Is CiviCRM going to ever change to be more like CiviCRM Webform?
The short answer is "yes." If you look at civicrm.org/roadmap you'll see 3 goals for the next evolution of CiviCRM, the first being:


  GOAL 1: A POWERFUL FORM DESIGNER
  
  Today our users, and those that support them, are able to customize
  CiviCRM installations with a number of powerful tools, many with point
  and click interfaces. But there are still some 'flies in the
  ointment', for example:
  
  
  Customizing layouts for some back-office screens (e.g. the contact
  summary page) requires developer skills and can complicate the upgrade
  processes.
  Some front-end screens (e.g. online contribution forms and
  event registration forms) have limited layout and page flow options.
  Our community spends too much time tweaking these pages to meet their
  requirements, and maintaining these tweaks through upgrades.
  Building
  and improving core forms requires developers to learn an antiquated
  and poorly documented form layer (HTML_QuickForm). This is an obstacle
  to bringing new developers into the ecosystem.
  
  
  A new and powerful form
  designer built with modern tools will make it quicker and easier for
  users and service providers to customize screens allowing them to work
  on  substantive improvements (for example like improved workflows for
  specific use cases).  It will attract more developers to the project,
  bringing their skills and experiences and resources to the project.
  Replacing older varied code with a new consistent set of tools will
  increase the mantainability of the code and reliablity of the product.


The core team has been discussing and refining this goal for several years, however there are still some hurdles to clear before it is achieved, the largest being a considerable funding gap. Building revenue streams and fundraising has taken some (but not all) core team attention away from developing new features.

As of this writing, a start has been made on goal #3 the next generation api, and a partner organization has been working on goal #2 Bootstrap theme integration. The core team has successfully laid the technical and community infrastructure in place for iterative improvements and their next task will be to start work on the form builder system with the goal of gradually replacing core forms with the new technology.