diff --git a/changelog_unreleased/markdown/16596.md b/changelog_unreleased/markdown/16596.md
new file mode 100644
index 000000000..35a7cc4ed
--- /dev/null
+++ b/changelog_unreleased/markdown/16596.md
@@ -0,0 +1,35 @@
+#### Fix adjacent markdown syntax in blockquote (#16596 by @fiji-flo)
+
+<!-- prettier-ignore -->
+```md
+<!-- Input -->
+> `x`
+> `y`
+
+> _x_
+> _y_
+
+> [foo](http://foo)
+> [bar](http://bar)
+
+> `this` behaves
+> `correctly`
+
+<!-- Prettier stable -->
+> `x` > `y`
+
+> _x_ > _y_
+
+> [foo](http://foo) > [bar](http://bar)
+
+> `this` behaves `correctly`
+
+<!-- Prettier main -->
+> `x` `y`
+
+> _x_ _y_
+
+> [foo](http://foo) [bar](http://bar)
+
+> `this` behaves `correctly`
+```
diff --git a/src/language-markdown/print-preprocess.js b/src/language-markdown/print-preprocess.js
index 14a5543f9..ec283a8a2 100644
--- a/src/language-markdown/print-preprocess.js
+++ b/src/language-markdown/print-preprocess.js
@@ -2,7 +2,8 @@ import htmlWhitespaceUtils from "../utils/html-whitespace-utils.js";
 import { getOrderedListItemInfo, mapAst, splitText } from "./utils.js";
 
 // 0x0 ~ 0x10ffff
-const isSingleCharRegex = /^.$/su;
+const isSingleCharRegex = /^\\?.$/su;
+const isNewLineBlockquoteRegex = /^\n *>[ >]*$/u;
 
 function preprocess(ast, options) {
   ast = restoreUnescapedCharacter(ast, options);
@@ -14,21 +15,33 @@ function preprocess(ast, options) {
 }
 
 function restoreUnescapedCharacter(ast, options) {
-  return mapAst(ast, (node) =>
-    node.type !== "text" ||
-    node.value === "*" ||
-    node.value === "_" || // handle these cases in printer
-    !isSingleCharRegex.test(node.value) ||
-    node.position.end.offset - node.position.start.offset === node.value.length
-      ? node
-      : {
-          ...node,
-          value: options.originalText.slice(
-            node.position.start.offset,
-            node.position.end.offset,
-          ),
-        },
-  );
+  return mapAst(ast, (node) => {
+    if (node.type !== "text") {
+      return node;
+    }
+
+    const { value } = node;
+
+    if (
+      value === "*" ||
+      value === "_" || // handle these cases in printer
+      !isSingleCharRegex.test(value) ||
+      node.position.end.offset - node.position.start.offset === value.length
+    ) {
+      return node;
+    }
+
+    const text = options.originalText.slice(
+      node.position.start.offset,
+      node.position.end.offset,
+    );
+
+    if (isNewLineBlockquoteRegex.test(text)) {
+      return node;
+    }
+
+    return { ...node, value: text };
+  });
 }
 
 function mergeChildren(ast, shouldMerge, mergeNode) {
diff --git a/tests/format/markdown/blockquote/__snapshots__/format.test.js.snap b/tests/format/markdown/blockquote/__snapshots__/format.test.js.snap
index 4ea266234..7827f76f6 100644
--- a/tests/format/markdown/blockquote/__snapshots__/format.test.js.snap
+++ b/tests/format/markdown/blockquote/__snapshots__/format.test.js.snap
@@ -43,6 +43,90 @@ proseWrap: "always"
 ================================================================================
 `;
 
