diff --git a/Makefile b/Makefile
index 1e63227a..d34baf1a 100644
--- a/Makefile
+++ b/Makefile
@@ -255,6 +255,7 @@ generate-e2e-templates: $(KUSTOMIZE)
 	$(KUSTOMIZE) build $(OCI_TEMPLATES)/v1beta1/cluster-template-managed --load-restrictor LoadRestrictionsNone > $(OCI_TEMPLATES)/v1beta1/cluster-template-managed.yaml
 	$(KUSTOMIZE) build $(OCI_TEMPLATES)/v1beta1/cluster-template-managed-cluster-identity --load-restrictor LoadRestrictionsNone > $(OCI_TEMPLATES)/v1beta1/cluster-template-managed-cluster-identity.yaml
 	$(KUSTOMIZE) build $(OCI_TEMPLATES)/v1beta1/cluster-template-cluster-identity --load-restrictor LoadRestrictionsNone > $(OCI_TEMPLATES)/v1beta1/cluster-template-cluster-identity.yaml
+	$(KUSTOMIZE) build $(OCI_TEMPLATES)/v1beta1/cluster-template-windows-calico --load-restrictor LoadRestrictionsNone > $(OCI_TEMPLATES)/v1beta1/cluster-template-windows-calico.yaml
 
 .PHONY: test-e2e-run
 test-e2e-run: generate-e2e-templates $(GINKGO) $(ENVSUBST) ## Run e2e tests
diff --git a/scripts/ci-e2e.sh b/scripts/ci-e2e.sh
index b41bd64f..14407336 100755
--- a/scripts/ci-e2e.sh
+++ b/scripts/ci-e2e.sh
@@ -24,6 +24,7 @@ source "${REPO_ROOT}/hack/ensure-tags.sh"
 : "${OCI_UPGRADE_IMAGE_ID:?Environment variable empty or not defined.}"
 : "${OCI_ALTERNATIVE_REGION_IMAGE_ID:?Environment variable empty or not defined.}"
 : OCI_MANAGED_NODE_IMAGE_ID
+: OCI_WINDOWS_IMAGE_ID
 
 export LOCAL_ONLY=${LOCAL_ONLY:-"true"}
 
diff --git a/templates/cluster-template-windows-calico.yaml b/templates/cluster-template-windows-calico.yaml
new file mode 100644
index 00000000..a036fd61
--- /dev/null
+++ b/templates/cluster-template-windows-calico.yaml
@@ -0,0 +1,156 @@
+apiVersion: cluster.x-k8s.io/v1beta1
+kind: Cluster
+metadata:
+  labels:
+    cluster.x-k8s.io/cluster-name: "${CLUSTER_NAME}"
+    cni: calico
+    csi-proxy: enabled
+    windows: enabled
+  name: "${CLUSTER_NAME}"
+  namespace: "${NAMESPACE}"
+spec:
+  clusterNetwork:
+    pods:
+      cidrBlocks:
+        - ${POD_CIDR:="192.168.0.0/16"}
+    serviceDomain: ${SERVICE_DOMAIN:="cluster.local"}
+    services:
+      cidrBlocks:
+        - ${SERVICE_CIDR:="10.128.0.0/12"}
+  infrastructureRef:
+    apiVersion: infrastructure.cluster.x-k8s.io/v1beta1
+    kind: OCICluster
+    name: "${CLUSTER_NAME}"
+    namespace: "${NAMESPACE}"
+  controlPlaneRef:
+    apiVersion: controlplane.cluster.x-k8s.io/v1beta1
+    kind: KubeadmControlPlane
+    name: "${CLUSTER_NAME}-control-plane"
+    namespace: "${NAMESPACE}"
+---
+apiVersion: infrastructure.cluster.x-k8s.io/v1beta1
+kind: OCICluster
+metadata:
+  labels:
+    cluster.x-k8s.io/cluster-name: "${CLUSTER_NAME}"
+  name: "${CLUSTER_NAME}"
+spec:
+  compartmentId: "${OCI_COMPARTMENT_ID}"
+---
+kind: KubeadmControlPlane
+apiVersion: controlplane.cluster.x-k8s.io/v1beta1
+metadata:
+  name: "${CLUSTER_NAME}-control-plane"
+  namespace: "${NAMESPACE}"
+spec:
+  version: "${KUBERNETES_VERSION}"
+  replicas: ${CONTROL_PLANE_MACHINE_COUNT}
+  machineTemplate:
