You can send multiple attachments in an email, as long as they do not add up to 25MB. If your attachment exceeds the 25MB limit, Google will automatically upload the file to your Google Drive and include a link instead of an attachment.
How can I send a video over 25 MB?
When you’re sending a file, you can add attachments in Gmail up to 25 MB—but what if you have larger files such as videos? Save these large files in Google Drive, then insert a link to the Drive or shared drive file in your email.