diff --git a/go.mod b/go.mod
index 07c4408b0..c5e8d5570 100644
--- a/go.mod
+++ b/go.mod
@@ -17,12 +17,13 @@ require (
 	github.com/jessevdk/go-flags v1.5.0
 	github.com/kevinburke/ssh_config v0.0.0-20201106050909-4977a11b4351
 	github.com/sergi/go-diff v1.1.0
+	github.com/skeema/knownhosts v1.1.0
 	github.com/whilp/git-urls v1.0.0
 	github.com/xanzy/ssh-agent v0.3.1
-	golang.org/x/crypto v0.0.0-20210711020723-a769d52b0f97
-	golang.org/x/net v0.0.0-20210326060303-6b1517762897
+	golang.org/x/crypto v0.0.0-20220525230936-793ad666bf5e
+	golang.org/x/net v0.0.0-20211112202133-69e39bad7dc2
 	golang.org/x/sys v0.0.0-20210630005230-0f9fa26af87c
-	golang.org/x/text v0.3.3
+	golang.org/x/text v0.3.6
 	gopkg.in/check.v1 v1.0.0-20201130134442-10cb98267c6c
 	gopkg.in/warnings.v0 v0.1.2 // indirect
 )
diff --git a/go.sum b/go.sum
index f3949afef..977ec3b08 100644
--- a/go.sum
+++ b/go.sum
@@ -51,6 +51,8 @@ github.com/pmezard/go-difflib v1.0.0/go.mod h1:iKH77koFhYxTK1pcRnkKkqfTogsbg7gZN
 github.com/sergi/go-diff v1.1.0 h1:we8PVUC3FE2uYfodKH/nBHMSetSfHDR6scGdBi+erh0=
 github.com/sergi/go-diff v1.1.0/go.mod h1:STckp+ISIX8hZLjrqAeVduY0gWCT9IjLuqbuNXdaHfM=
 github.com/sirupsen/logrus v1.7.0/go.mod h1:yWOB1SBYBC5VeMP7gHvWumXLIWorT60ONWic61uBYv0=
+github.com/skeema/knownhosts v1.1.0 h1:Wvr9V0MxhjRbl3f9nMnKnFfiWTJmtECJ9Njkea3ysW0=
+github.com/skeema/knownhosts v1.1.0/go.mod h1:sKFq3RD6/TKZkSWn8boUbDC7Qkgcv+8XXijpFO6roag=
 github.com/stretchr/objx v0.1.0/go.mod h1:HFkY916IF+rwdDfMAkV7OtwuqBVzrE8GR6GFx+wExME=
 github.com/stretchr/testify v1.2.2/go.mod h1:a8OnRcib4nhh0OaRAV+Yts87kKdq0PP7pXfy6kDkUVs=
 github.com/stretchr/testify v1.4.0/go.mod h1:j7eGeouHqKxXV5pUuKE4zz7dFj8WfuZ+81PSLYec5m4=
@@ -61,24 +63,26 @@ github.com/whilp/git-urls v1.0.0/go.mod h1:J16SAmobsqc3Qcy98brfl5f5+e0clUvg1krgw
 github.com/xanzy/ssh-agent v0.3.1 h1:AmzO1SSWxw73zxFZPRwaMN1MohDw8UyHnmuxyceTEGo=
 github.com/xanzy/ssh-agent v0.3.1/go.mod h1:QIE4lCeL7nkC25x+yA3LBIYfwCc1TFziCtG7cBAac6w=
 golang.org/x/crypto v0.0.0-20210322153248-0c34fe9e7dc2/go.mod h1:T9bdIzuCu7OtxOm1hfPfRQxPLYneinmdGuTeoZ9dtd4=
-golang.org/x/crypto v0.0.0-20210711020723-a769d52b0f97 h1:/UOmuWzQfxxo9UtlXMwuQU8CMgg1eZXqTRwkSQJWKOI=
