diff --git a/Cargo.lock b/Cargo.lock
index a74724e92d..bb0617ceee 100644
--- a/Cargo.lock
+++ b/Cargo.lock
@@ -380,7 +380,7 @@ dependencies = [
  "rustversion",
  "serde",
  "sync_wrapper",
- "tower",
+ "tower 0.4.13",
  "tower-layer",
  "tower-service",
 ]
@@ -1651,6 +1651,7 @@ dependencies = [
  "dyn-clone",
  "error_reporter",
  "fast-socks5",
+ "h2 0.4.4",
  "hickory-resolver",
  "http 1.1.0",
  "http-body-util",
@@ -1667,7 +1668,7 @@ dependencies = [
  "tokio-rustls",
  "tokio-socks",
  "tokio-util",
- "tower",
+ "tower 0.5.2",
  "tower-http",
  "tower-service",
 ]
@@ -2322,7 +2323,7 @@ dependencies = [
  "serde_json",
  "tokio",
  "tokio-util",
- "tower",
+ "tower 0.4.13",
  "tracing",
 ]
 
@@ -7976,7 +7977,7 @@ dependencies = [
  "socket2",
  "tokio",
  "tokio-stream",
- "tower",
+ "tower 0.4.13",
  "tower-layer",
  "tower-service",
  "tracing",
@@ -8002,6 +8003,21 @@ dependencies = [
  "tracing",
 ]
 
+[[package]]
+name = "tower"
+version = "0.5.2"
+source = "registry+https://github.com/rust-lang/crates.io-index"
+checksum = "d039ad9159c98b70ecfd540b2573b97f7f52c3e8d9f8ad57a24b916a536975f9"
+dependencies = [
+ "futures-core",
+ "futures-util",
+ "pin-project-lite",
+ "sync_wrapper",
+ "tokio",
+ "tower-layer",
+ "tower-service",
+]
+
 [[package]]
 name = "tower-http"
 version = "0.6.1"
@@ -8030,9 +8046,9 @@ checksum = "121c2a6cda46980bb0fcd1647ffaf6cd3fc79a013de288782836f6df9c48780e"
 
 [[package]]
 name = "tower-service"
-version = "0.3.2"
+version = "0.3.3"
 source = "registry+https://github.com/rust-lang/crates.io-index"
-checksum = "b6bc1c9ce2b5135ac7f93c72918fc37feb872bdc6a5533a8b85eb4b86bfdae52"
+checksum = "8df9b6e13f2d32c91b9bd719c00d1958837bc7dec474d94952798cc8e69eeec3"
 
 [[package]]
 name = "tracing"
diff --git a/Cargo.toml b/Cargo.toml
index 0d045c9059..55a94b75a0 100644
--- a/Cargo.toml
+++ b/Cargo.toml
@@ -202,7 +202,7 @@ tokio-metrics = { version = "0.3.0", features = ["rt"] }
 tokio-rustls = { version = "0.26.0", default-features = false, features = ["ring", "tls12"] }
 tokio-socks = "0.5.1"
 tokio-util = "0.7.4"
-tower = { version = "0.4.13", default-features = false, features = ["util"] }
+tower = { version = "0.5.2", default-features = false, features = ["retry", "util"] }
 tower-http = { version = "0.6.1", features = ["decompression-br", "decompression-gzip"] }
 tower-lsp = { package = "deno_tower_lsp", version = "0.1.0", features = ["proposed"] }
 tower-service = "0.3.2"
diff --git a/cli/http_util.rs b/cli/http_util.rs
index ce05d66b78..b24dd7bc0c 100644
--- a/cli/http_util.rs
+++ b/cli/http_util.rs
@@ -145,9 +145,7 @@ impl HttpClient {
   }
 
