diff --git a/src/compiler/checker.ts b/src/compiler/checker.ts
index 667152d3ad2..7ded1be4ea4 100644
--- a/src/compiler/checker.ts
+++ b/src/compiler/checker.ts
@@ -2069,8 +2069,9 @@ export function createTypeChecker(host: TypeCheckerHost): TypeChecker {
     const contextualTypes: (Type | undefined)[] = [];
     let contextualTypeCount = 0;
 
-    let currentInferenceNode: Node | undefined;
-    let currentInferenceContext: InferenceContext | undefined;
+    const inferenceContextNodes: Node[] = [];
+    const inferenceContexts: (InferenceContext | undefined)[] = [];
+    let inferenceContextCount = 0;
 
     const emptyStringType = getStringLiteralType("");
     const zeroType = getNumberLiteralType(0);
@@ -28764,8 +28765,22 @@ export function createTypeChecker(host: TypeCheckerHost): TypeChecker {
         return -1;
     }
 
+    function pushInferenceContext(node: Node, inferenceContext: InferenceContext | undefined) {
+        inferenceContextNodes[inferenceContextCount] = node;
+        inferenceContexts[inferenceContextCount] = inferenceContext;
+        inferenceContextCount++;
+    }
+
+    function popInferenceContext() {
+        inferenceContextCount--;
+    }
+
     function getInferenceContext(node: Node) {
-        return isNodeDescendantOf(node, currentInferenceNode) ? currentInferenceContext : undefined;
+        for (let i = inferenceContextCount - 1; i >= 0; i--) {
+            if (isNodeDescendantOf(node, inferenceContextNodes[i])) {
+                return inferenceContexts[i];
+            }
+        }
     }
 
     function getContextualJsxElementAttributesType(node: JsxOpeningLikeElement, contextFlags: ContextFlags | undefined) {
@@ -36022,10 +36037,7 @@ export function createTypeChecker(host: TypeCheckerHost): TypeChecker {
     function checkExpressionWithContextualType(node: Expression, contextualType: Type, inferenceContext: InferenceContext | undefined, checkMode: CheckMode): Type {
         const contextNode = getContextNode(node);
         pushContextualType(contextNode, contextualType);
-        const saveInferenceNode = currentInferenceNode;
-        const saveInferenceContext = currentInferenceContext;
-        currentInferenceNode = contextNode;
-        currentInferenceContext = inferenceContext;
+        pushInferenceContext(contextNode, inferenceContext);
         const type = checkExpression(node, checkMode | CheckMode.Contextual | (inferenceContext ? CheckMode.Inferential : 0));
         // In CheckMode.Inferential we collect intra-expression inference sites to process before fixing any type
         // parameters. This information is no longer needed after the call to checkExpression.
@@ -36037,8 +36049,7 @@ export function createTypeChecker(host: TypeCheckerHost): TypeChecker {
         // here would be to not mark contextually typed literals as fresh in the first place.
         const result = maybeTypeOfKind(type, TypeFlags.Literal) && isLiteralOfContextualType(type, instantiateContextualType(contextualType, node, /*contextFlags*/ undefined)) ?