+exports[`code.md - {"proseWrap":"never"} format 1`] = `
+====================================options=====================================
+parsers: ["markdown"]
+printWidth: 80
+proseWrap: "never"
+                                                                                | printWidth
+=====================================input======================================
+> NOTE: To use \`unobtrusive\`, \`unobtrusive/import\`, \`unobtrusive/react\`, and \`unobtrusive/flowtype\` together, your eslint config would look like this:
+>\`\`\`json
+>{
+>  "extends": [
+>    "unobtrusive",
+>    "unobtrusive/import",
+>    "unobtrusive/react",
+>    "unobtrusive/flowtype"
+>  ],
+>  "env": {
+>    "browser": true
+>  }
+>}
+>\`\`\`
+
+=====================================output=====================================
+> NOTE: To use \`unobtrusive\`, \`unobtrusive/import\`, \`unobtrusive/react\`, and \`unobtrusive/flowtype\` together, your eslint config would look like this:
+>
+> \`\`\`json
+> {
+>   "extends": [
+>     "unobtrusive",
+>     "unobtrusive/import",
+>     "unobtrusive/react",
+>     "unobtrusive/flowtype"
+>   ],
+>   "env": {
+>     "browser": true
+>   }
+> }
+> \`\`\`
+
+================================================================================
+`;
+
+exports[`code.md - {"proseWrap":"preserve"} format 1`] = `
+====================================options=====================================
+parsers: ["markdown"]
+printWidth: 80
+proseWrap: "preserve"
+                                                                                | printWidth
+=====================================input======================================
+> NOTE: To use \`unobtrusive\`, \`unobtrusive/import\`, \`unobtrusive/react\`, and \`unobtrusive/flowtype\` together, your eslint config would look like this:
+>\`\`\`json
+>{
+>  "extends": [
+>    "unobtrusive",
+>    "unobtrusive/import",
+>    "unobtrusive/react",
+>    "unobtrusive/flowtype"
+>  ],
+>  "env": {
+>    "browser": true
+>  }
+>}
+>\`\`\`
+
+=====================================output=====================================
+> NOTE: To use \`unobtrusive\`, \`unobtrusive/import\`, \`unobtrusive/react\`, and \`unobtrusive/flowtype\` together, your eslint config would look like this:
+>
+> \`\`\`json
+> {
+>   "extends": [
+>     "unobtrusive",
+>     "unobtrusive/import",
+>     "unobtrusive/react",
+>     "unobtrusive/flowtype"
+>   ],
+>   "env": {
+>     "browser": true
+>   }
+> }
+> \`\`\`
+
+================================================================================
+`;
+
 exports[`ignore-code.md - {"proseWrap":"always"} format 1`] = `
 ====================================options=====================================
 parsers: ["markdown"]
@@ -158,6 +242,236 @@ proseWrap: "always"
 ================================================================================
 `;
 
