diff --git a/errors.go b/errors.go
index 77adfcf0..5df851d5 100644
--- a/errors.go
+++ b/errors.go
@@ -18,15 +18,11 @@ func SafeToRetry(err error) bool {
 	return false
 }
 
-// Timeout checks if err was was caused by a timeout. To be specific, it is true if err is or was caused by a
+// Timeout checks if err was was caused by a timeout. To be specific, it is true if err was caused within pgconn by a
 // context.Canceled, context.DeadlineExceeded or an implementer of net.Error where Timeout() is true.
 func Timeout(err error) bool {
-	if errors.Is(err, context.Canceled) || errors.Is(err, context.DeadlineExceeded) {
-		return true
-	}
-
-	var netErr net.Error
-	return errors.As(err, &netErr) && netErr.Timeout()
+	var timeoutErr *ErrTimeout
+	return errors.As(err, &timeoutErr)
 }
 
 // PgError represents an error reported by the PostgreSQL server. See
@@ -134,6 +130,32 @@ func (e *pgconnError) Unwrap() error {
 	return e.err
 }
 
+// ErrTimeout occurs when an error was caused by a timeout. Specifically, it wraps an error which is
+// context.Canceled, context.DeadlineExceeded, or an implementer of net.Error where Timeout() is true.
+type ErrTimeout struct {
+	err error
+}
+
+func (e *ErrTimeout) Error() string {
+	return fmt.Sprintf("timeout: %s", e.err.Error())
+}
+
+func (e *ErrTimeout) SafeToRetry() bool {
+	var ctxErr *contextAlreadyDoneError
+	if errors.As(e, &ctxErr) {
+		return ctxErr.SafeToRetry()
+	}
+	var netErr net.Error
+	if errors.As(e, &netErr) {
+		return netErr.Temporary()
+	}
+	return false
+}
+
+func (e *ErrTimeout) Unwrap() error {
+	return e.err
+}
+
 type contextAlreadyDoneError struct {
 	err error
 }
@@ -150,6 +172,17 @@ func (e *contextAlreadyDoneError) Unwrap() error {
 	return e.err
 }
 
+// newContextAlreadyDoneError wraps a context error in `contextAlreadyDoneError`. If the context was cancelled or its
+// deadline passed, the returned error is also wrapped by `ErrTimeout`.
+func newContextAlreadyDoneError(ctx context.Context) (err error) {
+	ctxErr := ctx.Err()
+	err = &contextAlreadyDoneError{err: ctxErr}
+	if ctxErr != nil {
+		err = &ErrTimeout{err: err}
+	}
+	return err
+}
+
 type writeError struct {
 	err         error
 	safeToRetry bool
diff --git a/pgconn.go b/pgconn.go
index 197aad4a..74e24257 100644
--- a/pgconn.go
+++ b/pgconn.go
@@ -217,6 +217,10 @@ func connect(ctx context.Context, config *Config, fallbackConfig *FallbackConfig
 	network, address := NetworkAddress(fallbackConfig.Host, fallbackConfig.Port)
 	pgConn.conn, err = config.DialFunc(ctx, network, address)
 	if err != nil {
+		var netErr net.Error
+		if errors.As(err, &netErr) && netErr.Timeout() {
+			err = &ErrTimeout{err: err}
+		}
 		return nil, &connectError{config: config, msg: "dial error", err: err}
 	}
 
@@ -389,7 +393,7 @@ func (pgConn *PgConn) SendBytes(ctx context.Context, buf []byte) error {
 	if ctx != context.Background() {
 		select {
 		case <-ctx.Done():
-			return &contextAlreadyDoneError{err: ctx.Err()}
+			return newContextAlreadyDoneError(ctx)
 		default:
 		}
 		pgConn.contextWatcher.Watch(ctx)
@@ -421,7 +425,7 @@ func (pgConn *PgConn) ReceiveMessage(ctx context.Context) (pgproto3.BackendMessa
 	if ctx != context.Background() {
 		select {
 		case <-ctx.Done():
-			return nil, &contextAlreadyDoneError{err: ctx.Err()}
+			return nil, newContextAlreadyDoneError(ctx)
 		default:
 		}
 		pgConn.contextWatcher.Watch(ctx)
@@ -451,7 +455,8 @@ func (pgConn *PgConn) peekMessage() (pgproto3.BackendMessage, error) {
 		pgConn.bufferingReceive = false
 
