Updating WordPress across multiple versions

I think it depends on the plugins which way will be better. I had a similar situation with this many plugins, but i had to update WordPress just from 4.7 to 4.7.3. My update order was:

  1. WordPress
  2. Theme
  3. Plugins
  4. Translations

If you are not sure, i think the best way is to copy your WordPress to a private server (for example you can use XAMPP on your local computer) and test the update process in there. If all works, it should work on your real instance as well.
Read this article for more information on copying your WordPress instance.

Related Posts:

  1. Updates for a private plugin?
  2. Disable update notification for individual plugins
  3. How can I stop WordPress from prompting me to enter FTP information when doing updates?
  4. what is the correct way to update a plugin via tortoise svn to the repository?
  5. An unexpected error occurred. Something may be wrong with WordPress.org or this server’s configuration
  6. Can I upgrade a plugin to a specific version?
  7. How to create custom message on plugin update
  8. Update plugin from personal API
  9. Why “Contact Form 7” doesn’t update PHPmailer library?
  10. Managing WP Core & Plugin Updates for Clients
  11. Get Latest Plugin Version from WP API
  12. Which files get updated in a plugin update?
  13. How wordpress detects a plugin update
  14. Overwrite textdomain of plugins by default – Lost Translation
  15. Updating WordPress – the best approach (updating wp core, plugins and db)
  16. plugin wants to update to wrong plugin
  17. How to update WordPress plugin readme.txt description page without triggering a plugin update?
  18. How can a plugin run a script after being updated in MultiSite?
  19. How to update plugin without overwrite custom code
  20. Hook (upgrader_process_complete) running moment
  21. What Triggers a Plugin Update Alert
  22. WordPress plugin search does not work and updates are not shown, VPS install
  23. Under which circumstances is the .maintenance file not deleted?
  24. Why users disable the WordPress update?
  25. Plugin child folder?
  26. Upgrading WordPress 4.0 asks for FTP password
  27. Plugins won’t update when WordPress says they’re updated
  28. All Updated Plugins Disappeared
  29. Override plugin functions in functions.php
  30. Skip file when plugin updated
  31. How to migrate from Mark Jaquith’s Subscribe to Comments plugin to Gurken’s new version?
  32. Can I upgrade plugins via FTP?
  33. Function to see how many plugins on a site need updating
  34. How to create a plugin that notifies for updates?
  35. Force Plugin Updates: “Update Failed: Plugin update failed.” after update one plugin
  36. What is the correct way to update both WP/plugins/themes without breaking the site?
  37. Can’t update/install plugins or WordPress
  38. How to update plugins with database updates if I use svn
  39. Display update notification messages like ‘What’s New’
  40. Two problems on my WordPress installation [closed]
  41. `plugins_api()`: why does a commercial plugin changelog link result in a tailing plugins repo check and 500 error? [closed]
  42. After upgrade to php 7 plugin/them updates broke [closed]
  43. Updating plugins asks for FTP information, why? (this is a new one)
  44. Procedural Question on Plugin Installation
  45. Some recent plugin updates have failed “Could not create directory”
  46. Malware installation during plugin update?
  47. How to test ‘upgrader_process_complete’ hook in plugin development?
  48. What happens if I don’t update my plugins?
  49. WordPress update and plugin install not working
  50. My homemade plugin is trying to update to someone else’s plugin
  51. What is a rock solid development and deployment workflow? [closed]
  52. How to update mu-plugin
  53. UpdraftPlus installed malware – scared to download or update plugins now! [closed]
  54. Child Themes and Updating Parent Theme
  55. Is there a maximum length to a WordPress Page?
  56. How to execute plugin and theme updates from a web hook / endpoint?
  57. Vulnerability Concern From the Plugin or From Not Updating the Plugin?
  58. Get site url and updates data, then use them
  59. Why does this code snippet create a critical error on my site? [closed]
  60. How do I change where a plugin pulls updates from?
  61. How to add update function to plugin without adding it to https://wordpress.org/plugins/ [closed]
  62. Plugin upgrade failing during unzip
  63. Cannot add edit themes and add plugins after multisite update
  64. Remove updates text on plugin or themes list page
  65. After a manual update, themes and plugins that were installed (and still in the directory) are not being seen
  66. What would make the plugin update process to complete but don’t report as such?
  67. WordPress plugins – “Update” in backend vs replacing all files with never version
  68. How can I disable new plugin and theme install, but allow updates?
  69. How to prepare (compress/zip) a plugin to enable updating instead of adding new instance?
  70. WordPress asks to update a plugin already updated
  71. Custom Plugin Update
  72. Block plugin update possibilities (but not by hiding notifications)
  73. Unable to update plugins or log out
  74. Update a previous version of plugin when the new plugin is built from the scratch
  75. WP core and plugin updates fail AWS
  76. Error after installing the WordPress plugin updates
  77. Gutenberg editor in WordPress 5.0.3 /wp-json/wp/v2/pages/4713/autosaves?_locale=user 500 (Internal Server Error)
  78. Website content not displayed anymore after updates
  79. Custom plugin which downloads updates from custom endpoint, extracts new version zip into a new name
  80. Unmatch plugin from updates?
  81. Update and remove buttons are hidden in plugin’s page
  82. Pause form submissions while upgrading plugins
  83. Why all my wordpress sites keeps telling me that everything is up to date at /wp-admin/update-core.php?
  84. WordPress update plugin through Dashboard/Plugins displaying error
  85. Surviving WordPress and plugin updates
  86. How to keep edited plugins updated?
  87. MobilePress plugin and WordPress 4.1 update
  88. How to speed up installing plugins and upgrading WordPress
  89. Automatic updates of plugins and themes outside of wordpress.org
  90. No feedback when installing plugins or updating
  91. No plugin updates after moving wp-config.php above root map
  92. Manually updating a plugin , is it overriding the previous settings of the plugin?
  93. How to include a custom thumbnail with my WordPress plugin?
  94. Plugin update warning
  95. Self-hosted Plugins & Themes store with auto-updates? [closed]
  96. Console errors after WordPress Update 6.1
  97. How to update changes to multiple sites at the same time
  98. How to Enfroce Domain Licensing Limits? [closed]
  99. Can WordPress updates take down site functions?
  100. Failed to update a post when I add a taxonomy to it