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Southern Highlands Holiday Packages

Due to coronavirus (COVID-19) travel advisories, some destinations may be unavailable for certain dates. Find out more.
Due to coronavirus (COVID-19) travel advisories, some destinations may be unavailable for certain dates. Find out more.
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2021 Southern Highlands holiday deals

PARKROYAL Darling Harbour, Sydney
4.5 out of 5.0

Sun., 10 Jan. - Sun., 17 Jan.

Auckland Intl. - Kingsford Smith Intl.

NZ$1,147 per person
Flight + Hotel

PARKROYAL Darling Harbour, Sydney
Sydney Harbour Marriott Hotel at Circular Quay
5.0 out of 5.0

Sun., 10 Jan. - Sun., 17 Jan.

Auckland Intl. - Kingsford Smith Intl.

NZ$1,356 per person
Flight + Hotel

Sydney Harbour Marriott Hotel at Circular Quay
Sydney Hotel Harbour Suite
4.0 out of 5.0

Sun., 10 Jan. - Sun., 17 Jan.

Auckland Intl. - Kingsford Smith Intl.

NZ$849 per person
Flight + Hotel

Sydney Hotel Harbour Suite
Sofitel Sydney Wentworth
5.0 out of 5.0

Sun., 10 Jan. - Sun., 17 Jan.

Auckland Intl. - Kingsford Smith Intl.

NZ$1,125 per person
Flight + Hotel

Sofitel Sydney Wentworth
Ovolo 1888 Darling Harbour
4.0 out of 5.0

Sun., 10 Jan. - Sun., 17 Jan.

Auckland Intl. - Kingsford Smith Intl.

NZ$1,134 per person
Flight + Hotel

Ovolo 1888 Darling Harbour
Adina Apartment Hotel Sydney Central
4.5 out of 5.0

Sat., 16 Jan. - Wed., 20 Jan.

Auckland Intl. - Kingsford Smith Intl.

NZ$819 per person
Flight + Hotel

Adina Apartment Hotel Sydney Central
Amora Hotel Jamison Sydney
5.0 out of 5.0

Sun., 10 Jan. - Sun., 17 Jan.

Auckland Intl. - Kingsford Smith Intl.

NZ$1,100 per person
Flight + Hotel

Amora Hotel Jamison Sydney
Mantra 2 Bond Street
4.5 out of 5.0

Sun., 10 Jan. - Sun., 17 Jan.

Auckland Intl. - Kingsford Smith Intl.

NZ$1,210 per person
Flight + Hotel

Mantra 2 Bond Street
SKYE Suites Sydney
5.0 out of 5.0

Sun., 10 Jan. - Sun., 17 Jan.

Auckland Intl. - Kingsford Smith Intl.

NZ$1,310 per person
Flight + Hotel

SKYE Suites Sydney
Novotel Sydney on Darling Harbour
4.5 out of 5.0

Sun., 10 Jan. - Sun., 17 Jan.

Auckland Intl. - Kingsford Smith Intl.

NZ$1,129 per person
Flight + Hotel

Novotel Sydney on Darling Harbour
ibis Sydney World Square
3.5 out of 5.0

Sun., 10 Jan. - Sun., 17 Jan.

Auckland Intl. - Kingsford Smith Intl.

NZ$773 per person
Flight + Hotel

ibis Sydney World Square
The Fullerton Hotel Sydney
5.0 out of 5.0

Sat., 16 Jan. - Tue., 19 Jan.

Auckland Intl. - Kingsford Smith Intl.

NZ$895 per person
Flight + Hotel

The Fullerton Hotel Sydney

Top Southern Highlands Hotels

Price for 1 night 2 adults*

Gibraltar Hotel Bowral

Gibraltar Hotel Bowral

Boronia Street (off Centennial Road), Bowral, NSW
    4.5 out of 5.0
     
     
    4.4 out of 5 (424 reviews)

    Situated in Bowral, this luxury hotel is within 2 miles (3 km) of Corbett Gardens, Centennial Vineyards and Mount Gibraltar Reserve. International Cricket Hall ...

    from NZ$300

    Per night/room

    11 Oct. - 12 Oct.

    Peppers Manor House

    Peppers Manor House

    Kater Road, Sutton Forest, NSW
      5.0 out of 5.0
       
       
      4.2 out of 5 (144 reviews)

      Situated in a rural location, this luxury hotel is 0.7 mi (1.1 km) from Southern Highland Wines and within 3 miles (5 km) of Moss Vale Golf Club and Leighton ...

      from NZ$269

      Per night/room

      11 Oct. - 12 Oct.

      Peppers Craigieburn

      Peppers Craigieburn

      Centennial Road, Bowral, NSW
        4.5 out of 5.0
         
         
        4.2 out of 5 (498 reviews)

        Situated in the mountains, this luxury hotel is within 2 miles (3 km) of Centennial Vineyards, Corbett Gardens and Mount Gibraltar Reserve. International Cricket ...