 		// If a timeout error happened in the background try the read again.
-		if netErr, ok := err.(net.Error); ok && netErr.Timeout() {
+		var netErr net.Error
+		if errors.As(err, &netErr) && netErr.Timeout() {
 			msg, err = pgConn.frontend.Receive()
 		}
 	} else {
@@ -460,8 +465,12 @@ func (pgConn *PgConn) peekMessage() (pgproto3.BackendMessage, error) {
 
 	if err != nil {
 		// Close on anything other than timeout error - everything else is fatal
-		if err, ok := err.(net.Error); !(ok && err.Timeout()) {
+		var netErr net.Error
+		isNetErr := errors.As(err, &netErr)
+		if !(isNetErr && netErr.Timeout()) {
 			pgConn.asyncClose()
+		} else if isNetErr && netErr.Timeout() {
+			err = &ErrTimeout{err: err}
 		}
 
 		return nil, err
@@ -476,8 +485,12 @@ func (pgConn *PgConn) receiveMessage() (pgproto3.BackendMessage, error) {
 	msg, err := pgConn.peekMessage()
 	if err != nil {
 		// Close on anything other than timeout error - everything else is fatal
-		if err, ok := err.(net.Error); !(ok && err.Timeout()) {
+		var netErr net.Error
+		isNetErr := errors.As(err, &netErr)
+		if !(isNetErr && netErr.Timeout()) {
 			pgConn.asyncClose()
+		} else if isNetErr && netErr.Timeout() {
+			err = &ErrTimeout{err: err}
 		}
 
 		return nil, err
@@ -745,7 +758,7 @@ func (pgConn *PgConn) Prepare(ctx context.Context, name, sql string, paramOIDs [
 	if ctx != context.Background() {
 		select {
 		case <-ctx.Done():
-			return nil, &contextAlreadyDoneError{err: ctx.Err()}
+			return nil, newContextAlreadyDoneError(ctx)
 		default:
 		}
 		pgConn.contextWatcher.Watch(ctx)
@@ -918,7 +931,7 @@ func (pgConn *PgConn) Exec(ctx context.Context, sql string) *MultiResultReader {
 		select {
 		case <-ctx.Done():
 			multiResult.closed = true
-			multiResult.err = &contextAlreadyDoneError{err: ctx.Err()}
+			multiResult.err = newContextAlreadyDoneError(ctx)
 			pgConn.unlock()
 			return multiResult
 		default:
@@ -964,7 +977,7 @@ func (pgConn *PgConn) ReceiveResults(ctx context.Context) *MultiResultReader {
 		select {
 		case <-ctx.Done():
 			multiResult.closed = true
-			multiResult.err = &contextAlreadyDoneError{err: ctx.Err()}
+			multiResult.err = newContextAlreadyDoneError(ctx)
 			pgConn.unlock()
 			return multiResult
 		default:
@@ -1058,7 +1071,7 @@ func (pgConn *PgConn) execExtendedPrefix(ctx context.Context, paramValues [][]by
 	if ctx != context.Background() {
 		select {
 		case <-ctx.Done():
-			result.concludeCommand(nil, &contextAlreadyDoneError{err: ctx.Err()})
+			result.concludeCommand(nil, newContextAlreadyDoneError(ctx))
 			result.closed = true
 			pgConn.unlock()
 			return result
@@ -1098,7 +1111,7 @@ func (pgConn *PgConn) CopyTo(ctx context.Context, w io.Writer, sql string) (Comm
 		select {
 		case <-ctx.Done():
 			pgConn.unlock()
-			return nil, &contextAlreadyDoneError{err: ctx.Err()}
+			return nil, newContextAlreadyDoneError(ctx)
 		default:
 		}
 		pgConn.contextWatcher.Watch(ctx)
@@ -1158,7 +1171,7 @@ func (pgConn *PgConn) CopyFrom(ctx context.Context, r io.Reader, sql string) (Co
 	if ctx != context.Background() {
 		select {
 		case <-ctx.Done():
-			return nil, &contextAlreadyDoneError{err: ctx.Err()}
+			return nil, newContextAlreadyDoneError(ctx)
 		default:
 		}
 		pgConn.contextWatcher.Watch(ctx)
@@ -1601,7 +1614,7 @@ func (pgConn *PgConn) ExecBatch(ctx context.Context, batch *Batch) *MultiResultR
 		select {
 		case <-ctx.Done():
 			multiResult.closed = true
-			multiResult.err = &contextAlreadyDoneError{err: ctx.Err()}
+			multiResult.err = newContextAlreadyDoneError(ctx)
 			pgConn.unlock()
 			return multiResult
 		default: