diff --git a/Cargo.lock b/Cargo.lock
index 7863f31fa9..205804abe4 100644
--- a/Cargo.lock
+++ b/Cargo.lock
@@ -2180,6 +2180,7 @@ dependencies = [
  "flate2",
  "futures",
  "serde",
+ "thiserror",
  "tokio",
  "uuid",
 ]
diff --git a/cli/file_fetcher.rs b/cli/file_fetcher.rs
index 69daf14954..e92aca5420 100644
--- a/cli/file_fetcher.rs
+++ b/cli/file_fetcher.rs
@@ -333,7 +333,7 @@ impl FileFetcher {
         )
       })?;
 
-    let bytes = blob.read_all().await?;
+    let bytes = blob.read_all().await;
     let headers =
       HashMap::from([("content-type".to_string(), blob.media_type.clone())]);
 
diff --git a/ext/crypto/lib.rs b/ext/crypto/lib.rs
index c96029bf4a..b5bafc580b 100644
--- a/ext/crypto/lib.rs
+++ b/ext/crypto/lib.rs
@@ -149,10 +149,7 @@ pub fn op_crypto_get_random_values(
   #[buffer] out: &mut [u8],
 ) -> Result<(), AnyError> {
   if out.len() > 65536 {
-    return Err(
-      deno_web::DomExceptionQuotaExceededError::new(&format!("The ArrayBufferView's byte length ({}) exceeds the number of bytes of entropy available via this API (65536)", out.len()))
-        .into(),
-    );
+    return Err(custom_error("DOMExceptionQuotaExceededError", format!("The ArrayBufferView's byte length ({}) exceeds the number of bytes of entropy available via this API (65536)", out.len())));
   }
 
   let maybe_seeded_rng = state.try_borrow_mut::<StdRng>();
diff --git a/ext/web/Cargo.toml b/ext/web/Cargo.toml
index 3d01e573d5..ad44f53202 100644
--- a/ext/web/Cargo.toml
+++ b/ext/web/Cargo.toml
@@ -23,6 +23,7 @@ encoding_rs.workspace = true
 flate2 = { workspace = true, features = ["default"] }
 futures.workspace = true
 serde = "1.0.149"
+thiserror.workspace = true
 tokio.workspace = true
 uuid = { workspace = true, features = ["serde"] }
 
diff --git a/ext/web/blob.rs b/ext/web/blob.rs
index 392f36acb8..bc64a0f27e 100644
--- a/ext/web/blob.rs
+++ b/ext/web/blob.rs
@@ -7,8 +7,6 @@ use std::rc::Rc;
 use std::sync::Arc;
 
 use async_trait::async_trait;
-use deno_core::error::type_error;
-use deno_core::error::AnyError;
 use deno_core::op2;
 use deno_core::parking_lot::Mutex;
 use deno_core::url::Url;
@@ -19,6 +17,18 @@ use serde::Deserialize;
 use serde::Serialize;
 use uuid::Uuid;
 
+#[derive(Debug, thiserror::Error)]
+pub enum BlobError {
+  #[error("Blob part not found")]
+  BlobPartNotFound,
+  #[error("start + len can not be larger than blob part size")]
+  SizeLargerThanBlobPart,
+  #[error("Blob URLs are not supported in this context")]
+  BlobURLsNotSupported,
+  #[error(transparent)]
+  Url(#[from] deno_core::url::ParseError),
+}
+
 use crate::Location;
 
 pub type PartMap = HashMap<Uuid, Arc<dyn BlobPart + Send + Sync>>;
@@ -96,18 +106,18 @@ pub struct Blob {
 
 impl Blob {
   // TODO(lucacsonato): this should be a stream!
-  pub async fn read_all(&self) -> Result<Vec<u8>, AnyError> {
+  pub async fn read_all(&self) -> Vec<u8> {
     let size = self.size();
     let mut bytes = Vec::with_capacity(size);
 
     for part in &self.parts {
-      let chunk = part.read().await?;
+      let chunk = part.read().await;
       bytes.extend_from_slice(chunk);
     }
 
     assert_eq!(bytes.len(), size);
 
-    Ok(bytes)
+    bytes
   }
 
   fn size(&self) -> usize {
@@ -122,7 +132,7 @@ impl Blob {
 #[async_trait]
 pub trait BlobPart: Debug {
   // TODO(lucacsonato): this should be a stream!
-  async fn read(&self) -> Result<&[u8], AnyError>;
+  async fn read(&self) -> &[u8];
   fn size(&self) -> usize;
 }
 