+exports[`ignore-code.md - {"proseWrap":"never"} format 1`] = `
+====================================options=====================================
+parsers: ["markdown"]
+printWidth: 80
+proseWrap: "never"
+                                                                                | printWidth
+=====================================input======================================
+> \`\`\`\`md
+> <!-- prettier-ignore -->
+> \`\`\`js
+> ugly   ( code ) ;
+> \`\`\`
+> \`\`\`\`
+
+> \`\`\`md
+> <!-- prettier-ignore -->
+> - This is a long long
+>   long long long long
+>   long long paragraph.
+> \`\`\`
+
+> - test
+>   \`\`\`md
+>   <!-- prettier-ignore -->
+>   - This is a long long
+>     long long long long
+>     long long paragraph.
+>   \`\`\`
+
+\`\`\`\`md
+> \`\`\`md
+> <!-- prettier-ignore -->
+> - This is a long long
+>   long long long long
+>   long long paragraph.
+> \`\`\`
+\`\`\`\`
+
+> \`\`\`\`md
+> > \`\`\`md
+> > <!-- prettier-ignore -->
+> > - This is a long long
+> >   long long long long
+> >   long long paragraph.
+> > \`\`\`
+> \`\`\`\`
+
+> 
+> <!-- prettier-ignore -->
+> - This is a long long
+>   long long long long
+>   long long paragraph.
+> 
+
+> \`\`\`\`js
+> // prettier-ignore
+> const x = 1,
+> b = 2
+> \`\`\`\`
+
+=====================================output=====================================
+> \`\`\`\`md
+> <!-- prettier-ignore -->
+> \`\`\`js
+> ugly   ( code ) ;
+> \`\`\`
+> \`\`\`\`
+
+> \`\`\`md
+> <!-- prettier-ignore -->
+> - This is a long long
+>   long long long long
+>   long long paragraph.
+> \`\`\`
+
+> - test
+>   \`\`\`md
+>   <!-- prettier-ignore -->
+>   - This is a long long
+>     long long long long
+>     long long paragraph.
+>   \`\`\`
+
+\`\`\`\`md
+> \`\`\`md
+> <!-- prettier-ignore -->
+> - This is a long long
+>   long long long long
+>   long long paragraph.
+> \`\`\`
+\`\`\`\`
+
+> \`\`\`\`md
+> > \`\`\`md
+> > <!-- prettier-ignore -->
+> > - This is a long long
+> >   long long long long
+> >   long long paragraph.
+> > \`\`\`
+> \`\`\`\`
+
+> <!-- prettier-ignore -->
+> - This is a long long
+>   long long long long
+>   long long paragraph.
+
+> \`\`\`js
+> // prettier-ignore
+> const x = 1,
+> b = 2
+> \`\`\`
+
+================================================================================
+`;
+
+exports[`ignore-code.md - {"proseWrap":"preserve"} format 1`] = `
+====================================options=====================================
+parsers: ["markdown"]
+printWidth: 80
+proseWrap: "preserve"
+                                                                                | printWidth
+=====================================input======================================
+> \`\`\`\`md
+> <!-- prettier-ignore -->
+> \`\`\`js
+> ugly   ( code ) ;
+> \`\`\`
+> \`\`\`\`
+
+> \`\`\`md
+> <!-- prettier-ignore -->
+> - This is a long long
+>   long long long long
+>   long long paragraph.
+> \`\`\`
+
+> - test
+>   \`\`\`md
+>   <!-- prettier-ignore -->
+>   - This is a long long
+>     long long long long
+>     long long paragraph.
+>   \`\`\`
+
+\`\`\`\`md
+> \`\`\`md
+> <!-- prettier-ignore -->
+> - This is a long long
+>   long long long long
+>   long long paragraph.
+> \`\`\`
+\`\`\`\`
+
+> \`\`\`\`md
+> > \`\`\`md
+> > <!-- prettier-ignore -->
+> > - This is a long long
+> >   long long long long
+> >   long long paragraph.
+> > \`\`\`
+> \`\`\`\`
+
+> 
+> <!-- prettier-ignore -->
+> - This is a long long
+>   long long long long
+>   long long paragraph.
+> 
+
+> \`\`\`\`js
+> // prettier-ignore
+> const x = 1,
+> b = 2
+> \`\`\`\`
+
+=====================================output=====================================
+> \`\`\`\`md
+> <!-- prettier-ignore -->
+> \`\`\`js
+> ugly   ( code ) ;
+> \`\`\`
+> \`\`\`\`
+
+> \`\`\`md
+> <!-- prettier-ignore -->
+> - This is a long long
+>   long long long long
+>   long long paragraph.
+> \`\`\`
+
+> - test
+>   \`\`\`md
+>   <!-- prettier-ignore -->
+>   - This is a long long
+>     long long long long
+>     long long paragraph.
+>   \`\`\`
+
+\`\`\`\`md
+> \`\`\`md
+> <!-- prettier-ignore -->
+> - This is a long long
+>   long long long long
+>   long long paragraph.
+> \`\`\`
+\`\`\`\`
+
+> \`\`\`\`md
+> > \`\`\`md
+> > <!-- prettier-ignore -->
+> > - This is a long long
+> >   long long long long
+> >   long long paragraph.
+> > \`\`\`
+> \`\`\`\`
+
+> <!-- prettier-ignore -->
+> - This is a long long
+>   long long long long
+>   long long paragraph.
+
+> \`\`\`js
+> // prettier-ignore
+> const x = 1,
+> b = 2
+> \`\`\`
+
+================================================================================
+`;
+
 exports[`nested.md - {"proseWrap":"always"} format 1`] = `
 ====================================options=====================================
 parsers: ["markdown"]
@@ -173,6 +487,185 @@ proseWrap: "always"
 ================================================================================
 `;
 
