diff --git a/clickhouse/client.cpp b/clickhouse/client.cpp
index ca57190b..6f7ea213 100644
--- a/clickhouse/client.cpp
+++ b/clickhouse/client.cpp
@@ -385,14 +385,17 @@ void Client::Impl::ResetConnectionEndpoint() {
 }
 
 void Client::Impl::CreateConnection() {
-    for (size_t i = 0; i < options_.send_retries;)
+    // make sure to try to connect to each endpoint at least once even if `options_.send_retries` is 0
+    const size_t max_attempts = (options_.send_retries ? options_.send_retries : 1);
+    for (size_t i = 0; i < max_attempts;)
     {
         try
         {
+            // Try to connect to each endpoint before throwing exception.
             ResetConnectionEndpoint();
             return;
         } catch (const std::system_error&) {
-            if (++i == options_.send_retries)
+            if (++i >= max_attempts)
             {
                 throw;
             }
diff --git a/clickhouse/columns/string.cpp b/clickhouse/columns/string.cpp
index 173c024f..62ec464b 100644
--- a/clickhouse/columns/string.cpp
+++ b/clickhouse/columns/string.cpp
@@ -173,7 +173,7 @@ ColumnString::ColumnString(const std::vector<std::string>& data)
     for (const auto & s : data) {
         AppendUnsafe(s);
     }
-};
+}
 
 ColumnString::ColumnString(std::vector<std::string>&& data)
     : ColumnString()
diff --git a/ut/client_ut.cpp b/ut/client_ut.cpp
index d894cc36..a9dd8190 100644
--- a/ut/client_ut.cpp
+++ b/ut/client_ut.cpp
@@ -1,17 +1,42 @@
 #include <clickhouse/client.h>
 
+#include "clickhouse/base/socket.h"
 #include "readonly_client_test.h"
 #include "connection_failed_client_test.h"
+#include "ut/utils_comparison.h"
 #include "utils.h"
+#include "ut/roundtrip_column.h"
+#include "ut/value_generators.h"
 
 #include <gtest/gtest.h>
 
+#include <memory>
 #include <optional>
+#include <ostream>
+#include <string_view>
 #include <thread>
 #include <chrono>
 
 using namespace clickhouse;
 
+namespace clickhouse {
+std::ostream & operator << (std::ostream & ostr, const Endpoint & endpoint) {
+    return ostr << endpoint.host << ":" << endpoint.port;
+}
+}
+
+template <typename T>
+std::shared_ptr<T> createTableWithOneColumn(Client & client, const std::string & table_name, const std::string & column_name)
+{
+    auto col = std::make_shared<T>();
+    const auto type_name = col->GetType().GetName();
+
+    client.Execute("DROP TEMPORARY TABLE IF EXISTS " + table_name + ";");
+    client.Execute("CREATE TEMPORARY TABLE IF NOT EXISTS " + table_name + "( " + column_name + " " + type_name + " )");
+
+    return col;
+}
+
 // Use value-parameterized tests to run same tests with different client
 // options.
 class ClientCase : public testing::TestWithParam<ClientOptions> {
@@ -27,13 +52,9 @@ class ClientCase : public testing::TestWithParam<ClientOptions> {
     template <typename T>
     std::shared_ptr<T> createTableWithOneColumn(Block & block)
     {
-        auto col = std::make_shared<T>();
-        const auto type_name = col->GetType().GetName();
-
-        client_->Execute("DROP TEMPORARY TABLE IF EXISTS " + table_name + ";");
-        client_->Execute("CREATE TEMPORARY TABLE IF NOT EXISTS " + table_name + "( " + column_name + " " + type_name + " )");
+        auto col = ::createTableWithOneColumn<T>(*client_, table_name, column_name);
 
-        block.AppendColumn("test_column", col);
+        block.AppendColumn(column_name, col);
 