@@ -137,8 +147,8 @@ impl From<Vec<u8>> for InMemoryBlobPart {
 
 #[async_trait]
 impl BlobPart for InMemoryBlobPart {
-  async fn read(&self) -> Result<&[u8], AnyError> {
-    Ok(&self.0)
+  async fn read(&self) -> &[u8] {
+    &self.0
   }
 
   fn size(&self) -> usize {
@@ -155,9 +165,9 @@ pub struct SlicedBlobPart {
 
 #[async_trait]
 impl BlobPart for SlicedBlobPart {
-  async fn read(&self) -> Result<&[u8], AnyError> {
-    let original = self.part.read().await?;
-    Ok(&original[self.start..self.start + self.len])
+  async fn read(&self) -> &[u8] {
+    let original = self.part.read().await;
+    &original[self.start..self.start + self.len]
   }
 
   fn size(&self) -> usize {
@@ -189,19 +199,17 @@ pub fn op_blob_slice_part(
   state: &mut OpState,
   #[serde] id: Uuid,
   #[serde] options: SliceOptions,
-) -> Result<Uuid, AnyError> {
+) -> Result<Uuid, BlobError> {
   let blob_store = state.borrow::<Arc<BlobStore>>();
   let part = blob_store
     .get_part(&id)
-    .ok_or_else(|| type_error("Blob part not found"))?;
+    .ok_or(BlobError::BlobPartNotFound)?;
 
   let SliceOptions { start, len } = options;
 
   let size = part.size();
   if start + len > size {
-    return Err(type_error(
-      "start + len can not be larger than blob part size",
-    ));
+    return Err(BlobError::SizeLargerThanBlobPart);
   }
 
   let sliced_part = SlicedBlobPart { part, start, len };
@@ -215,14 +223,14 @@ pub fn op_blob_slice_part(
 pub async fn op_blob_read_part(
   state: Rc<RefCell<OpState>>,
   #[serde] id: Uuid,
-) -> Result<ToJsBuffer, AnyError> {
+) -> Result<ToJsBuffer, BlobError> {
   let part = {
     let state = state.borrow();
     let blob_store = state.borrow::<Arc<BlobStore>>();
     blob_store.get_part(&id)
   }
-  .ok_or_else(|| type_error("Blob part not found"))?;
-  let buf = part.read().await?;
+  .ok_or(BlobError::BlobPartNotFound)?;
+  let buf = part.read().await;
   Ok(ToJsBuffer::from(buf.to_vec()))
 }
 
@@ -238,13 +246,13 @@ pub fn op_blob_create_object_url(
   state: &mut OpState,
   #[string] media_type: String,
   #[serde] part_ids: Vec<Uuid>,
-) -> Result<String, AnyError> {
+) -> Result<String, BlobError> {
   let mut parts = Vec::with_capacity(part_ids.len());
   let blob_store = state.borrow::<Arc<BlobStore>>();
   for part_id in part_ids {
     let part = blob_store
       .get_part(&part_id)
-      .ok_or_else(|| type_error("Blob part not found"))?;
+      .ok_or(BlobError::BlobPartNotFound)?;
     parts.push(part);
   }
 
@@ -263,7 +271,7 @@ pub fn op_blob_create_object_url(
 pub fn op_blob_revoke_object_url(
   state: &mut OpState,
   #[string] url: &str,
-) -> Result<(), AnyError> {
+) -> Result<(), BlobError> {
   let url = Url::parse(url)?;
   let blob_store = state.borrow::<Arc<BlobStore>>();
   blob_store.remove_object_url(&url);
@@ -287,15 +295,15 @@ pub struct ReturnBlobPart {
 pub fn op_blob_from_object_url(
   state: &mut OpState,
   #[string] url: String,
-) -> Result<Option<ReturnBlob>, AnyError> {
+) -> Result<Option<ReturnBlob>, BlobError> {
   let url = Url::parse(&url)?;
   if url.scheme() != "blob" {
     return Ok(None);
   }
 
-  let blob_store = state.try_borrow::<Arc<BlobStore>>().ok_or_else(|| {
-    type_error("Blob URLs are not supported in this context.")
-  })?;
+  let blob_store = state
+    .try_borrow::<Arc<BlobStore>>()
+    .ok_or(BlobError::BlobURLsNotSupported)?;
   if let Some(blob) = blob_store.get_object_url(url) {
     let parts = blob
       .parts
diff --git a/ext/web/compression.rs b/ext/web/compression.rs
index b9ae12ef17..6967009915 100644
--- a/ext/web/compression.rs
+++ b/ext/web/compression.rs
@@ -1,7 +1,5 @@
 // Copyright 2018-2024 the Deno authors. All rights reserved. MIT license.
 
-use deno_core::error::type_error;
-use deno_core::error::AnyError;
 use deno_core::op2;
 use flate2::write::DeflateDecoder;
 use flate2::write::DeflateEncoder;
@@ -13,6 +11,18 @@ use flate2::Compression;
 use std::cell::RefCell;
 use std::io::Write;
 
+#[derive(Debug, thiserror::Error)]
+pub enum CompressionError {
+  #[error("Unsupported format")]
+  UnsupportedFormat,
+  #[error("resource is closed")]
+  ResourceClosed,
+  #[error(transparent)]
+  IoTypeError(std::io::Error),
+  #[error(transparent)]
+  Io(std::io::Error),
+}
+
 #[derive(Debug)]
 struct CompressionResource(RefCell<Option<Inner>>);
 
