diff --git a/spring-cloud-contract-verifier/src/main/groovy/org/springframework/cloud/contract/verifier/TestGenerator.groovy b/spring-cloud-contract-verifier/src/main/groovy/org/springframework/cloud/contract/verifier/TestGenerator.groovy
index 1ddc638d68..62424fae42 100755
--- a/spring-cloud-contract-verifier/src/main/groovy/org/springframework/cloud/contract/verifier/TestGenerator.groovy
+++ b/spring-cloud-contract-verifier/src/main/groovy/org/springframework/cloud/contract/verifier/TestGenerator.groovy
@@ -20,7 +20,10 @@ import java.nio.charset.StandardCharsets
 import java.nio.file.Path
 import java.util.concurrent.atomic.AtomicInteger
 
+import groovy.transform.CompileStatic
 import groovy.transform.PackageScope
+import org.apache.commons.logging.Log
+import org.apache.commons.logging.LogFactory
 import wiremock.com.google.common.collect.ListMultimap
 
 import org.springframework.cloud.contract.spec.ContractVerifierException
@@ -37,13 +40,16 @@ import static org.springframework.cloud.contract.verifier.util.NamesUtil.beforeL
 import static org.springframework.cloud.contract.verifier.util.NamesUtil.convertIllegalPackageChars
 import static org.springframework.cloud.contract.verifier.util.NamesUtil.directoryToPackage
 import static org.springframework.cloud.contract.verifier.util.NamesUtil.toLastDot
+
 /**
  * @author Jakub Kubrynski, codearte.io
  */
+@CompileStatic
 class TestGenerator {
 
 	private static final String DEFAULT_CLASS_PREFIX = "ContractVerifier"
 	private static final String DEFAULT_TEST_PACKAGE = "org.springframework.cloud.contract.verifier.tests"
+	private static final Log log = LogFactory.getLog(TestGenerator)
 
 	private final ContractVerifierConfigProperties configProperties
 	private AtomicInteger counter = new AtomicInteger()
@@ -101,7 +107,7 @@ class TestGenerator {
 		}
 	}
 
-	private String relativizeContractPath(Map.Entry<Path, Collection<Path>> entry) {
+	private String relativizeContractPath(Map.Entry<Path, Collection<ContractMetadata>> entry) {
 		Path relativePath = configProperties.contractsDslDir.toPath().relativize(entry.getKey())
 		if (StringUtils.isEmpty(relativePath.toString())) {
 			return DEFAULT_CLASS_PREFIX
@@ -111,8 +117,11 @@ class TestGenerator {
 
 	private void processIncludedDirectory(
 			final String includedDirectoryRelativePath, Collection<ContractMetadata> contracts, final String basePackageNameForClass) {
+		if (log.isDebugEnabled()) {
+			log.debug("Included directory relative path is [${includedDirectoryRelativePath}]")
+		}
 		if (contracts.size()) {
-			def className = afterLast(includedDirectoryRelativePath.toString(), File.separator) + resolveNameSuffix()
+			def className = afterLast(includedDirectoryRelativePath, File.separator) + resolveNameSuffix()
 			def convertedClassName = convertIllegalPackageChars(className)
 			def packageName = buildPackage(basePackageNameForClass, includedDirectoryRelativePath)
 			def classBytes = generator.buildClass(configProperties, contracts, convertedClassName, packageName, includedDirectoryRelativePath).getBytes(StandardCharsets.UTF_8)
diff --git a/spring-cloud-contract-verifier/src/main/groovy/org/springframework/cloud/contract/verifier/builder/ClassBuilder.groovy b/spring-cloud-contract-verifier/src/main/groovy/org/springframework/cloud/contract/verifier/builder/ClassBuilder.groovy
index 12a6f66799..5e25c6bab4 100644
--- a/spring-cloud-contract-verifier/src/main/groovy/org/springframework/cloud/contract/verifier/builder/ClassBuilder.groovy
+++ b/spring-cloud-contract-verifier/src/main/groovy/org/springframework/cloud/contract/verifier/builder/ClassBuilder.groovy
@@ -18,6 +18,9 @@ package org.springframework.cloud.contract.verifier.builder
 
 import groovy.transform.CompileStatic
 import groovy.transform.PackageScope
+import org.apache.commons.logging.Log
+import org.apache.commons.logging.LogFactory
+
 import org.springframework.cloud.contract.verifier.config.TestFramework
 import org.springframework.cloud.contract.verifier.util.NamesUtil
 import org.springframework.cloud.contract.verifier.config.ContractVerifierConfigProperties
@@ -33,6 +36,8 @@ import org.springframework.cloud.contract.verifier.config.ContractVerifierConfig
 @PackageScope
 class ClassBuilder {
 
+	private static final Log log = LogFactory.getLog(ClassBuilder)
+
 	private static final String SEPARATOR = "_REPLACEME_"
 
 	private final String className
@@ -72,11 +77,15 @@ class ClassBuilder {
 	}
 
 	protected static String retrieveBaseClass(ContractVerifierConfigProperties properties, String includedDirectoryRelativePath) {
+		String contractPathAsPackage = includedDirectoryRelativePath.replace(File.separator, ".")
 		String contractPackage = includedDirectoryRelativePath.replace(File.separator, SEPARATOR)
 		// package mapping takes super precedence
 		if (properties.baseClassMappings) {
 			Map.Entry<String, String> mapping = properties.baseClassMappings.find { String pattern, String fqn ->
-				return contractPackage.matches(pattern)
+				return contractPathAsPackage.matches(pattern)
+			}
+			if (log.isDebugEnabled()) {
+				log.debug("Matching pattern for contract package [${contractPathAsPackage}] with setup ${properties.baseClassMappings} is [${mapping}]")
 			}
 			if (mapping) {
 				return mapping.value
diff --git a/spring-cloud-contract-verifier/src/test/groovy/org/springframework/cloud/contract/verifier/builder/ClassBuilderSpec.groovy b/spring-cloud-contract-verifier/src/test/groovy/org/springframework/cloud/contract/verifier/builder/ClassBuilderSpec.groovy
index 5c7020876e..7181fe45c3 100644
--- a/spring-cloud-contract-verifier/src/test/groovy/org/springframework/cloud/contract/verifier/builder/ClassBuilderSpec.groovy
+++ b/spring-cloud-contract-verifier/src/test/groovy/org/springframework/cloud/contract/verifier/builder/ClassBuilderSpec.groovy
@@ -1,5 +1,7 @@
 package org.springframework.cloud.contract.verifier.builder
 
+import spock.lang.Issue
+
 import org.springframework.cloud.contract.verifier.config.ContractVerifierConfigProperties
 import spock.lang.Specification
 
@@ -49,6 +51,16 @@ class ClassBuilderSpec extends Specification {
 			ClassBuilder.retrieveBaseClass(props, contractRelativeFolder) == 'com.example.base.SuperClass'
 	}
 
+	@Issue("701")
+	def "should match base class when mapping regex has multiple folders"() {
+		given:
+			ContractVerifierConfigProperties props = new ContractVerifierConfigProperties(
+					baseClassMappings: ['.*bar.baz.some.*' : 'com.example.base.SuperClass'])
+			String contractRelativeFolder = 'foo/bar/baz/some/package'.split("/").join(File.separator)
+		expect:
+			ClassBuilder.retrieveBaseClass(props, contractRelativeFolder) == 'com.example.base.SuperClass'
+	}
+
 	def "should return the first matching base class when provided mapping doesn't match"() {
 		given:
 			ContractVerifierConfigProperties props = new ContractVerifierConfigProperties(