   pub fn get(&self, url: Url) -> Result<RequestBuilder, http::Error> {
-    let body = http_body_util::Empty::new()
-      .map_err(|never| match never {})
-      .boxed();
+    let body = deno_fetch::ReqBody::empty();
     let mut req = http::Request::new(body);
     *req.uri_mut() = url.as_str().parse()?;
     Ok(RequestBuilder {
@@ -179,9 +177,7 @@ impl HttpClient {
     S: serde::Serialize,
   {
     let json = deno_core::serde_json::to_vec(ser)?;
-    let body = http_body_util::Full::new(json.into())
-      .map_err(|never| match never {})
-      .boxed();
+    let body = deno_fetch::ReqBody::full(json.into());
     let builder = self.post(url, body)?;
     Ok(builder.header(
       http::header::CONTENT_TYPE,
@@ -194,9 +190,7 @@ impl HttpClient {
     url: &Url,
     headers: HeaderMap,
   ) -> Result<http::Response<ResBody>, SendError> {
-    let body = http_body_util::Empty::new()
-      .map_err(|never| match never {})
-      .boxed();
+    let body = deno_fetch::ReqBody::empty();
     let mut request = http::Request::new(body);
     *request.uri_mut() = http::Uri::try_from(url.as_str())?;
     *request.headers_mut() = headers;
diff --git a/cli/tools/registry/mod.rs b/cli/tools/registry/mod.rs
index 001e401459..45a040d236 100644
--- a/cli/tools/registry/mod.rs
+++ b/cli/tools/registry/mod.rs
@@ -26,6 +26,7 @@ use deno_core::serde_json;
 use deno_core::serde_json::json;
 use deno_core::serde_json::Value;
 use deno_core::url::Url;
+use deno_runtime::deno_fetch;
 use deno_terminal::colors;
 use http_body_util::BodyExt;
 use serde::Deserialize;
@@ -911,9 +912,7 @@ async fn publish_package(
     package.config
   );
 
-  let body = http_body_util::Full::new(package.tarball.bytes.clone())
-    .map_err(|never| match never {})
-    .boxed();
+  let body = deno_fetch::ReqBody::full(package.tarball.bytes.clone());
   let response = http_client
     .post(url.parse()?, body)?
     .header(
diff --git a/ext/fetch/Cargo.toml b/ext/fetch/Cargo.toml
index 98d2fdf5da..fee21808e7 100644
--- a/ext/fetch/Cargo.toml
+++ b/ext/fetch/Cargo.toml
@@ -23,6 +23,7 @@ deno_permissions.workspace = true
 deno_tls.workspace = true
 dyn-clone = "1"
 error_reporter = "1"
+h2.workspace = true
 hickory-resolver.workspace = true
 http.workspace = true
 http-body-util.workspace = true
diff --git a/ext/fetch/lib.rs b/ext/fetch/lib.rs
index 919c6d3044..103698b3bf 100644
--- a/ext/fetch/lib.rs
+++ b/ext/fetch/lib.rs
@@ -10,6 +10,7 @@ use std::borrow::Cow;
 use std::cell::RefCell;
 use std::cmp::min;
 use std::convert::From;
+use std::future;
 use std::path::Path;
 use std::path::PathBuf;
 use std::pin::Pin;
@@ -66,6 +67,7 @@ use http::header::USER_AGENT;
 use http::Extensions;
 use http::Method;
 use http::Uri;
+use http_body_util::combinators::BoxBody;
 use http_body_util::BodyExt;
 use hyper::body::Frame;
 use hyper_util::client::legacy::connect::HttpConnector;
@@ -75,6 +77,7 @@ use hyper_util::rt::TokioExecutor;
 use hyper_util::rt::TokioTimer;
 use serde::Deserialize;
 use serde::Serialize;
+use tower::retry;
 use tower::ServiceExt;
 use tower_http::decompression::Decompression;
 
@@ -476,9 +479,7 @@ where
             // If a body is passed, we use it, and don't return a body for streaming.
             con_len = Some(data.len() as u64);
 
-            http_body_util::Full::new(data.to_vec().into())
-              .map_err(|never| match never {})
-              .boxed()
+            ReqBody::full(data.to_vec().into())
           }
           (_, Some(resource)) => {
             let resource = state
@@ -491,7 +492,7 @@ where
               }
               _ => {}
             }
-            ReqBody::new(ResourceToBodyAdapter::new(resource))
+            ReqBody::streaming(ResourceToBodyAdapter::new(resource))
           }
           (None, None) => unreachable!(),
         }
@@ -501,9 +502,7 @@ where
         if matches!(method, Method::POST | Method::PUT) {
           con_len = Some(0);
         }
-        http_body_util::Empty::new()
-          .map_err(|never| match never {})
-          .boxed()
+        ReqBody::empty()
       };
 
       let mut request = http::Request::new(body);
@@ -1066,7 +1065,8 @@ pub fn create_http_client(
   }
 
   let pooled_client = builder.build(connector);
-  let decompress = Decompression::new(pooled_client).gzip(true).br(true);
+  let retry_client = retry::Retry::new(FetchRetry, pooled_client);
+  let decompress = Decompression::new(retry_client).gzip(true).br(true);
 
   Ok(Client {
     inner: decompress,
@@ -1083,7 +1083,12 @@ pub fn op_utf8_to_byte_string(#[string] input: String) -> ByteString {
 