+    infrastructureRef:
+      kind: OCIMachineTemplate
+      apiVersion: infrastructure.cluster.x-k8s.io/v1beta1
+      name: "${CLUSTER_NAME}-control-plane"
+      namespace: "${NAMESPACE}"
+  kubeadmConfigSpec:
+    clusterConfiguration:
+      kubernetesVersion: ${KUBERNETES_VERSION}
+      apiServer:
+        certSANs: [localhost, 127.0.0.1]
+        extraArgs:
+          cloud-provider: oci
+      dns: {}
+      etcd: {}
+      networking: {}
+      scheduler: {}
+    initConfiguration:
+      nodeRegistration:
+        criSocket: /var/run/containerd/containerd.sock
+        kubeletExtraArgs:
+          cloud-provider: external
+          provider-id: oci://{{ ds["id"] }}
+    joinConfiguration:
+      discovery: {}
+      nodeRegistration:
+        criSocket: /var/run/containerd/containerd.sock
+        kubeletExtraArgs:
+          cloud-provider: external
+          provider-id: oci://{{ ds["id"] }}
+---
+kind: OCIMachineTemplate
+apiVersion: infrastructure.cluster.x-k8s.io/v1beta1
+metadata:
+  name: "${CLUSTER_NAME}-control-plane"
+spec:
+  template:
+    spec:
+      imageId: "${OCI_CONTROL_PLANE_IMAGE_ID}"
+      compartmentId: "${OCI_COMPARTMENT_ID}"
+      shape: "${OCI_CONTROL_PLANE_MACHINE_TYPE=VM.Standard.E4.Flex}"
+      shapeConfig:
+        ocpus: "${OCI_CONTROL_PLANE_MACHINE_TYPE_OCPUS=1}"
+      metadata:
+        ssh_authorized_keys: "${OCI_SSH_KEY}"
+      isPvEncryptionInTransitEnabled: ${OCI_CONTROL_PLANE_PV_TRANSIT_ENCRYPTION=true}
+---
+apiVersion: infrastructure.cluster.x-k8s.io/v1beta1
+kind: OCIMachineTemplate
+metadata:
+  name: "${CLUSTER_NAME}-md-win"
+spec:
+  template:
+    spec:
+      imageId: "${OCI_NODE_IMAGE_ID}"
+      compartmentId: "${OCI_COMPARTMENT_ID}"
+      shape: "${OCI_NODE_MACHINE_TYPE=VM.Standard.E4.Flex}"
+      shapeConfig:
+        ocpus: "${OCI_NODE_MACHINE_TYPE_OCPUS=1}"
+      vnicAttachments:
+        - displayName: "CalicoNic"
+          nicIndex: 1 # second nic must be used for hyper-v
+      metadata:
+        ssh_authorized_keys: "${OCI_SSH_KEY}"
+      isPvEncryptionInTransitEnabled: ${OCI_NODE_PV_TRANSIT_ENCRYPTION=true}
+---
+apiVersion: bootstrap.cluster.x-k8s.io/v1alpha4
+kind: KubeadmConfigTemplate
+metadata:
+  name: "${CLUSTER_NAME}-md-win"
+spec:
+  template:
+    spec:
+      joinConfiguration:
+        nodeRegistration:
+          criSocket: npipe:////./pipe/containerd-containerd
+          kubeletExtraArgs:
+            cloud-provider: external
+            provider-id: oci://{{ ds.meta_data["instance_id"] }}
+            feature-gates: WindowsHostProcessContainers=true
+            v: "2"
+            windows-priorityclass: ABOVE_NORMAL_PRIORITY_CLASS
+          name: '{{ ds.meta_data["local_hostname"] }}'
+      preKubeadmCommands:
+        - powershell C:\Windows\Setup\Scripts\enable_second_nic.ps1
+        - powershell C:\Users\opc\attach_secondary_vnic.ps1 > C:\Users\opc\attach_secondary_vnic_log.txt
+---
+apiVersion: cluster.x-k8s.io/v1beta1
+kind: MachineDeployment
