diff --git a/Dockerfile b/Dockerfile
index 8ca3a516a2..22041cdc4c 100644
--- a/Dockerfile
+++ b/Dockerfile
@@ -29,8 +29,9 @@ ARG LEVEL_ZERO_VERSION=1.2.20826
 
 # Install dependencies:
 # mesa-va-drivers: needed for AMD VAAPI. Mesa >= 20.1 is required for HEVC transcoding.
+# curl: healcheck
 RUN apt-get update \
- && apt-get install --no-install-recommends --no-install-suggests -y ca-certificates gnupg wget apt-transport-https \
+ && apt-get install --no-install-recommends --no-install-suggests -y ca-certificates gnupg wget apt-transport-https curl \
  && wget -O - https://repo.jellyfin.org/jellyfin_team.gpg.key | apt-key add - \
  && echo "deb [arch=$( dpkg --print-architecture )] https://repo.jellyfin.org/$( awk -F'=' '/^ID=/{ print $NF }' /etc/os-release ) $( awk -F'=' '/^VERSION_CODENAME=/{ print $NF }' /etc/os-release ) main" | tee /etc/apt/sources.list.d/jellyfin.list \
  && apt-get update \
@@ -85,3 +86,8 @@ ENTRYPOINT ["./jellyfin/jellyfin", \
     "--datadir", "/config", \
     "--cachedir", "/cache", \
     "--ffmpeg", "/usr/lib/jellyfin-ffmpeg/ffmpeg"]
+
+HEALTHCHECK --interval=30s --timeout=30s --start-period=10s --retries=3 \
+    # https://github.com/jellyfin/jellyfin/issues/5760#issuecomment-852297561
+    CMD  curl http://localhost:$(grep -oP '(?<=PublicPort>)[^<]+' /config/config/network.xml)/$(grep -oP '(?<=BaseUrl>)[^<]+' /config/config/network.xml)health \
+    || exit 1
diff --git a/Dockerfile.arm b/Dockerfile.arm
index fa68a5c060..b80ad2632f 100644
--- a/Dockerfile.arm
+++ b/Dockerfile.arm
@@ -24,6 +24,8 @@ ARG APT_KEY_DONT_WARN_ON_DANGEROUS_USAGE=DontWarn
 ENV NVIDIA_DRIVER_CAPABILITIES="compute,video,utility"
 
 COPY --from=qemu /usr/bin/qemu-arm-static /usr/bin
+
+# curl: setup & healcheck
 RUN apt-get update \
  && apt-get install --no-install-recommends --no-install-suggests -y ca-certificates gnupg curl && \
  curl -ks https://repo.jellyfin.org/debian/jellyfin_team.gpg.key | apt-key add - && \
@@ -42,7 +44,7 @@ RUN apt-get update \
  vainfo \
  libva2 \
  locales \
- && apt-get remove curl gnupg -y \
+ && apt-get remove gnupg -y \
  && apt-get clean autoclean -y \
  && apt-get autoremove -y \
  && rm -rf /var/lib/apt/lists/* \
@@ -75,3 +77,8 @@ ENTRYPOINT ["./jellyfin/jellyfin", \
     "--datadir", "/config", \
     "--cachedir", "/cache", \
     "--ffmpeg", "/usr/lib/jellyfin-ffmpeg/ffmpeg"]
+
+HEALTHCHECK --interval=30s --timeout=30s --start-period=10s --retries=3 \
+    # https://github.com/jellyfin/jellyfin/issues/5760#issuecomment-852297561
+    CMD  curl http://localhost:$(grep -oP '(?<=PublicPort>)[^<]+' /config/config/network.xml)/$(grep -oP '(?<=BaseUrl>)[^<]+' /config/config/network.xml)health \
+    || exit 1
diff --git a/Dockerfile.arm64 b/Dockerfile.arm64
index 4ae98de327..6ac91ce735 100644
--- a/Dockerfile.arm64
+++ b/Dockerfile.arm64
@@ -24,6 +24,8 @@ ARG APT_KEY_DONT_WARN_ON_DANGEROUS_USAGE=DontWarn
 ENV NVIDIA_DRIVER_CAPABILITIES="compute,video,utility"
 
 COPY --from=qemu /usr/bin/qemu-aarch64-static /usr/bin
+
+# curl: healcheck
 RUN apt-get update && apt-get install --no-install-recommends --no-install-suggests -y \
  ffmpeg \
  libssl-dev \
@@ -33,6 +35,7 @@ RUN apt-get update && apt-get install --no-install-recommends --no-install-sugge
  libomxil-bellagio0 \
  libomxil-bellagio-bin \
  locales \
+ curl \
  && apt-get clean autoclean -y \
  && apt-get autoremove -y \
  && rm -rf /var/lib/apt/lists/* \
@@ -65,3 +68,8 @@ ENTRYPOINT ["./jellyfin/jellyfin", \
     "--datadir", "/config", \
     "--cachedir", "/cache", \
     "--ffmpeg", "/usr/bin/ffmpeg"]
+
+HEALTHCHECK --interval=30s --timeout=30s --start-period=10s --retries=3 \
+    # https://github.com/jellyfin/jellyfin/issues/5760#issuecomment-852297561
+    CMD  curl http://localhost:$(grep -oP '(?<=PublicPort>)[^<]+' /config/config/network.xml)/$(grep -oP '(?<=BaseUrl>)[^<]+' /config/config/network.xml)health \
+    || exit 1