diff --git a/.changeset/tiny-lobsters-remember.md b/.changeset/tiny-lobsters-remember.md
new file mode 100644
index 000000000..09c57a4d2
--- /dev/null
+++ b/.changeset/tiny-lobsters-remember.md
@@ -0,0 +1,5 @@
+---
+'gitbook': minor
+---
+
+Support resolution of new site URLs without the variant prefix /v/
diff --git a/packages/gitbook/src/lib/middleware.test.ts b/packages/gitbook/src/lib/middleware.test.ts
index 7efa364f9..6723c6598 100644
--- a/packages/gitbook/src/lib/middleware.test.ts
+++ b/packages/gitbook/src/lib/middleware.test.ts
@@ -22,6 +22,11 @@ describe('getURLLookupAlternatives', () => {
                 {
                     extraPath: 'c',
                     url: 'https://docs.mycompany.com/a/b',
+                    primary: false,
+                },
+                {
+                    extraPath: '',
+                    url: 'https://docs.mycompany.com/a/b/c',
                     primary: true,
                 },
             ],
@@ -229,6 +234,11 @@ describe('getURLLookupAlternatives', () => {
                 {
                     extraPath: 'c/d',
                     url: 'https://docs.mycompany.com/a/b',
+                    primary: false,
+                },
+                {
+                    extraPath: 'd',
+                    url: 'https://docs.mycompany.com/a/b/c',
                     primary: true,
                 },
             ],
@@ -254,6 +264,11 @@ describe('getURLLookupAlternatives', () => {
                 {
                     extraPath: 'b/c/d',
                     url: 'https://docs.mycompany.com/a/~',
+                    primary: false,
+                },
+                {
+                    extraPath: 'c/d',
+                    url: 'https://docs.mycompany.com/a/~/b',
                     primary: true,
                 },
             ],
diff --git a/packages/gitbook/src/lib/middleware.ts b/packages/gitbook/src/lib/middleware.ts
index f86281d29..c3aef41a9 100644
--- a/packages/gitbook/src/lib/middleware.ts
+++ b/packages/gitbook/src/lib/middleware.ts
@@ -91,7 +91,7 @@ export function getURLLookupAlternatives(input: URL) {
         }
 
         // Otherwise match with the first two segments of the path
-        for (let i = 1; i <= 2; i++) {
+        for (let i = 1; i <= 3; i++) {
             if (pathSegments.length >= i) {
                 const shortURL = new URL(url);
                 shortURL.pathname = pathSegments.slice(0, i).join('/');