+metadata:
+  name: "${CLUSTER_NAME}-md-win"
+spec:
+  clusterName: "${CLUSTER_NAME}"
+  replicas: ${NODE_MACHINE_COUNT}
+  selector:
+    matchLabels:
+  template:
+    spec:
+      clusterName: "${CLUSTER_NAME}"
+      version: "${KUBERNETES_VERSION}"
+      bootstrap:
+        configRef:
+          name: "${CLUSTER_NAME}-md-win"
+          apiVersion: bootstrap.cluster.x-k8s.io/v1beta1
+          kind: KubeadmConfigTemplate
+      infrastructureRef:
+        name: "${CLUSTER_NAME}-md-win"
+        apiVersion: infrastructure.cluster.x-k8s.io/v1beta1
+        kind: OCIMachineTemplate
\ No newline at end of file
diff --git a/test/e2e/cluster_test.go b/test/e2e/cluster_test.go
index 1b442858..fb1a97f8 100644
--- a/test/e2e/cluster_test.go
+++ b/test/e2e/cluster_test.go
@@ -199,6 +199,29 @@ var _ = Describe("Workload cluster creation", func() {
 		validateOLImage(namespace.Name, clusterName)
 	})
 
+	It("Windows - With 1 Linux control-plane nodes and with 1 Windows worker nodes using Calico CNI", func() {
+		clusterName = getClusterName(clusterNamePrefix, "windows-calico")
+		clusterctl.ApplyClusterTemplateAndWait(ctx, clusterctl.ApplyClusterTemplateAndWaitInput{
+			ClusterProxy: bootstrapClusterProxy,
+			ConfigCluster: clusterctl.ConfigClusterInput{
+				LogFolder:                filepath.Join(artifactFolder, "clusters", bootstrapClusterProxy.GetName()),
+				ClusterctlConfigPath:     clusterctlConfigPath,
+				KubeconfigPath:           bootstrapClusterProxy.GetKubeconfigPath(),
+				InfrastructureProvider:   clusterctl.DefaultInfrastructureProvider,
+				Flavor:                   "windows-calico",
+				Namespace:                namespace.Name,
+				ClusterName:              clusterName,
+				KubernetesVersion:        e2eConfig.GetVariable(capi_e2e.KubernetesVersion),
+				ControlPlaneMachineCount: pointer.Int64Ptr(1),
+				WorkerMachineCount:       pointer.Int64Ptr(1),
+			},
+			WaitForClusterIntervals:      e2eConfig.GetIntervals(specName, "wait-cluster"),
+			WaitForControlPlaneIntervals: e2eConfig.GetIntervals(specName, "wait-control-plane"),
+			WaitForMachineDeployments:    e2eConfig.GetIntervals(specName, "wait-windows-worker-nodes"),
+		}, result)
+		validateWindowsImage(namespace.Name, clusterName)
+	})
+
 	It("Cloud Provider OCI testing [PRBlocking]", func() {
 		clusterName = getClusterName(clusterNamePrefix, "ccm-testing")
 		clusterctl.ApplyClusterTemplateAndWait(ctx, clusterctl.ApplyClusterTemplateAndWaitInput{
@@ -983,6 +1006,33 @@ func validateOLImage(nameSpace string, clusterName string) {
 	}
 }
 
+func validateWindowsImage(nameSpace string, clusterName string) {
+	lister := bootstrapClusterProxy.GetClient()
+	inClustersNamespaceListOption := client.InNamespace(nameSpace)
+	matchClusterListOption := client.MatchingLabels{
+		clusterv1.ClusterLabelName: clusterName,
+	}
+
+	machineList := &clusterv1.MachineList{}
+	Expect(lister.List(context.Background(), machineList, inClustersNamespaceListOption, matchClusterListOption)).