@@ -34,7 +44,7 @@ enum Inner {
 pub fn op_compression_new(
   #[string] format: &str,
   is_decoder: bool,
-) -> Result<CompressionResource, AnyError> {
+) -> Result<CompressionResource, CompressionError> {
   let w = Vec::new();
   let inner = match (format, is_decoder) {
     ("deflate", true) => Inner::DeflateDecoder(ZlibDecoder::new(w)),
@@ -49,7 +59,7 @@ pub fn op_compression_new(
     ("gzip", false) => {
       Inner::GzEncoder(GzEncoder::new(w, Compression::default()))
     }
-    _ => return Err(type_error("Unsupported format")),
+    _ => return Err(CompressionError::UnsupportedFormat),
   };
   Ok(CompressionResource(RefCell::new(Some(inner))))
 }
@@ -59,40 +69,38 @@ pub fn op_compression_new(
 pub fn op_compression_write(
   #[cppgc] resource: &CompressionResource,
   #[anybuffer] input: &[u8],
-) -> Result<Vec<u8>, AnyError> {
+) -> Result<Vec<u8>, CompressionError> {
   let mut inner = resource.0.borrow_mut();
-  let inner = inner
-    .as_mut()
-    .ok_or_else(|| type_error("resource is closed"))?;
+  let inner = inner.as_mut().ok_or(CompressionError::ResourceClosed)?;
   let out: Vec<u8> = match &mut *inner {
     Inner::DeflateDecoder(d) => {
-      d.write_all(input).map_err(|e| type_error(e.to_string()))?;
-      d.flush()?;
+      d.write_all(input).map_err(CompressionError::IoTypeError)?;
+      d.flush().map_err(CompressionError::Io)?;
       d.get_mut().drain(..)
     }
     Inner::DeflateEncoder(d) => {
-      d.write_all(input).map_err(|e| type_error(e.to_string()))?;
-      d.flush()?;
+      d.write_all(input).map_err(CompressionError::IoTypeError)?;
+      d.flush().map_err(CompressionError::Io)?;
       d.get_mut().drain(..)
     }
     Inner::DeflateRawDecoder(d) => {
-      d.write_all(input).map_err(|e| type_error(e.to_string()))?;
-      d.flush()?;
+      d.write_all(input).map_err(CompressionError::IoTypeError)?;
+      d.flush().map_err(CompressionError::Io)?;
       d.get_mut().drain(..)
     }
     Inner::DeflateRawEncoder(d) => {
-      d.write_all(input).map_err(|e| type_error(e.to_string()))?;
-      d.flush()?;
+      d.write_all(input).map_err(CompressionError::IoTypeError)?;
+      d.flush().map_err(CompressionError::Io)?;
       d.get_mut().drain(..)
     }
     Inner::GzDecoder(d) => {
-      d.write_all(input).map_err(|e| type_error(e.to_string()))?;
-      d.flush()?;
+      d.write_all(input).map_err(CompressionError::IoTypeError)?;
+      d.flush().map_err(CompressionError::Io)?;
       d.get_mut().drain(..)
     }
     Inner::GzEncoder(d) => {
-      d.write_all(input).map_err(|e| type_error(e.to_string()))?;
-      d.flush()?;
+      d.write_all(input).map_err(CompressionError::IoTypeError)?;
+      d.flush().map_err(CompressionError::Io)?;
       d.get_mut().drain(..)
     }
   }
@@ -105,27 +113,27 @@ pub fn op_compression_write(
 pub fn op_compression_finish(
   #[cppgc] resource: &CompressionResource,
   report_errors: bool,
-) -> Result<Vec<u8>, AnyError> {
+) -> Result<Vec<u8>, CompressionError> {
   let inner = resource
     .0
     .borrow_mut()
     .take()
-    .ok_or_else(|| type_error("resource is closed"))?;
+    .ok_or(CompressionError::ResourceClosed)?;
   let out = match inner {
     Inner::DeflateDecoder(d) => {
-      d.finish().map_err(|e| type_error(e.to_string()))
+      d.finish().map_err(CompressionError::IoTypeError)
     }
     Inner::DeflateEncoder(d) => {
-      d.finish().map_err(|e| type_error(e.to_string()))
+      d.finish().map_err(CompressionError::IoTypeError)
     }
     Inner::DeflateRawDecoder(d) => {
-      d.finish().map_err(|e| type_error(e.to_string()))
+      d.finish().map_err(CompressionError::IoTypeError)
     }
     Inner::DeflateRawEncoder(d) => {
-      d.finish().map_err(|e| type_error(e.to_string()))
+      d.finish().map_err(CompressionError::IoTypeError)
     }
-    Inner::GzDecoder(d) => d.finish().map_err(|e| type_error(e.to_string())),
-    Inner::GzEncoder(d) => d.finish().map_err(|e| type_error(e.to_string())),
+    Inner::GzDecoder(d) => d.finish().map_err(CompressionError::IoTypeError),
+    Inner::GzEncoder(d) => d.finish().map_err(CompressionError::IoTypeError),
   };
   match out {
     Err(err) => {
diff --git a/ext/web/lib.rs b/ext/web/lib.rs
index 3977379a5d..4935af5bd3 100644
--- a/ext/web/lib.rs
+++ b/ext/web/lib.rs
@@ -6,9 +6,6 @@ mod message_port;
 mod stream_resource;
 mod timers;
 
-use deno_core::error::range_error;
-use deno_core::error::type_error;
-use deno_core::error::AnyError;
 use deno_core::op2;
 use deno_core::url::Url;
 use deno_core::v8;
@@ -22,10 +19,14 @@ use encoding_rs::DecoderResult;
 use encoding_rs::Encoding;
 use std::borrow::Cow;
 use std::cell::RefCell;
-use std::fmt;
 use std::path::PathBuf;
 use std::sync::Arc;
 