 #[derive(Clone, Debug)]
 pub struct Client {
-  inner: Decompression<hyper_util::client::legacy::Client<Connector, ReqBody>>,
+  inner: Decompression<
+    retry::Retry<
+      FetchRetry,
+      hyper_util::client::legacy::Client<Connector, ReqBody>,
+    >,
+  >,
   // Used to check whether to include a proxy-authorization header
   proxies: Arc<proxy::Proxies>,
   user_agent: HeaderValue,
@@ -1174,10 +1179,70 @@ impl Client {
   }
 }
 
-pub type ReqBody =
-  http_body_util::combinators::BoxBody<Bytes, deno_core::error::AnyError>;
-pub type ResBody =
-  http_body_util::combinators::BoxBody<Bytes, deno_core::error::AnyError>;
+// This is a custom enum to allow the retry policy to clone the variants that could be retried.
+pub enum ReqBody {
+  Full(http_body_util::Full<Bytes>),
+  Empty(http_body_util::Empty<Bytes>),
+  Streaming(BoxBody<Bytes, deno_core::error::AnyError>),
+}
+
+pub type ResBody = BoxBody<Bytes, deno_core::error::AnyError>;
+
+impl ReqBody {
+  pub fn full(bytes: Bytes) -> Self {
+    ReqBody::Full(http_body_util::Full::new(bytes))
+  }
+
+  pub fn empty() -> Self {
+    ReqBody::Empty(http_body_util::Empty::new())
+  }
+
+  pub fn streaming<B>(body: B) -> Self
+  where
+    B: hyper::body::Body<Data = Bytes, Error = deno_core::error::AnyError>
+      + Send
+      + Sync
+      + 'static,
+  {
+    ReqBody::Streaming(BoxBody::new(body))
+  }
+}
+
+impl hyper::body::Body for ReqBody {
+  type Data = Bytes;
+  type Error = deno_core::error::AnyError;
+
+  fn poll_frame(
+    mut self: Pin<&mut Self>,
+    cx: &mut Context<'_>,
+  ) -> Poll<Option<Result<Frame<Self::Data>, Self::Error>>> {
+    match &mut *self {
+      ReqBody::Full(ref mut b) => {
+        Pin::new(b).poll_frame(cx).map_err(|never| match never {})
+      }
+      ReqBody::Empty(ref mut b) => {
+        Pin::new(b).poll_frame(cx).map_err(|never| match never {})
+      }
+      ReqBody::Streaming(ref mut b) => Pin::new(b).poll_frame(cx),
+    }
+  }
+
+  fn is_end_stream(&self) -> bool {
+    match self {
+      ReqBody::Full(ref b) => b.is_end_stream(),
+      ReqBody::Empty(ref b) => b.is_end_stream(),
+      ReqBody::Streaming(ref b) => b.is_end_stream(),
+    }
+  }
+
+  fn size_hint(&self) -> hyper::body::SizeHint {
+    match self {
+      ReqBody::Full(ref b) => b.size_hint(),
+      ReqBody::Empty(ref b) => b.size_hint(),
+      ReqBody::Streaming(ref b) => b.size_hint(),
+    }
+  }
+}
 