+		To(Succeed(), "Couldn't list machines for the cluster %q", clusterName)
+
+	Expect(len(machineList.Items)).To(Equal(2))
+	for _, machine := range machineList.Items {
+		if machine.Labels["os"] == "windows" {
+			instanceOcid := strings.Split(*machine.Spec.ProviderID, "//")[1]
+			Log(fmt.Sprintf("Instance OCID is %s", instanceOcid))
+			resp, err := computeClient.GetInstance(context.Background(), core.GetInstanceRequest{
+				InstanceId: common.String(instanceOcid),
+			})
+			Expect(err).NotTo(HaveOccurred())
+			instanceSourceDetails, ok := resp.SourceDetails.(core.InstanceSourceViaImageDetails)
+			Expect(ok).To(BeTrue())
+			Expect(*instanceSourceDetails.ImageId).To(Equal(os.Getenv("OCI_WINDOWS_IMAGE_ID")))
+		}
+	}
+}
+
 func getClusterName(prefix, specName string) string {
 	clusterName := os.Getenv("CLUSTER_NAME")
 	if clusterName == "" {
diff --git a/test/e2e/config/e2e_conf.yaml b/test/e2e/config/e2e_conf.yaml
index 1e6193a4..f3300655 100644
--- a/test/e2e/config/e2e_conf.yaml
+++ b/test/e2e/config/e2e_conf.yaml
@@ -73,6 +73,7 @@ providers:
           - sourcePath: "../data/infrastructure-oci/v1beta1/cluster-template-managed.yaml"
           - sourcePath: "../data/infrastructure-oci/v1beta1/cluster-template-managed-cluster-identity.yaml"
           - sourcePath: "../data/infrastructure-oci/v1beta1/cluster-template-cluster-identity.yaml"
+          - sourcePath: "../data/infrastructure-oci/v1beta1/cluster-template-windows-calico.yaml"
           - sourcePath: "../data/infrastructure-oci/v1beta1/metadata.yaml"
 
 variables:
@@ -111,6 +112,7 @@ intervals:
   default/wait-cluster: ["30m", "10s"]
   default/wait-control-plane: ["30m", "10s"]
   default/wait-worker-nodes: ["30m", "10s"]
+  default/wait-windows-worker-nodes: ["60m", "30s"]
   default/wait-cluster-bare-metal: [ "60m", "10s" ]
   default/wait-control-plane-bare-metal: [ "60m", "10s" ]
   default/wait-worker-nodes-bare-metal: [ "60m", "10s" ]
diff --git a/test/e2e/data/infrastructure-oci/v1beta1/cluster-template-windows-calico/kustomization.yaml b/test/e2e/data/infrastructure-oci/v1beta1/cluster-template-windows-calico/kustomization.yaml
new file mode 100644
index 00000000..d1f72456
--- /dev/null
+++ b/test/e2e/data/infrastructure-oci/v1beta1/cluster-template-windows-calico/kustomization.yaml
@@ -0,0 +1,7 @@
+bases:
+  - ../bases/cluster.yaml
+  - ../bases/md.yaml
+  - ../bases/crs.yaml
+  - ../bases/ccm.yaml
+patchesStrategicMerge:
+  - ./md.yaml
\ No newline at end of file
diff --git a/test/e2e/data/infrastructure-oci/v1beta1/cluster-template-windows-calico/md.yaml b/test/e2e/data/infrastructure-oci/v1beta1/cluster-template-windows-calico/md.yaml
new file mode 100644
index 00000000..9f291624
--- /dev/null
+++ b/test/e2e/data/infrastructure-oci/v1beta1/cluster-template-windows-calico/md.yaml
@@ -0,0 +1,46 @@
+apiVersion: infrastructure.cluster.x-k8s.io/v1beta1
+kind: OCIMachineTemplate
+metadata:
+  name: "${CLUSTER_NAME}-md-0"
+  labels:
+    os: windows
+spec:
+  template:
+    spec:
+      imageId: "${OCI_WINDOWS_IMAGE_ID}"
+      shape: "BM.Standard.E4.128"
+      shapeConfig:
+        ocpus: "128"
+      vnicAttachments:
+        - displayName: "CalicoNic"
+          nicIndex: 1 # second nic must be used for hyper-v
+      isPvEncryptionInTransitEnabled: ${OCI_NODE_PV_TRANSIT_ENCRYPTION=false}
+---
+apiVersion: bootstrap.cluster.x-k8s.io/v1alpha4
+kind: KubeadmConfigTemplate
+metadata:
+  name: "${CLUSTER_NAME}-md-0"
+spec:
+  template:
+    spec:
+      joinConfiguration:
+        nodeRegistration:
+          criSocket: npipe:////./pipe/containerd-containerd
+          kubeletExtraArgs:
+            provider-id: oci://{{ ds.meta_data["instance_id"] }}
+            feature-gates: WindowsHostProcessContainers=true
+            v: "2"
+            windows-priorityclass: ABOVE_NORMAL_PRIORITY_CLASS
+          name: '{{ ds.meta_data["local_hostname"] }}'
+      preKubeadmCommands:
+        - powershell C:\Windows\Setup\Scripts\enable_second_nic.ps1
+        - powershell C:\Users\opc\attach_secondary_vnic.ps1 > C:\Users\opc\attach_secondary_vnic_log.txt
+---
+apiVersion: cluster.x-k8s.io/v1beta1
+kind: MachineDeployment
+metadata:
+  name: "${CLUSTER_NAME}-md-0"
+spec:
+  template:
+    spec:
+      failureDomain: "2"
\ No newline at end of file