+pub use blob::BlobError;
+pub use compression::CompressionError;
+pub use message_port::MessagePortError;
+pub use stream_resource::StreamResourceError;
+
 use crate::blob::op_blob_create_object_url;
 use crate::blob::op_blob_create_part;
 use crate::blob::op_blob_from_object_url;
@@ -126,9 +127,27 @@ deno_core::extension!(deno_web,
   }
 );
 
+#[derive(Debug, thiserror::Error)]
+pub enum WebError {
+  #[error("Failed to decode base64")]
+  Base64Decode,
+  #[error("The encoding label provided ('{0}') is invalid.")]
+  InvalidEncodingLabel(String),
+  #[error("buffer exceeds maximum length")]
+  BufferTooLong,
+  #[error("Value too large to decode")]
+  ValueTooLarge,
+  #[error("Provided buffer too small")]
+  BufferTooSmall,
+  #[error("The encoded data is not valid")]
+  DataInvalid,
+  #[error(transparent)]
+  DataError(#[from] v8::DataError),
+}
+
 #[op2]
 #[serde]
-fn op_base64_decode(#[string] input: String) -> Result<ToJsBuffer, AnyError> {
+fn op_base64_decode(#[string] input: String) -> Result<ToJsBuffer, WebError> {
   let mut s = input.into_bytes();
   let decoded_len = forgiving_base64_decode_inplace(&mut s)?;
   s.truncate(decoded_len);
@@ -137,7 +156,7 @@ fn op_base64_decode(#[string] input: String) -> Result<ToJsBuffer, AnyError> {
 
 #[op2]
 #[serde]
-fn op_base64_atob(#[serde] mut s: ByteString) -> Result<ByteString, AnyError> {
+fn op_base64_atob(#[serde] mut s: ByteString) -> Result<ByteString, WebError> {
   let decoded_len = forgiving_base64_decode_inplace(&mut s)?;
   s.truncate(decoded_len);
   Ok(s)
@@ -147,11 +166,9 @@ fn op_base64_atob(#[serde] mut s: ByteString) -> Result<ByteString, AnyError> {
 #[inline]
 fn forgiving_base64_decode_inplace(
   input: &mut [u8],
-) -> Result<usize, AnyError> {
-  let error =
-    || DomExceptionInvalidCharacterError::new("Failed to decode base64");
-  let decoded =
-    base64_simd::forgiving_decode_inplace(input).map_err(|_| error())?;
+) -> Result<usize, WebError> {
+  let decoded = base64_simd::forgiving_decode_inplace(input)
+    .map_err(|_| WebError::Base64Decode)?;
   Ok(decoded.len())
 }
 
@@ -177,13 +194,9 @@ fn forgiving_base64_encode(s: &[u8]) -> String {
 #[string]
 fn op_encoding_normalize_label(
   #[string] label: String,
-) -> Result<String, AnyError> {
+) -> Result<String, WebError> {
   let encoding = Encoding::for_label_no_replacement(label.as_bytes())
-    .ok_or_else(|| {
-      range_error(format!(
-        "The encoding label provided ('{label}') is invalid."
-      ))
-    })?;
+    .ok_or(WebError::InvalidEncodingLabel(label))?;
   Ok(encoding.name().to_lowercase())
 }
 
@@ -192,7 +205,7 @@ fn op_encoding_decode_utf8<'a>(
   scope: &mut v8::HandleScope<'a>,
   #[anybuffer] zero_copy: &[u8],
   ignore_bom: bool,
-) -> Result<v8::Local<'a, v8::String>, AnyError> {
+) -> Result<v8::Local<'a, v8::String>, WebError> {
   let buf = &zero_copy;
 
   let buf = if !ignore_bom
@@ -216,7 +229,7 @@ fn op_encoding_decode_utf8<'a>(
   // - https://github.com/v8/v8/blob/d68fb4733e39525f9ff0a9222107c02c28096e2a/include/v8.h#L3277-L3278
   match v8::String::new_from_utf8(scope, buf, v8::NewStringType::Normal) {
     Some(text) => Ok(text),
-    None => Err(type_error("buffer exceeds maximum length")),
+    None => Err(WebError::BufferTooLong),
   }
 }
 
@@ -227,12 +240,9 @@ fn op_encoding_decode_single(
   #[string] label: String,
   fatal: bool,
   ignore_bom: bool,
-) -> Result<U16String, AnyError> {
-  let encoding = Encoding::for_label(label.as_bytes()).ok_or_else(|| {
-    range_error(format!(
-      "The encoding label provided ('{label}') is invalid."
-    ))
-  })?;
+) -> Result<U16String, WebError> {
+  let encoding = Encoding::for_label(label.as_bytes())
+    .ok_or(WebError::InvalidEncodingLabel(label))?;
 
   let mut decoder = if ignore_bom {
     encoding.new_decoder_without_bom_handling()
@@ -242,7 +252,7 @@ fn op_encoding_decode_single(
 
   let max_buffer_length = decoder
     .max_utf16_buffer_length(data.len())
-    .ok_or_else(|| range_error("Value too large to decode."))?;
+    .ok_or(WebError::ValueTooLarge)?;
 
   let mut output = vec![0; max_buffer_length];
 
