diff --git a/.gitlab-ci.yml b/.gitlab-ci.yml
index e08b887d90a55260fa8aa22713da57bd41e20dcf..a14f43a5ce4353b60bcbede4c3dd8e97fcd2ef25 100644
--- a/.gitlab-ci.yml
+++ b/.gitlab-ci.yml
@@ -8,7 +8,7 @@ stages:
   - deploy-special
 
 variables:
-  KUBESPRAY_VERSION: v2.12.5
+  KUBESPRAY_VERSION: v2.12.6
   FAILFASTCI_NAMESPACE: 'kargo-ci'
   GITLAB_REPOSITORY: 'kargo-ci/kubernetes-sigs-kubespray'
   ANSIBLE_FORCE_COLOR: "true"
diff --git a/Dockerfile b/Dockerfile
index 81bc9debf4501343700045583d5a3dab5a0d479c..67ac6f81b25ac5d0396121af2c77e0ef468449bb 100644
--- a/Dockerfile
+++ b/Dockerfile
@@ -14,7 +14,7 @@ RUN  curl -fsSL https://download.docker.com/linux/ubuntu/gpg | apt-key add - &&
      && apt update -y && apt-get install docker-ce -y
 COPY . .
 RUN /usr/bin/python3 -m pip install pip -U && /usr/bin/python3 -m pip install -r tests/requirements.txt && python3 -m pip install -r requirements.txt && update-alternatives --install /usr/bin/python python /usr/bin/python3 1
-RUN curl -LO https://storage.googleapis.com/kubernetes-release/release/v1.14.4/bin/linux/amd64/kubectl \
+RUN curl -LO https://storage.googleapis.com/kubernetes-release/release/v1.17.5/bin/linux/amd64/kubectl \
     && chmod a+x kubectl && cp kubectl /usr/local/bin/kubectl
 
 # Some tools like yamllint need this
diff --git a/test-infra/vagrant-docker/Dockerfile b/test-infra/vagrant-docker/Dockerfile
index 1f7927c0a7bdaa22245eca8f3504387029576f9d..2f70f1c6249ac247bf510b969e41a00fc20630d6 100644
--- a/test-infra/vagrant-docker/Dockerfile
+++ b/test-infra/vagrant-docker/Dockerfile
@@ -1,6 +1,6 @@
 # Docker image published at quay.io/kubespray/vagrant
 
-ARG KUBESPRAY_VERSION=v2.12.5
+ARG KUBESPRAY_VERSION=v2.12.6
 FROM quay.io/kubespray/kubespray:${KUBESPRAY_VERSION}
 
 ENV VAGRANT_VERSION=2.2.7