             getRegularTypeOfLiteralType(type) : type;
-        currentInferenceNode = saveInferenceNode;
-        currentInferenceContext = saveInferenceContext;
+        popInferenceContext();
         popContextualType();
         return result;
     }
diff --git a/tests/baselines/reference/multipleInferenceContexts.js b/tests/baselines/reference/multipleInferenceContexts.js
new file mode 100644
index 00000000000..533cc5578d5
--- /dev/null
+++ b/tests/baselines/reference/multipleInferenceContexts.js
@@ -0,0 +1,36 @@
+//// [multipleInferenceContexts.ts]
+type ConstructorOptions<Data> =
+    & ComponentOptionsProperties<Data>
+    & ThisType<Instance<Data>>;
+
+interface ComponentOptionsProperties<Data> {
+    data: Data;
+    render(): unknown;
+}
+
+interface Instance<Data> {
+    get<K extends keyof Data>(name: K): unknown;
+}
+
+declare var Moon: {
+    <Data>(options?: ConstructorOptions<Data>): Instance<Data>;
+};
+
+const r2 = Moon({
+    data: { msg: "" },
+    render() {
+        const h = (x: unknown) => x;
+        return h(this.get("msg"));
+    },
+});
+
+
+//// [multipleInferenceContexts.js]
+"use strict";
+var r2 = Moon({
+    data: { msg: "" },
+    render: function () {
+        var h = function (x) { return x; };
+        return h(this.get("msg"));
+    },
+});
diff --git a/tests/baselines/reference/multipleInferenceContexts.symbols b/tests/baselines/reference/multipleInferenceContexts.symbols
new file mode 100644
index 00000000000..b92eedada3d
--- /dev/null
+++ b/tests/baselines/reference/multipleInferenceContexts.symbols
@@ -0,0 +1,76 @@
+=== tests/cases/compiler/multipleInferenceContexts.ts ===
+type ConstructorOptions<Data> =
+>ConstructorOptions : Symbol(ConstructorOptions, Decl(multipleInferenceContexts.ts, 0, 0))
+>Data : Symbol(Data, Decl(multipleInferenceContexts.ts, 0, 24))
+
+    & ComponentOptionsProperties<Data>
+>ComponentOptionsProperties : Symbol(ComponentOptionsProperties, Decl(multipleInferenceContexts.ts, 2, 31))
+>Data : Symbol(Data, Decl(multipleInferenceContexts.ts, 0, 24))
+
+    & ThisType<Instance<Data>>;
+>ThisType : Symbol(ThisType, Decl(lib.es5.d.ts, --, --))
+>Instance : Symbol(Instance, Decl(multipleInferenceContexts.ts, 7, 1))
+>Data : Symbol(Data, Decl(multipleInferenceContexts.ts, 0, 24))
+
+interface ComponentOptionsProperties<Data> {
+>ComponentOptionsProperties : Symbol(ComponentOptionsProperties, Decl(multipleInferenceContexts.ts, 2, 31))
+>Data : Symbol(Data, Decl(multipleInferenceContexts.ts, 4, 37))
+
+    data: Data;
+>data : Symbol(ComponentOptionsProperties.data, Decl(multipleInferenceContexts.ts, 4, 44))
+>Data : Symbol(Data, Decl(multipleInferenceContexts.ts, 4, 37))
+
+    render(): unknown;
+>render : Symbol(ComponentOptionsProperties.render, Decl(multipleInferenceContexts.ts, 5, 15))
+}
+
+interface Instance<Data> {
+>Instance : Symbol(Instance, Decl(multipleInferenceContexts.ts, 7, 1))
+>Data : Symbol(Data, Decl(multipleInferenceContexts.ts, 9, 19))
+
+    get<K extends keyof Data>(name: K): unknown;
+>get : Symbol(Instance.get, Decl(multipleInferenceContexts.ts, 9, 26))
+>K : Symbol(K, Decl(multipleInferenceContexts.ts, 10, 8))
+>Data : Symbol(Data, Decl(multipleInferenceContexts.ts, 9, 19))
+>name : Symbol(name, Decl(multipleInferenceContexts.ts, 10, 30))
+>K : Symbol(K, Decl(multipleInferenceContexts.ts, 10, 8))
+}
+
+declare var Moon: {
+>Moon : Symbol(Moon, Decl(multipleInferenceContexts.ts, 13, 11))
+
+    <Data>(options?: ConstructorOptions<Data>): Instance<Data>;
+>Data : Symbol(Data, Decl(multipleInferenceContexts.ts, 14, 5))
+>options : Symbol(options, Decl(multipleInferenceContexts.ts, 14, 11))
+>ConstructorOptions : Symbol(ConstructorOptions, Decl(multipleInferenceContexts.ts, 0, 0))
+>Data : Symbol(Data, Decl(multipleInferenceContexts.ts, 14, 5))
+>Instance : Symbol(Instance, Decl(multipleInferenceContexts.ts, 7, 1))