+exports[`nested.md - {"proseWrap":"never"} format 1`] = `
+====================================options=====================================
+parsers: ["markdown"]
+printWidth: 80
+proseWrap: "never"
+                                                                                | printWidth
+=====================================input======================================
+>>> 123
+
+=====================================output=====================================
+> > > 123
+
+================================================================================
+`;
+
+exports[`nested.md - {"proseWrap":"preserve"} format 1`] = `
+====================================options=====================================
+parsers: ["markdown"]
+printWidth: 80
+proseWrap: "preserve"
+                                                                                | printWidth
+=====================================input======================================
+>>> 123
+
+=====================================output=====================================
+> > > 123
+
+================================================================================
+`;
+
+exports[`notext-end.md - {"proseWrap":"always"} format 1`] = `
+====================================options=====================================
+parsers: ["markdown"]
+printWidth: 80
+proseWrap: "always"
+                                                                                | printWidth
+=====================================input======================================
+> [!NOTE]
+> \`DOOM\`
+
+> _b_
+>> \`A\`
+>> \`B\`
+
+> *a*
+>> # foo
+>> \`a\` > \`b\`
+
+
+> This is a quote with an italic _across multuple lines
+> which should just work_. So make sure there is no > if we set
+> proseWrap to \`never\`
+
+> This is a quote with a link [across multuple lines
+> which should just work](). So make sure there is no > if we set
+> proseWrap to \`never\`
+
+=====================================output=====================================
+> [!NOTE] \`DOOM\`
+
+> _b_
+>
+> > \`A\` \`B\`
+
+> _a_
+>
+> > # foo
+> >
+> > \`a\` > \`b\`
+
+> This is a quote with an italic _across multuple lines which should just work_.
+> So make sure there is no > if we set proseWrap to \`never\`
+
+> This is a quote with a link [across multuple lines which should just work]().
+> So make sure there is no > if we set proseWrap to \`never\`
+
+================================================================================
+`;
+
+exports[`notext-end.md - {"proseWrap":"never"} format 1`] = `
+====================================options=====================================
+parsers: ["markdown"]
+printWidth: 80
+proseWrap: "never"
+                                                                                | printWidth
+=====================================input======================================
+> [!NOTE]
+> \`DOOM\`
+
+> _b_
+>> \`A\`
+>> \`B\`
+
+> *a*
+>> # foo
+>> \`a\` > \`b\`
+
+
+> This is a quote with an italic _across multuple lines
+> which should just work_. So make sure there is no > if we set
+> proseWrap to \`never\`
+
+> This is a quote with a link [across multuple lines
+> which should just work](). So make sure there is no > if we set
+> proseWrap to \`never\`
+
+=====================================output=====================================
+> [!NOTE] \`DOOM\`
+
+> _b_
+>
+> > \`A\` \`B\`
+
+> _a_
+>
+> > # foo
+> >
+> > \`a\` > \`b\`
+
+> This is a quote with an italic _across multuple lines which should just work_. So make sure there is no > if we set proseWrap to \`never\`
+
+> This is a quote with a link [across multuple lines which should just work](). So make sure there is no > if we set proseWrap to \`never\`
+
+================================================================================
+`;
+
+exports[`notext-end.md - {"proseWrap":"preserve"} format 1`] = `
+====================================options=====================================
+parsers: ["markdown"]
+printWidth: 80
+proseWrap: "preserve"
+                                                                                | printWidth
+=====================================input======================================
+> [!NOTE]
+> \`DOOM\`
+
+> _b_
+>> \`A\`
+>> \`B\`
+
+> *a*
+>> # foo
+>> \`a\` > \`b\`
+
+
+> This is a quote with an italic _across multuple lines
+> which should just work_. So make sure there is no > if we set
+> proseWrap to \`never\`
+
+> This is a quote with a link [across multuple lines
+> which should just work](). So make sure there is no > if we set
+> proseWrap to \`never\`
+
+=====================================output=====================================
+> [!NOTE]
+> \`DOOM\`
+
+> _b_
+>
+> > \`A\`
+> > \`B\`
+
+> _a_
+>
+> > # foo
+> >
+> > \`a\` > \`b\`
+
+> This is a quote with an italic _across multuple lines
+> which should just work_. So make sure there is no > if we set
+> proseWrap to \`never\`
+
+> This is a quote with a link [across multuple lines
+> which should just work](). So make sure there is no > if we set
+> proseWrap to \`never\`
+
+================================================================================
+`;
+
 exports[`paragraph.md - {"proseWrap":"always"} format 1`] = `
 ====================================options=====================================
 parsers: ["markdown"]
@@ -191,6 +684,39 @@ proseWrap: "always"
 ================================================================================
 `;
 