@@ -254,12 +264,8 @@ fn op_encoding_decode_single(
         output.truncate(written);
         Ok(output.into())
       }
-      DecoderResult::OutputFull => {
-        Err(range_error("Provided buffer too small."))
-      }
-      DecoderResult::Malformed(_, _) => {
-        Err(type_error("The encoded data is not valid."))
-      }
+      DecoderResult::OutputFull => Err(WebError::BufferTooSmall),
+      DecoderResult::Malformed(_, _) => Err(WebError::DataInvalid),
     }
   } else {
     let (result, _, written, _) =
@@ -269,7 +275,7 @@ fn op_encoding_decode_single(
         output.truncate(written);
         Ok(output.into())
       }
-      CoderResult::OutputFull => Err(range_error("Provided buffer too small.")),
+      CoderResult::OutputFull => Err(WebError::BufferTooSmall),
     }
   }
 }
@@ -280,12 +286,9 @@ fn op_encoding_new_decoder(
   #[string] label: &str,
   fatal: bool,
   ignore_bom: bool,
-) -> Result<TextDecoderResource, AnyError> {
-  let encoding = Encoding::for_label(label.as_bytes()).ok_or_else(|| {
-    range_error(format!(
-      "The encoding label provided ('{label}') is invalid."
-    ))
-  })?;
+) -> Result<TextDecoderResource, WebError> {
+  let encoding = Encoding::for_label(label.as_bytes())
+    .ok_or_else(|| WebError::InvalidEncodingLabel(label.to_string()))?;
 
   let decoder = if ignore_bom {
     encoding.new_decoder_without_bom_handling()
@@ -305,13 +308,13 @@ fn op_encoding_decode(
   #[anybuffer] data: &[u8],
   #[cppgc] resource: &TextDecoderResource,
   stream: bool,
-) -> Result<U16String, AnyError> {
+) -> Result<U16String, WebError> {
   let mut decoder = resource.decoder.borrow_mut();
   let fatal = resource.fatal;
 
   let max_buffer_length = decoder
     .max_utf16_buffer_length(data.len())
-    .ok_or_else(|| range_error("Value too large to decode."))?;
+    .ok_or(WebError::ValueTooLarge)?;
 
   let mut output = vec![0; max_buffer_length];
 
@@ -323,12 +326,8 @@ fn op_encoding_decode(
         output.truncate(written);
         Ok(output.into())
       }
-      DecoderResult::OutputFull => {
-        Err(range_error("Provided buffer too small."))
-      }
-      DecoderResult::Malformed(_, _) => {
-        Err(type_error("The encoded data is not valid."))
-      }
+      DecoderResult::OutputFull => Err(WebError::BufferTooSmall),
+      DecoderResult::Malformed(_, _) => Err(WebError::DataInvalid),
     }
   } else {
     let (result, _, written, _) =
@@ -338,7 +337,7 @@ fn op_encoding_decode(
         output.truncate(written);
         Ok(output.into())
       }
-      CoderResult::OutputFull => Err(range_error("Provided buffer too small.")),
+      CoderResult::OutputFull => Err(WebError::BufferTooSmall),
     }
   }
 }
@@ -356,7 +355,7 @@ fn op_encoding_encode_into(
   input: v8::Local<v8::Value>,
   #[buffer] buffer: &mut [u8],
   #[buffer] out_buf: &mut [u32],
-) -> Result<(), AnyError> {
+) -> Result<(), WebError> {
   let s = v8::Local::<v8::String>::try_from(input)?;
 
   let mut nchars = 0;
@@ -414,53 +413,4 @@ pub fn get_declaration() -> PathBuf {
   PathBuf::from(env!("CARGO_MANIFEST_DIR")).join("lib.deno_web.d.ts")
 }
 
-#[derive(Debug)]
-pub struct DomExceptionQuotaExceededError {
-  pub msg: String,
-}
-
-impl DomExceptionQuotaExceededError {
-  pub fn new(msg: &str) -> Self {
-    DomExceptionQuotaExceededError {
-      msg: msg.to_string(),
-    }
-  }
-}
-
-#[derive(Debug)]
-pub struct DomExceptionInvalidCharacterError {
-  pub msg: String,
-}
-
-impl DomExceptionInvalidCharacterError {
-  pub fn new(msg: &str) -> Self {
-    DomExceptionInvalidCharacterError {
-      msg: msg.to_string(),
-    }
-  }
-}
-
-impl fmt::Display for DomExceptionQuotaExceededError {
-  fn fmt(&self, f: &mut fmt::Formatter) -> fmt::Result {
-    f.pad(&self.msg)
-  }
-}
-impl fmt::Display for DomExceptionInvalidCharacterError {
-  fn fmt(&self, f: &mut fmt::Formatter) -> fmt::Result {
-    f.pad(&self.msg)
-  }
-}
-
-impl std::error::Error for DomExceptionQuotaExceededError {}
-
-impl std::error::Error for DomExceptionInvalidCharacterError {}
-
-pub fn get_error_class_name(e: &AnyError) -> Option<&'static str> {
-  e.downcast_ref::<DomExceptionQuotaExceededError>()
-    .map(|_| "DOMExceptionQuotaExceededError")
-    .or_else(|| {
-      e.downcast_ref::<DomExceptionInvalidCharacterError>()
-        .map(|_| "DOMExceptionInvalidCharacterError")
-    })
-}
 pub struct Location(pub Url);
diff --git a/ext/web/message_port.rs b/ext/web/message_port.rs
index fa299475d9..1a4a09073d 100644
--- a/ext/web/message_port.rs
+++ b/ext/web/message_port.rs
@@ -4,8 +4,6 @@ use std::borrow::Cow;
 use std::cell::RefCell;
 use std::rc::Rc;
 