+>Data : Symbol(Data, Decl(multipleInferenceContexts.ts, 14, 5))
+
+};
+
+const r2 = Moon({
+>r2 : Symbol(r2, Decl(multipleInferenceContexts.ts, 17, 5))
+>Moon : Symbol(Moon, Decl(multipleInferenceContexts.ts, 13, 11))
+
+    data: { msg: "" },
+>data : Symbol(data, Decl(multipleInferenceContexts.ts, 17, 17))
+>msg : Symbol(msg, Decl(multipleInferenceContexts.ts, 18, 11))
+
+    render() {
+>render : Symbol(render, Decl(multipleInferenceContexts.ts, 18, 22))
+
+        const h = (x: unknown) => x;
+>h : Symbol(h, Decl(multipleInferenceContexts.ts, 20, 13))
+>x : Symbol(x, Decl(multipleInferenceContexts.ts, 20, 19))
+>x : Symbol(x, Decl(multipleInferenceContexts.ts, 20, 19))
+
+        return h(this.get("msg"));
+>h : Symbol(h, Decl(multipleInferenceContexts.ts, 20, 13))
+>this.get : Symbol(Instance.get, Decl(multipleInferenceContexts.ts, 9, 26))
+>this : Symbol(Instance, Decl(multipleInferenceContexts.ts, 7, 1))
+>get : Symbol(Instance.get, Decl(multipleInferenceContexts.ts, 9, 26))
+
+    },
+});
+
diff --git a/tests/baselines/reference/multipleInferenceContexts.types b/tests/baselines/reference/multipleInferenceContexts.types
new file mode 100644
index 00000000000..1751ab8f276
--- /dev/null
+++ b/tests/baselines/reference/multipleInferenceContexts.types
@@ -0,0 +1,62 @@
+=== tests/cases/compiler/multipleInferenceContexts.ts ===
+type ConstructorOptions<Data> =
+>ConstructorOptions : ConstructorOptions<Data>
+
+    & ComponentOptionsProperties<Data>
+    & ThisType<Instance<Data>>;
+
+interface ComponentOptionsProperties<Data> {
+    data: Data;
+>data : Data
+
+    render(): unknown;
+>render : () => unknown
+}
+
+interface Instance<Data> {
+    get<K extends keyof Data>(name: K): unknown;
+>get : <K extends keyof Data>(name: K) => unknown
+>name : K
+}
+
+declare var Moon: {
+>Moon : <Data>(options?: ConstructorOptions<Data> | undefined) => Instance<Data>
+
+    <Data>(options?: ConstructorOptions<Data>): Instance<Data>;
+>options : ConstructorOptions<Data> | undefined
+
+};
+
+const r2 = Moon({
+>r2 : Instance<{ msg: string; }>
+>Moon({    data: { msg: "" },    render() {        const h = (x: unknown) => x;        return h(this.get("msg"));    },}) : Instance<{ msg: string; }>
+>Moon : <Data>(options?: ConstructorOptions<Data> | undefined) => Instance<Data>
+>{    data: { msg: "" },    render() {        const h = (x: unknown) => x;        return h(this.get("msg"));    },} : { data: { msg: string; }; render(): unknown; }
+
+    data: { msg: "" },
+>data : { msg: string; }
+>{ msg: "" } : { msg: string; }
+>msg : string
+>"" : ""
+
+    render() {
+>render : () => unknown
+
+        const h = (x: unknown) => x;
+>h : (x: unknown) => unknown
+>(x: unknown) => x : (x: unknown) => unknown
+>x : unknown
+>x : unknown
+
+        return h(this.get("msg"));
+>h(this.get("msg")) : unknown
+>h : (x: unknown) => unknown
+>this.get("msg") : unknown
+>this.get : <K extends "msg">(name: K) => unknown
+>this : Instance<{ msg: string; }>
+>get : <K extends "msg">(name: K) => unknown
+>"msg" : "msg"
+
+    },
+});
+
diff --git a/tests/cases/compiler/multipleInferenceContexts.ts b/tests/cases/compiler/multipleInferenceContexts.ts
new file mode 100644
index 00000000000..edda25beb36
--- /dev/null
+++ b/tests/cases/compiler/multipleInferenceContexts.ts
@@ -0,0 +1,26 @@
+// @strict: true
+
+type ConstructorOptions<Data> =
+    & ComponentOptionsProperties<Data>
+    & ThisType<Instance<Data>>;
+
+interface ComponentOptionsProperties<Data> {
+    data: Data;
+    render(): unknown;
+}
+
+interface Instance<Data> {
+    get<K extends keyof Data>(name: K): unknown;
+}
+
+declare var Moon: {
+    <Data>(options?: ConstructorOptions<Data>): Instance<Data>;
+};
+
+const r2 = Moon({
+    data: { msg: "" },
+    render() {
+        const h = (x: unknown) => x;
+        return h(this.get("msg"));
+    },
+});