         return col;
     }
@@ -1352,3 +1373,91 @@ INSTANTIATE_TEST_SUITE_P(ResetConnectionClientTest, ResetConnectionTestCase,
             .SetRetryTimeout(std::chrono::seconds(1))
     }
 ));
+
+struct CountingSocketFactoryAdapter : public SocketFactory {
+
+    using ConnectRequests = std::vector<std::pair<ClientOptions, Endpoint>>;
+
+    SocketFactory & socket_factory;
+    ConnectRequests & connect_requests;
+
+    CountingSocketFactoryAdapter(SocketFactory & socket_factory, ConnectRequests& connect_requests)
+        : socket_factory(socket_factory)
+        , connect_requests(connect_requests)
+    {}
+
+    std::unique_ptr<SocketBase> connect(const ClientOptions& opts, const Endpoint& endpoint) {
+        connect_requests.emplace_back(opts, endpoint);
+
+        return socket_factory.connect(opts, endpoint);
+    }
+
+    void sleepFor(const std::chrono::milliseconds& duration) {
+        return socket_factory.sleepFor(duration);
+    }
+
+    size_t GetConnectRequestsCount() const {
+        return connect_requests.size();
+    }
+
+};
+
+TEST(SimpleClientTest, issue_335) {
+    // Make sure Client connects to server even with ClientOptions.SetSendRetries(0)
+    auto vals = MakeStrings();
+    auto col = std::make_shared<ColumnString>(vals);
+
+    CountingSocketFactoryAdapter::ConnectRequests connect_requests;
+    std::unique_ptr<SocketFactory> wrapped_socket_factory = std::make_unique<NonSecureSocketFactory>();
+    std::unique_ptr<SocketFactory> socket_factory = std::make_unique<CountingSocketFactoryAdapter>(*wrapped_socket_factory, connect_requests);
+
+    Client client(ClientOptions(LocalHostEndpoint)
+                      .SetSendRetries(0), // <<=== crucial for reproducing https://github.com/ClickHouse/clickhouse-cpp/issues/335
+                  std::move(socket_factory));
+
+    EXPECT_EQ(1u, connect_requests.size());
+    EXPECT_TRUE(CompareRecursive(vals, *RoundtripColumnValuesTyped(client, col)));
+
+    connect_requests.clear();
+
+    client.ResetConnection();
+    EXPECT_EQ(1u, connect_requests.size());
+    EXPECT_TRUE(CompareRecursive(vals, *RoundtripColumnValuesTyped(client, col)));
+
+    connect_requests.clear();
+
+    client.ResetConnectionEndpoint();
+    EXPECT_EQ(1u, connect_requests.size());
+    EXPECT_TRUE(CompareRecursive(vals, *RoundtripColumnValuesTyped(client, col)));
+}
+
+TEST(SimpleClientTest, issue_335_reconnects_count) {
+    // Make sure that client attempts to connect to each endpoint at least once.
+    CountingSocketFactoryAdapter::ConnectRequests connect_requests;
+    std::unique_ptr<SocketFactory> wrapped_socket_factory = std::make_unique<NonSecureSocketFactory>();
+    std::unique_ptr<SocketFactory> socket_factory = std::make_unique<CountingSocketFactoryAdapter>(*wrapped_socket_factory, connect_requests);
+
+    const std::vector<Endpoint> endpoints = {
+        Endpoint{"foo-invalid-hostname", 1234},
+        Endpoint{"bar-invalid-hostname", 4567},
+    };
+
+    EXPECT_ANY_THROW(
+        Client(ClientOptions()
+                          .SetEndpoints(endpoints)
+                          .SetSendRetries(0), // <<=== crucial for reproducing https://github.com/ClickHouse/clickhouse-cpp/issues/335
+                      std::move(socket_factory));
+    );
+
+    EXPECT_EQ(endpoints.size(), connect_requests.size());
+    // make sure there was an attempt to connect to each endpoint at least once.
+    for (const auto & endpoint : endpoints)
+    {
+        auto p = std::find_if(connect_requests.begin(), connect_requests.end(), [&endpoint](const auto & connect_request) {
+            return connect_request.second == endpoint;
+        });
+
+        EXPECT_TRUE(connect_requests.end() != p)
+            << "\tThere was no attempt to connect to endpoint " << endpoint;
+    }
+}
diff --git a/ut/roundtrip_column.h b/ut/roundtrip_column.h
index 30097997..6204d8ad 100644
--- a/ut/roundtrip_column.h
+++ b/ut/roundtrip_column.h
@@ -1,9 +1,16 @@
 #pragma once
 
 #include <clickhouse/columns/column.h>
+#include <memory>
 
 namespace clickhouse {
     class Client;
 }
 
 clickhouse::ColumnRef RoundtripColumnValues(clickhouse::Client& client, clickhouse::ColumnRef expected);
+
+template <typename T>
+auto RoundtripColumnValuesTyped(clickhouse::Client& client, std::shared_ptr<T> expected_col)
+{
+    return RoundtripColumnValues(client, expected_col)->template As<T>();
+}