-use deno_core::error::type_error;
-use deno_core::error::AnyError;
 use deno_core::op2;
 
 use deno_core::CancelFuture;
@@ -23,6 +21,20 @@ use tokio::sync::mpsc::unbounded_channel;
 use tokio::sync::mpsc::UnboundedReceiver;
 use tokio::sync::mpsc::UnboundedSender;
 
+#[derive(Debug, thiserror::Error)]
+pub enum MessagePortError {
+  #[error("Invalid message port transfer")]
+  InvalidTransfer,
+  #[error("Message port is not ready for transfer")]
+  NotReady,
+  #[error("Can not transfer self message port")]
+  TransferSelf,
+  #[error(transparent)]
+  Canceled(#[from] deno_core::Canceled),
+  #[error(transparent)]
+  Resource(deno_core::error::AnyError),
+}
+
 pub enum Transferable {
   MessagePort(MessagePort),
   ArrayBuffer(u32),
@@ -40,7 +52,7 @@ impl MessagePort {
     &self,
     state: &mut OpState,
     data: JsMessageData,
-  ) -> Result<(), AnyError> {
+  ) -> Result<(), MessagePortError> {
     let transferables =
       deserialize_js_transferables(state, data.transferables)?;
 
@@ -56,7 +68,7 @@ impl MessagePort {
   pub async fn recv(
     &self,
     state: Rc<RefCell<OpState>>,
-  ) -> Result<Option<JsMessageData>, AnyError> {
+  ) -> Result<Option<JsMessageData>, MessagePortError> {
     let rx = &self.rx;
 
     let maybe_data = poll_fn(|cx| {
@@ -147,7 +159,7 @@ pub enum JsTransferable {
 pub fn deserialize_js_transferables(
   state: &mut OpState,
   js_transferables: Vec<JsTransferable>,
-) -> Result<Vec<Transferable>, AnyError> {
+) -> Result<Vec<Transferable>, MessagePortError> {
   let mut transferables = Vec::with_capacity(js_transferables.len());
   for js_transferable in js_transferables {
     match js_transferable {
@@ -155,10 +167,10 @@ pub fn deserialize_js_transferables(
         let resource = state
           .resource_table
           .take::<MessagePortResource>(id)
-          .map_err(|_| type_error("Invalid message port transfer"))?;
+          .map_err(|_| MessagePortError::InvalidTransfer)?;
         resource.cancel.cancel();
-        let resource = Rc::try_unwrap(resource)
-          .map_err(|_| type_error("Message port is not ready for transfer"))?;
+        let resource =
+          Rc::try_unwrap(resource).map_err(|_| MessagePortError::NotReady)?;
         transferables.push(Transferable::MessagePort(resource.port));
       }
       JsTransferable::ArrayBuffer(id) => {
@@ -202,16 +214,19 @@ pub fn op_message_port_post_message(
   state: &mut OpState,
   #[smi] rid: ResourceId,
   #[serde] data: JsMessageData,
-) -> Result<(), AnyError> {
+) -> Result<(), MessagePortError> {
   for js_transferable in &data.transferables {
     if let JsTransferable::MessagePort(id) = js_transferable {
       if *id == rid {
-        return Err(type_error("Can not transfer self message port"));
+        return Err(MessagePortError::TransferSelf);
       }
     }
   }
 
-  let resource = state.resource_table.get::<MessagePortResource>(rid)?;
+  let resource = state
+    .resource_table
+    .get::<MessagePortResource>(rid)
+    .map_err(MessagePortError::Resource)?;
   resource.port.send(state, data)
 }
 
@@ -220,7 +235,7 @@ pub fn op_message_port_post_message(
 pub async fn op_message_port_recv_message(
   state: Rc<RefCell<OpState>>,
   #[smi] rid: ResourceId,
-) -> Result<Option<JsMessageData>, AnyError> {
+) -> Result<Option<JsMessageData>, MessagePortError> {
   let resource = {
     let state = state.borrow();
     match state.resource_table.get::<MessagePortResource>(rid) {
@@ -237,8 +252,11 @@ pub async fn op_message_port_recv_message(
 pub fn op_message_port_recv_message_sync(
   state: &mut OpState, // Rc<RefCell<OpState>>,
   #[smi] rid: ResourceId,
-) -> Result<Option<JsMessageData>, AnyError> {
-  let resource = state.resource_table.get::<MessagePortResource>(rid)?;
+) -> Result<Option<JsMessageData>, MessagePortError> {
+  let resource = state
+    .resource_table
+    .get::<MessagePortResource>(rid)
+    .map_err(MessagePortError::Resource)?;
   let mut rx = resource.port.rx.borrow_mut();
 
