diff --git a/.github/workflows/dendrite.yml b/.github/workflows/dendrite.yml
index 85fd355f2..88798e11a 100644
--- a/.github/workflows/dendrite.yml
+++ b/.github/workflows/dendrite.yml
@@ -280,6 +280,8 @@ jobs:
         with:
           go-version: "stable"
           cache: true
+      - name: Docker version
+        run: docker version
       - name: Build upgrade-tests
         run: go build ./cmd/dendrite-upgrade-tests
       - name: Test upgrade (PostgreSQL)
@@ -300,6 +302,8 @@ jobs:
         with:
           go-version: "stable"
           cache: true
+      - name: Docker version
+        run: docker version
       - name: Build upgrade-tests
         run: go build ./cmd/dendrite-upgrade-tests
       - name: Test upgrade (PostgreSQL)
diff --git a/cmd/dendrite-upgrade-tests/main.go b/cmd/dendrite-upgrade-tests/main.go
index dcc45bdcc..6536284da 100644
--- a/cmd/dendrite-upgrade-tests/main.go
+++ b/cmd/dendrite-upgrade-tests/main.go
@@ -55,7 +55,7 @@ var latest, _ = semver.NewVersion("v6.6.6") // Dummy version, used as "HEAD"
 // due to the error:
 // When using COPY with more than one source file, the destination must be a directory and end with a /
 // We need to run a postgres anyway, so use the dockerfile associated with Complement instead.
-const DockerfilePostgreSQL = `FROM golang:1.18-buster as build
+const DockerfilePostgreSQL = `FROM golang:1.20-bookworm as build
 RUN apt-get update && apt-get install -y postgresql
 WORKDIR /build
 ARG BINARY
@@ -74,16 +74,16 @@ RUN ./generate-keys --private-key matrix_key.pem --tls-cert server.crt --tls-key
 # Replace the connection string with a single postgres DB, using user/db = 'postgres' and no password
 RUN sed -i "s%connection_string:.*$%connection_string: postgresql://postgres@localhost/postgres?sslmode=disable%g" dendrite.yaml
 # No password when connecting over localhost
-RUN sed -i "s%127.0.0.1/32            md5%127.0.0.1/32            trust%g" /etc/postgresql/11/main/pg_hba.conf
+RUN sed -i "s%127.0.0.1/32            scram-sha-256%127.0.0.1/32            trust%g" /etc/postgresql/15/main/pg_hba.conf
 # Bump up max conns for moar concurrency
-RUN sed -i 's/max_connections = 100/max_connections = 2000/g' /etc/postgresql/11/main/postgresql.conf
+RUN sed -i 's/max_connections = 100/max_connections = 2000/g' /etc/postgresql/15/main/postgresql.conf
 RUN sed -i 's/max_open_conns:.*$/max_open_conns: 100/g' dendrite.yaml
 
 # This entry script starts postgres, waits for it to be up then starts dendrite
 RUN echo '\
 #!/bin/bash -eu \n\
 pg_lsclusters \n\
-pg_ctlcluster 11 main start \n\
+pg_ctlcluster 15 main start \n\
  \n\
 until pg_isready \n\
 do \n\
@@ -101,7 +101,7 @@ ENV BINARY=dendrite
 EXPOSE 8008 8448
 CMD /build/run_dendrite.sh`
 
-const DockerfileSQLite = `FROM golang:1.18-buster as build
+const DockerfileSQLite = `FROM golang:1.20-bookworm as build
 RUN apt-get update && apt-get install -y postgresql
 WORKDIR /build
 ARG BINARY
@@ -119,7 +119,7 @@ RUN ./generate-keys --private-key matrix_key.pem --tls-cert server.crt --tls-key
 
 # Make sure the SQLite databases are in a persistent location, we're already mapping
 # the postgresql folder so let's just use that for simplicity
-RUN sed -i "s%connection_string:.file:%connection_string: file:\/var\/lib\/postgresql\/11\/main\/%g" dendrite.yaml
+RUN sed -i "s%connection_string:.file:%connection_string: file:\/var\/lib\/postgresql\/15\/main\/%g" dendrite.yaml
 
 # This entry script starts postgres, waits for it to be up then starts dendrite
 RUN echo '\
@@ -402,7 +402,7 @@ func runImage(dockerClient *client.Client, volumeName string, branchNameToImageI
 			{
 				Type:   mount.TypeVolume,
 				Source: volumeName,
-				Target: "/var/lib/postgresql/11/main",
+				Target: "/var/lib/postgresql/15/main",
 			},
 		},
 	}, nil, nil, "dendrite_upgrade_test_"+branchName)