 /// Copied from https://github.com/seanmonstar/reqwest/blob/b9d62a0323d96f11672a61a17bf8849baec00275/src/async_impl/request.rs#L572
 /// Check the request URL for a "username:password" type authority, and if
@@ -1214,3 +1279,102 @@ pub fn extract_authority(url: &mut Url) -> Option<(String, Option<String>)> {
 fn op_fetch_promise_is_settled(promise: v8::Local<v8::Promise>) -> bool {
   promise.state() != v8::PromiseState::Pending
 }
+
+/// Deno.fetch's retry policy.
+#[derive(Clone, Debug)]
+struct FetchRetry;
+
+/// Marker extension that a request has been retried once.
+#[derive(Clone, Debug)]
+struct Retried;
+
+impl<ResBody, E>
+  retry::Policy<http::Request<ReqBody>, http::Response<ResBody>, E>
+  for FetchRetry
+where
+  E: std::error::Error + 'static,
+{
+  /// Don't delay retries.
+  type Future = future::Ready<()>;
+
+  fn retry(
+    &mut self,
+    req: &mut http::Request<ReqBody>,
+    result: &mut Result<http::Response<ResBody>, E>,
+  ) -> Option<Self::Future> {
+    if req.extensions().get::<Retried>().is_some() {
+      // only retry once
+      return None;
+    }
+
+    match result {
+      Ok(..) => {
+        // never retry a Response
+        None
+      }
+      Err(err) => {
+        if is_error_retryable(&*err) {
+          req.extensions_mut().insert(Retried);
+          Some(future::ready(()))
+        } else {
+          None
+        }
+      }
+    }
+  }
+
+  fn clone_request(
+    &mut self,
+    req: &http::Request<ReqBody>,
+  ) -> Option<http::Request<ReqBody>> {
+    let body = match req.body() {
+      ReqBody::Full(b) => ReqBody::Full(b.clone()),
+      ReqBody::Empty(b) => ReqBody::Empty(*b),
+      ReqBody::Streaming(..) => return None,
+    };
+
+    let mut clone = http::Request::new(body);
+    *clone.method_mut() = req.method().clone();
+    *clone.uri_mut() = req.uri().clone();
+    *clone.headers_mut() = req.headers().clone();
+    *clone.extensions_mut() = req.extensions().clone();
+    Some(clone)
+  }
+}
+
+fn is_error_retryable(err: &(dyn std::error::Error + 'static)) -> bool {
+  // Note: hyper doesn't promise it will always be this h2 version. Keep up to date.
+  if let Some(err) = find_source::<h2::Error>(err) {
+    // They sent us a graceful shutdown, try with a new connection!
+    if err.is_go_away()
+      && err.is_remote()
+      && err.reason() == Some(h2::Reason::NO_ERROR)
+    {
+      return true;
+    }
+
+    // REFUSED_STREAM was sent from the server, which is safe to retry.
+    // https://www.rfc-editor.org/rfc/rfc9113.html#section-8.7-3.2
+    if err.is_reset()
+      && err.is_remote()
+      && err.reason() == Some(h2::Reason::REFUSED_STREAM)
+    {
+      return true;
+    }
+  }
+
+  false
+}
+
+fn find_source<'a, E: std::error::Error + 'static>(
+  err: &'a (dyn std::error::Error + 'static),
+) -> Option<&'a E> {
+  let mut err = Some(err);
+  while let Some(src) = err {
+    if let Some(found) = src.downcast_ref::<E>() {
+      return Some(found);
+    }
+    err = src.source();
+  }
+  None
+}
diff --git a/ext/fetch/tests.rs b/ext/fetch/tests.rs
index 3da29f8aa7..243b80bd90 100644
--- a/ext/fetch/tests.rs
+++ b/ext/fetch/tests.rs
@@ -133,11 +133,7 @@ async fn rust_test_client_with_resolver(
 
   let req = http::Request::builder()
     .uri(format!("https://{}/foo", src_addr))
-    .body(
-      http_body_util::Empty::new()
-        .map_err(|err| match err {})
-        .boxed(),
-    )
+    .body(crate::ReqBody::empty())
     .unwrap();
   let resp = client.send(req).await.unwrap();
   assert_eq!(resp.status(), http::StatusCode::OK);
diff --git a/ext/kv/remote.rs b/ext/kv/remote.rs
index 1830aa67ee..891786e319 100644
--- a/ext/kv/remote.rs
+++ b/ext/kv/remote.rs
@@ -122,9 +122,7 @@ impl RemoteTransport for FetchClient {
     headers: http::HeaderMap,
     body: Bytes,
   ) -> Result<(Url, http::StatusCode, Self::Response), anyhow::Error> {
-    let body = http_body_util::Full::new(body)
-      .map_err(|never| match never {})
-      .boxed();
+    let body = deno_fetch::ReqBody::full(body);
     let mut req = http::Request::new(body);
     *req.method_mut() = http::Method::POST;
     *req.uri_mut() = url.as_str().parse()?;
diff --git a/runtime/ops/web_worker/sync_fetch.rs b/runtime/ops/web_worker/sync_fetch.rs
index d1f133d3d2..508bcb7bb0 100644
--- a/runtime/ops/web_worker/sync_fetch.rs
+++ b/runtime/ops/web_worker/sync_fetch.rs
@@ -104,11 +104,7 @@ pub fn op_worker_sync_fetch(
 
             let (body, mime_type, res_url) = match script_url.scheme() {
               "http" | "https" => {
-                let mut req = http::Request::new(
-                  http_body_util::Empty::new()
-                    .map_err(|never| match never {})
-                    .boxed(),
-                );
+                let mut req = http::Request::new(deno_fetch::ReqBody::empty());
                 *req.uri_mut() = script_url.as_str().parse()?;
 
                 let resp =