Beginning of main content
Trip Type
Flight 1
Flight 2
Flight 3
Flight 4
Flight 5

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 854 Hotels in Little Italy
Applewood Suites - Annex Coachhouse Loft

Applewood Suites - Annex Coachhouse Loft

112 Ulster Street, Toronto
    4.0 out of 5.0
     
     

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

    Applewood Suites - Bathurst & College

    Applewood Suites - Bathurst & College

    307 Palmerston Avenue, Toronto
      4.0 out of 5.0
       
       

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

      QuickStay - Chic & Modern Townhouse in Little Italy

      QuickStay - Chic & Modern Townhouse in Little Italy

      Clinton St. and College St., Toronto
        4.0 out of 5.0
         
         
        Applewood Suites - The Annex Lofts

        Applewood Suites - The Annex Lofts

        112 Ulster Street, Toronto
          3.5 out of 5.0
           
           

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

          Applewood Suites - Palmerston Avenue

          Applewood Suites - Palmerston Avenue

          307 Palmerston Avenue, Toronto
            4.0 out of 5.0
             
             

            This apartment building is located in Toronto (Little Italy), close to Trinity Bellwoods Park, CN Tower, and Ryerson University. Also nearby are Toronto Public ...

            Applewood Suites - 2 BDRM Annex Loft

            Applewood Suites - 2 BDRM Annex Loft

            110 Ulster Street Street, Toronto
              3.0 out of 5.0
               
               

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

              ChatEau BB

              ChatEau BB

              175 Markham St, Toronto
                 
                 
                One King West Hotel & Residence

                One King West Hotel & Residence

                1 King Street West, Toronto
                  4.0 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 ...

                  One King West Hotel & Residence$142

                  One King West Hotel & Residence$142
                  Chelsea Hotel, Toronto

                  Chelsea Hotel, Toronto

                  33 Gerrard St W, Toronto
                    3.5 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 ...

                    Chelsea Hotel, Toronto$156

                    Chelsea Hotel, Toronto$156
                    Ramada Plaza by Wyndham Toronto Downtown

                    Ramada Plaza by Wyndham Toronto Downtown

                    300 Jarvis Street, Toronto
                      3.0 out of 5.0
                       
                       

                      A quarter-mile from Eaton Centre, this downtown Toronto high-rise is 2 blocks from Yonge Street.

                      Ramada Plaza by Wyndham Toronto Downtown$138

                      Ramada Plaza by Wyndham Toronto Downtown$138

                      Top Flight Deals

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