to lost credit cards. Holding a little extra cash in your wallet and carry-on means you can breathe easy if anything unexpected pops up.

Explore like a local

Guidebooks and maps are great for getting an overview of the place, but to really dig in, go where the locals go. Pick up a newspaper or city magazine to see what restaurants and neighborhoods are hot. Check events listings and go see a band or attend a street festival. Or ask your friends for recommendations. You’d be surprised who in your circle knows Little Italy well.

Top Hotel Deals

See all 744 Hotels in Little Italy
Applewood Suites - Annex Coachhouse Loft

Applewood Suites - Annex Coachhouse Loft

112 Ulster Street, Toronto
4.5 out of 5.0

This apartment building is located in Toronto (Little Italy), close to Honest Ed's, University of Toronto, and Toronto Public Library. Also nearby are Canadian ...

Applewood Suites - Bathurst & College

Applewood Suites - Bathurst & College

307 Palmerston Avenue, Toronto
4.5 out of 5.0

This apartment building is located in Toronto (Little Italy), close to Honest Ed's, University of Toronto, and Canadian Broadcasting Centre. Also nearby are ...

$192

$192
Applewood Suites - Palmerston Avenue

Applewood Suites - Palmerston Avenue

307 Palmerston Avenue, Toronto
4.5 out of 5.0

This apartment building is located in Toronto (Little Italy), close to Trinity Bellwoods Park, University of Toronto, and Canadian Broadcasting Centre. Also ...

Chelsea Hotel, Toronto

Chelsea Hotel, Toronto

33 Gerrard St W, Toronto
4.0 out of 5.0

Eaton Centre shopping, Queen's Park, and Toronto's thriving theater scene, with its famous Elgin Theatre, are all within 3 blocks of this stylish, family-friendly ...

$112

$112
One King West Hotel & Residence

One King West Hotel & Residence

1 King Street West, Toronto
4.5 out of 5.0

Conveniently located at the corner of King and Yonge streets, One King West connects you to Toronto’s downtown business, entertainment, and shopping ...

$104

$104
The Fairmont Royal York

The Fairmont Royal York

100 Front St West, Toronto
4.5 out of 5.0

Set in the dynamic business district, The Fairmont Royal York hotel, built in 1929, is across the street from Union Station, 2 blocks from the convention center ...

$143

$143
DoubleTree by Hilton Toronto Airport

DoubleTree by Hilton Toronto Airport

925 Dixon Rd, Toronto

This 17-story hotel is 1 mile from the airport, International Centre, and Toronto Congress Center; the Woodbine Mall and Sherway Gardens Mall are within 3 ...

$94

$94
The Grand Hotel & Suites Toronto

The Grand Hotel & Suites Toronto

225 Jarvis St, Toronto
4.5 out of 5.0

This Toronto hotel is 3 blocks from Eaton Centre mall, 5 blocks from St Lawrence Market, a half-mile from the financial district, and 1 mile from the convention ...

$147

$147
Bond Place Hotel

Bond Place Hotel

65 Dundas St E, Toronto
3.5 out of 5.0

Located in Downtown Toronto, this eco-friendly hotel is within 1 mi (2 km) of Mackenzie House, University of Toronto, and Hockey Hall of Fame. Toronto Public ...

$91

$91
Courtyard by Marriott Downtown Toronto

Courtyard by Marriott Downtown Toronto

475 Yonge St, Toronto
4.0 out of 5.0

Located just north of the city center, the Courtyard by Marriott Downtown Toronto is a quarter-mile from Eaton Centre Mall and University of Toronto and one ...

$114

$114

Top Flight Deals

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.