   match rx.try_recv() {
diff --git a/ext/web/stream_resource.rs b/ext/web/stream_resource.rs
index 78487883b6..c44a385ea9 100644
--- a/ext/web/stream_resource.rs
+++ b/ext/web/stream_resource.rs
@@ -1,7 +1,5 @@
 // Copyright 2018-2024 the Deno authors. All rights reserved. MIT license.
 use bytes::BytesMut;
-use deno_core::error::type_error;
-use deno_core::error::AnyError;
 use deno_core::external;
 use deno_core::op2;
 use deno_core::serde_v8::V8Slice;
@@ -18,6 +16,7 @@ use deno_core::RcRef;
 use deno_core::Resource;
 use deno_core::ResourceId;
 use futures::future::poll_fn;
+use futures::TryFutureExt;
 use std::borrow::Cow;
 use std::cell::RefCell;
 use std::cell::RefMut;
@@ -31,6 +30,14 @@ use std::task::Context;
 use std::task::Poll;
 use std::task::Waker;
 
+#[derive(Debug, thiserror::Error)]
+pub enum StreamResourceError {
+  #[error(transparent)]
+  Canceled(#[from] deno_core::Canceled),
+  #[error("{0}")]
+  Js(String),
+}
+
 // How many buffers we'll allow in the channel before we stop allowing writes.
 const BUFFER_CHANNEL_SIZE: u16 = 1024;
 
@@ -48,7 +55,7 @@ struct BoundedBufferChannelInner {
   buffers: [MaybeUninit<V8Slice<u8>>; BUFFER_CHANNEL_SIZE as _],
   ring_producer: u16,
   ring_consumer: u16,
-  error: Option<AnyError>,
+  error: Option<StreamResourceError>,
   current_size: usize,
   // TODO(mmastrac): we can math this field instead of accounting for it
   len: usize,
@@ -141,7 +148,10 @@ impl BoundedBufferChannelInner {
     self.len = 0;
   }
 
-  pub fn read(&mut self, limit: usize) -> Result<Option<BufView>, AnyError> {
+  pub fn read(
+    &mut self,
+    limit: usize,
+  ) -> Result<Option<BufView>, StreamResourceError> {
     // Empty buffers will return the error, if one exists, or None
     if self.len == 0 {
       if let Some(error) = self.error.take() {
@@ -230,7 +240,7 @@ impl BoundedBufferChannelInner {
     Ok(())
   }
 
-  pub fn write_error(&mut self, error: AnyError) {
+  pub fn write_error(&mut self, error: StreamResourceError) {
     self.error = Some(error);
     if let Some(waker) = self.read_waker.take() {
       waker.wake();
@@ -306,7 +316,10 @@ impl BoundedBufferChannel {
     self.inner.borrow_mut()
   }
 
-  pub fn read(&self, limit: usize) -> Result<Option<BufView>, AnyError> {
+  pub fn read(
+    &self,
+    limit: usize,
+  ) -> Result<Option<BufView>, StreamResourceError> {
     self.inner().read(limit)
   }
 
@@ -314,7 +327,7 @@ impl BoundedBufferChannel {
     self.inner().write(buffer)
   }
 
-  pub fn write_error(&self, error: AnyError) {
+  pub fn write_error(&self, error: StreamResourceError) {
     self.inner().write_error(error)
   }
 
@@ -358,7 +371,10 @@ impl ReadableStreamResource {
     RcRef::map(self, |s| &s.cancel_handle).clone()
   }
 
-  async fn read(self: Rc<Self>, limit: usize) -> Result<BufView, AnyError> {
+  async fn read(
+    self: Rc<Self>,
+    limit: usize,
+  ) -> Result<BufView, StreamResourceError> {
     let cancel_handle = self.cancel_handle();
     // Serialize all the reads using a task queue.
     let _read_permit = self.read_queue.acquire().await;
@@ -387,7 +403,7 @@ impl Resource for ReadableStreamResource {
   }
 
   fn read(self: Rc<Self>, limit: usize) -> AsyncResult<BufView> {
-    Box::pin(ReadableStreamResource::read(self, limit))
+    Box::pin(ReadableStreamResource::read(self, limit).map_err(|e| e.into()))
   }
 
   fn close(self: Rc<Self>) {
@@ -550,7 +566,7 @@ pub fn op_readable_stream_resource_write_error(
 ) -> bool {
   let sender = get_sender(sender);
   // We can always write an error, no polling required
-  sender.write_error(type_error(Cow::Owned(error)));
+  sender.write_error(StreamResourceError::Js(error));
   !sender.closed()
 }
 
diff --git a/runtime/errors.rs b/runtime/errors.rs
index ffcc1c1191..99de6beb04 100644
--- a/runtime/errors.rs
+++ b/runtime/errors.rs
@@ -28,6 +28,11 @@ use deno_kv::KvError;
 use deno_kv::KvMutationError;
 use deno_net::ops::NetError;
 use deno_tls::TlsError;
+use deno_web::BlobError;
+use deno_web::CompressionError;
+use deno_web::MessagePortError;
+use deno_web::StreamResourceError;
+use deno_web::WebError;
 use deno_webstorage::WebStorageError;
 use std::env;
 use std::error::Error;
@@ -169,6 +174,61 @@ pub fn get_nix_error_class(error: &nix::Error) -> &'static str {
   }
 }
 