        from NZ$215

        Per night/room

        11 Oct. - 12 Oct.

        The Imperial Motel

        The Imperial Motel

        Cnr Bong Bong & Bundaroo Sts, Bowral, NSW
          4.0 out of 5.0
           
           
          4.2 out of 5 (423 reviews)

          Situated in Bowral, this motel is within a 15-minute walk of Corbett Gardens and International Cricket Hall of Fame. Bowral Golf Course and Mount Gibraltar Reserve ...

          from NZ$157

          Per night/room

          11 Oct. - 12 Oct.

          Berrima Bakehouse Motel

          Berrima Bakehouse Motel

          19 Old Hume Highway, (entrance via Wingecarribee St), Berrima, NSW
            3.5 out of 5.0
             
             
            4.5 out of 5 (358 reviews)

            Located in Berrima, this motel is steps away from Berrima Gaol and Berrima Courthouse. Harper's Mansion and Cecil Hoskins Nature Reserve are also within 9 mi ...

            from NZ$151

            Per night/room

            6 Oct. - 7 Oct.

            Berida Hotel

            Berida Hotel

            6 David Street, Bowral, NSW
              4.0 out of 5.0
               
               
              4.1 out of 5 (531 reviews)

              Located in the heart of Bowral, this golf guesthouse is within 1 mile (2 km) of Bowral Golf Course, Corbett Gardens and International Cricket Hall of Fame. Mount ...

              from NZ$167

              Per night/room

              8 Oct. - 9 Oct.

              Briars Country Lodge

              Briars Country Lodge

              653 Moss Vale Road, Burradoo, NSW
                4.0 out of 5.0
                 
                 
                4.5 out of 5 (635 reviews)

                Located in Burradoo, this motel is 1 mi (1.7 km) from Cecil Hoskins Nature Reserve and 2.6 mi (4.2 km) from Leighton Gardens. Moss Vale Golf Club and Bowral ...

                from NZ$162

                Per night/room

                8 Oct. - 9 Oct.

                Bundanoon Hotel

                Bundanoon Hotel

                6-18 Erith Street, Bundanoon, NSW
                  2.5 out of 5.0
                   
                   
                  3.4 out of 5 (57 reviews)

                  Situated in Bundanoon, this hotel is 0.1 mi (0.1 km) from Morton National Park and within 3 miles (5 km) of Glow Worm Glen and Santi Forest Monastery. Sunnataram ...

                  from NZ$86

                  Per night/room

                  25 Oct. - 26 Oct.

                  The Dormie House - On The Golf Course

                  The Dormie House - On The Golf Course

                  Arthur Street, Moss Vale, NSW
                    3.5 out of 5.0
                     
                     
                    4.0 out of 5 (320 reviews)

                    Located in Moss Vale, this golf bed & breakfast is 0.1 mi (0.2 km) from Moss Vale Golf Club and 2.5 mi (4 km) from Southern Highland Wines. Bowral Golf Course ...

                    from NZ$135

                    Per night/room

                    13 Oct. - 14 Oct.

                    Milton Park Country House Hotel & Spa

                    Milton Park Country House Hotel & Spa

                    200 Horderns Road, Bowral, NSW
                      5.0 out of 5.0
                       
                       
                      4.5 out of 5 (265 reviews)

                      Situated in the historical district, this luxury hotel is within 6 miles (10 km) of International Cricket Hall of Fame, Bowral Golf Course and Corbett Gardens. ...

                      from NZ$362

                      Per night/room

                      13 Oct. - 14 Oct.

                      See all 227 Properties in Southern Highlands

                      Top Flight Deals

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

                      Fri., 2 Apr. - Tue., 20 Apr.
                      AKL
                      Auckland Intl.
                      to
                      SYD
                      Kingsford Smith Intl.
                      NZ$404

                      Return

                      found 2 days ago

                      Open AKL to SYD flights search result page
                      Sat., 20 Feb. - Thu., 18 Mar.
                      AKL
                      Auckland Intl.
                      to
                      SYD
                      Kingsford Smith Intl.
                      NZ$630

                      Return

                      found 1 day ago

                      Open AKL to SYD flights search result page
                      Sat., 20 Feb. - Thu., 18 Mar.
                      AKL
                      Auckland Intl.
                      to
                      SYD
                      Kingsford Smith Intl.
                      NZ$655

                      Return

                      found 1 day ago

                      Open AKL to SYD flights search result page
                      Fri., 18 Dec. - Sun., 10 Jan.
                      AKL
                      Auckland Intl.
                      to
                      SYD
                      Kingsford Smith Intl.
                      NZ$746

                      Return

                      just found

                      Open AKL to SYD flights search result page

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                      ^Savings based on all package bookings made with Flight + Hotel on Wotif.co.nz from January 1, 2019 to December 31, 2019, as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.

                      *Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.
                      ^Eligibility requirements and conditions apply.