diff --git a/helix-lsp/src/client.rs b/helix-lsp/src/client.rs
index 94e994899..29a67988a 100644
--- a/helix-lsp/src/client.rs
+++ b/helix-lsp/src/client.rs
@@ -4,7 +4,7 @@ use crate::{
     Call, Error, OffsetEncoding, Result,
 };
 
-use helix_core::{find_workspace, ChangeSet, Rope};
+use helix_core::{find_workspace, path, ChangeSet, Rope};
 use helix_loader::{self, VERSION_AND_GIT_HASH};
 use lsp::{
     notification::DidChangeWorkspaceFolders, DidChangeWorkspaceFoldersParams, OneOf,
@@ -66,6 +66,7 @@ impl Client {
         may_support_workspace: bool,
     ) -> bool {
         let (workspace, workspace_is_cwd) = find_workspace();
+        let workspace = path::get_normalized_path(&workspace);
         let root = find_lsp_workspace(
             doc_path
                 .and_then(|x| x.parent().and_then(|x| x.to_str()))
@@ -201,6 +202,7 @@ impl Client {
         let (server_rx, server_tx, initialize_notify) =
             Transport::start(reader, writer, stderr, id);
         let (workspace, workspace_is_cwd) = find_workspace();
+        let workspace = path::get_normalized_path(&workspace);
         let root = find_lsp_workspace(
             doc_path
                 .and_then(|x| x.parent().and_then(|x| x.to_str()))
diff --git a/helix-lsp/src/lib.rs b/helix-lsp/src/lib.rs
index c3a5d816e..c206ac1d6 100644
--- a/helix-lsp/src/lib.rs
+++ b/helix-lsp/src/lib.rs
@@ -10,7 +10,10 @@ pub use lsp::{Position, Url};
 pub use lsp_types as lsp;
 
 use futures_util::stream::select_all::SelectAll;
-use helix_core::syntax::{LanguageConfiguration, LanguageServerConfiguration};
+use helix_core::{
+    path,
+    syntax::{LanguageConfiguration, LanguageServerConfiguration},
+};
 use tokio::sync::mpsc::UnboundedReceiver;
 
 use std::{
@@ -888,12 +891,13 @@ pub fn find_lsp_workspace(
     workspace_is_cwd: bool,
 ) -> Option<PathBuf> {
     let file = std::path::Path::new(file);
-    let file = if file.is_absolute() {
+    let mut file = if file.is_absolute() {
         file.to_path_buf()
     } else {
         let current_dir = std::env::current_dir().expect("unable to determine current directory");
         current_dir.join(file)
     };
+    file = path::get_normalized_path(&file);
 
     if !file.starts_with(workspace) {
         return None;
@@ -910,7 +914,7 @@ pub fn find_lsp_workspace(
 
         if root_dirs
             .iter()
-            .any(|root_dir| root_dir == ancestor.strip_prefix(workspace).unwrap())
+            .any(|root_dir| path::get_normalized_path(&workspace.join(root_dir)) == ancestor)
         {
             // if the worskapce is the cwd do not search any higher for workspaces
             // but specify