+fn get_web_error_class(e: &WebError) -> &'static str {
+  match e {
+    WebError::Base64Decode => "DOMExceptionInvalidCharacterError",
+    WebError::InvalidEncodingLabel(_) => "RangeError",
+    WebError::BufferTooLong => "TypeError",
+    WebError::ValueTooLarge => "RangeError",
+    WebError::BufferTooSmall => "RangeError",
+    WebError::DataInvalid => "TypeError",
+    WebError::DataError(_) => "Error",
+  }
+}
+
+fn get_web_compression_error_class(e: &CompressionError) -> &'static str {
+  match e {
+    CompressionError::UnsupportedFormat => "TypeError",
+    CompressionError::ResourceClosed => "TypeError",
+    CompressionError::IoTypeError(_) => "TypeError",
+    CompressionError::Io(e) => get_io_error_class(e),
+  }
+}
+
+fn get_web_message_port_error_class(e: &MessagePortError) -> &'static str {
+  match e {
+    MessagePortError::InvalidTransfer => "TypeError",
+    MessagePortError::NotReady => "TypeError",
+    MessagePortError::TransferSelf => "TypeError",
+    MessagePortError::Canceled(e) => {
+      let io_err: io::Error = e.to_owned().into();
+      get_io_error_class(&io_err)
+    }
+    MessagePortError::Resource(e) => get_error_class_name(e).unwrap_or("Error"),
+  }
+}
+
+fn get_web_stream_resource_error_class(
+  e: &StreamResourceError,
+) -> &'static str {
+  match e {
+    StreamResourceError::Canceled(e) => {
+      let io_err: io::Error = e.to_owned().into();
+      get_io_error_class(&io_err)
+    }
+    StreamResourceError::Js(_) => "TypeError",
+  }
+}
+
+fn get_web_blob_error_class(e: &BlobError) -> &'static str {
+  match e {
+    BlobError::BlobPartNotFound => "TypeError",
+    BlobError::SizeLargerThanBlobPart => "TypeError",
+    BlobError::BlobURLsNotSupported => "TypeError",
+    BlobError::Url(_) => "Error",
+  }
+}
+
 fn get_ffi_repr_error_class(e: &ReprError) -> &'static str {
   match e {
     ReprError::InvalidOffset => "TypeError",
@@ -382,8 +442,21 @@ fn get_net_map_error(error: &deno_net::io::MapError) -> &'static str {
 pub fn get_error_class_name(e: &AnyError) -> Option<&'static str> {
   deno_core::error::get_custom_error_class(e)
     .or_else(|| deno_webgpu::error::get_error_class_name(e))
-    .or_else(|| deno_web::get_error_class_name(e))
     .or_else(|| deno_websocket::get_network_error_class_name(e))
+    .or_else(|| e.downcast_ref::<WebError>().map(get_web_error_class))
+    .or_else(|| {
+      e.downcast_ref::<CompressionError>()
+        .map(get_web_compression_error_class)
+    })
+    .or_else(|| {
+      e.downcast_ref::<MessagePortError>()
+        .map(get_web_message_port_error_class)
+    })
+    .or_else(|| {
+      e.downcast_ref::<StreamResourceError>()
+        .map(get_web_stream_resource_error_class)
+    })
+    .or_else(|| e.downcast_ref::<BlobError>().map(get_web_blob_error_class))
     .or_else(|| e.downcast_ref::<IRError>().map(|_| "TypeError"))
     .or_else(|| e.downcast_ref::<ReprError>().map(get_ffi_repr_error_class))
     .or_else(|| {
diff --git a/runtime/ops/web_worker.rs b/runtime/ops/web_worker.rs
index 0ed76ebd50..e28bf2192f 100644
--- a/runtime/ops/web_worker.rs
+++ b/runtime/ops/web_worker.rs
@@ -50,6 +50,7 @@ async fn op_worker_recv_message(
     .recv(state.clone())
     .or_cancel(handle.cancel)
     .await?
+    .map_err(|e| e.into())
 }
 
 #[op2(fast)]
diff --git a/runtime/ops/web_worker/sync_fetch.rs b/runtime/ops/web_worker/sync_fetch.rs
index cdb151a86f..87fc558405 100644
--- a/runtime/ops/web_worker/sync_fetch.rs
+++ b/runtime/ops/web_worker/sync_fetch.rs
@@ -134,7 +134,7 @@ pub fn op_worker_sync_fetch(
 
                 let mime_type = mime_type_essence(&blob.media_type);
 
-                let body = blob.read_all().await?;
+                let body = blob.read_all().await;
 
                 (Bytes::from(body), Some(mime_type), script)
               }
diff --git a/runtime/ops/worker_host.rs b/runtime/ops/worker_host.rs
index 61e5ef3e0a..d85541d51d 100644
--- a/runtime/ops/worker_host.rs
+++ b/runtime/ops/worker_host.rs
@@ -359,7 +359,7 @@ async fn op_host_recv_message(
       }
       Ok(ret)
     }
-    Ok(Err(err)) => Err(err),
+    Ok(Err(err)) => Err(err.into()),
     Err(_) => {
       // The worker was terminated.
       Ok(None)