+exports[`paragraph.md - {"proseWrap":"never"} format 1`] = `
+====================================options=====================================
+parsers: ["markdown"]
+printWidth: 80
+proseWrap: "never"
+                                                                                | printWidth
+=====================================input======================================
+> This is a long long long long long long long long long long long long long long long paragraph.
+> This is a long long long long long long long long long long long long long long long paragraph.
+
+=====================================output=====================================
+> This is a long long long long long long long long long long long long long long long paragraph. This is a long long long long long long long long long long long long long long long paragraph.
+
+================================================================================
+`;
+
+exports[`paragraph.md - {"proseWrap":"preserve"} format 1`] = `
+====================================options=====================================
+parsers: ["markdown"]
+printWidth: 80
+proseWrap: "preserve"
+                                                                                | printWidth
+=====================================input======================================
+> This is a long long long long long long long long long long long long long long long paragraph.
+> This is a long long long long long long long long long long long long long long long paragraph.
+
+=====================================output=====================================
+> This is a long long long long long long long long long long long long long long long paragraph.
+> This is a long long long long long long long long long long long long long long long paragraph.
+
+================================================================================
+`;
+
 exports[`simple.md - {"proseWrap":"always"} format 1`] = `
 ====================================options=====================================
 parsers: ["markdown"]
@@ -205,3 +731,33 @@ proseWrap: "always"
 
 ================================================================================
 `;
+
+exports[`simple.md - {"proseWrap":"never"} format 1`] = `
+====================================options=====================================
+parsers: ["markdown"]
+printWidth: 80
+proseWrap: "never"
+                                                                                | printWidth
+=====================================input======================================
+> 123
+
+=====================================output=====================================
+> 123
+
+================================================================================
+`;
+
+exports[`simple.md - {"proseWrap":"preserve"} format 1`] = `
+====================================options=====================================
+parsers: ["markdown"]
+printWidth: 80
+proseWrap: "preserve"
+                                                                                | printWidth
+=====================================input======================================
+> 123
+
+=====================================output=====================================
+> 123
+
+================================================================================
+`;
diff --git a/tests/format/markdown/blockquote/format.test.js b/tests/format/markdown/blockquote/format.test.js
index 6ecc0af19..02d9abea4 100644
--- a/tests/format/markdown/blockquote/format.test.js
+++ b/tests/format/markdown/blockquote/format.test.js
@@ -1 +1,3 @@
 runFormatTest(import.meta, ["markdown"], { proseWrap: "always" });
+runFormatTest(import.meta, ["markdown"], { proseWrap: "preserve" });
+runFormatTest(import.meta, ["markdown"], { proseWrap: "never" });
diff --git a/tests/format/markdown/blockquote/notext-end.md b/tests/format/markdown/blockquote/notext-end.md
new file mode 100644
index 000000000..97435445a
--- /dev/null
+++ b/tests/format/markdown/blockquote/notext-end.md
@@ -0,0 +1,19 @@
+> [!NOTE]
+> `DOOM`
+
+> _b_
+>> `A`
+>> `B`
+
+> *a*
+>> # foo
+>> `a` > `b`
+
+
+> This is a quote with an italic _across multuple lines
+> which should just work_. So make sure there is no > if we set
+> proseWrap to `never`
+
+> This is a quote with a link [across multuple lines
+> which should just work](). So make sure there is no > if we set
+> proseWrap to `never`