 golang.org/x/crypto v0.0.0-20210711020723-a769d52b0f97/go.mod h1:GvvjBRRGRdwPK5ydBHafDWAxML/pGHZbMvKqRZ5+Abc=
+golang.org/x/crypto v0.0.0-20220525230936-793ad666bf5e h1:T8NU3HyQ8ClP4SEE+KbFlg6n0NhuTsN4MyznaarGsZM=
+golang.org/x/crypto v0.0.0-20220525230936-793ad666bf5e/go.mod h1:IxCIyHEi3zRg3s0A5j5BB6A9Jmi73HwBIUl50j+osU4=
 golang.org/x/net v0.0.0-20210226172049-e18ecbb05110/go.mod h1:m0MpNAwzfU5UDzcl9v0D8zg8gWTRqZa9RBIspLL5mdg=
-golang.org/x/net v0.0.0-20210326060303-6b1517762897 h1:KrsHThm5nFk34YtATK1LsThyGhGbGe1olrte/HInHvs=
-golang.org/x/net v0.0.0-20210326060303-6b1517762897/go.mod h1:uSPa2vr4CLtc/ILN5odXGNXS6mhrKVzTaCXzk9m6W3k=
+golang.org/x/net v0.0.0-20211112202133-69e39bad7dc2 h1:CIJ76btIcR3eFI5EgSo6k1qKw9KJexJuRLI9G7Hp5wE=
+golang.org/x/net v0.0.0-20211112202133-69e39bad7dc2/go.mod h1:9nx3DQGgdP8bBQD5qxJ1jj9UTztislL4KSBs9R2vV5Y=
 golang.org/x/sys v0.0.0-20191026070338-33540a1f6037/go.mod h1:h1NjWce9XRLGQEsW7wpKNCjG9DtNlClVuFLEZdDNbEs=
 golang.org/x/sys v0.0.0-20200302150141-5c8b2ff67527/go.mod h1:h1NjWce9XRLGQEsW7wpKNCjG9DtNlClVuFLEZdDNbEs=
 golang.org/x/sys v0.0.0-20201119102817-f84b799fce68/go.mod h1:h1NjWce9XRLGQEsW7wpKNCjG9DtNlClVuFLEZdDNbEs=
 golang.org/x/sys v0.0.0-20210124154548-22da62e12c0c/go.mod h1:h1NjWce9XRLGQEsW7wpKNCjG9DtNlClVuFLEZdDNbEs=
 golang.org/x/sys v0.0.0-20210320140829-1e4c9ba3b0c4/go.mod h1:h1NjWce9XRLGQEsW7wpKNCjG9DtNlClVuFLEZdDNbEs=
-golang.org/x/sys v0.0.0-20210324051608-47abb6519492/go.mod h1:h1NjWce9XRLGQEsW7wpKNCjG9DtNlClVuFLEZdDNbEs=
+golang.org/x/sys v0.0.0-20210423082822-04245dca01da/go.mod h1:h1NjWce9XRLGQEsW7wpKNCjG9DtNlClVuFLEZdDNbEs=
 golang.org/x/sys v0.0.0-20210615035016-665e8c7367d1/go.mod h1:oPkhp1MJrh7nUepCBck5+mAzfO9JrbApNNgaTdGDITg=
 golang.org/x/sys v0.0.0-20210630005230-0f9fa26af87c h1:F1jZWGFhYfh0Ci55sIpILtKKK8p3i2/krTr0H1rg74I=
 golang.org/x/sys v0.0.0-20210630005230-0f9fa26af87c/go.mod h1:oPkhp1MJrh7nUepCBck5+mAzfO9JrbApNNgaTdGDITg=
 golang.org/x/term v0.0.0-20201126162022-7de9c90e9dd1 h1:v+OssWQX+hTHEmOBgwxdZxK4zHq3yOs8F9J7mk0PY8E=
 golang.org/x/term v0.0.0-20201126162022-7de9c90e9dd1/go.mod h1:bj7SfCRtBDWHUb9snDiAeCFNEtKQo2Wmx5Cou7ajbmo=
-golang.org/x/text v0.3.3 h1:cokOdA+Jmi5PJGXLlLllQSgYigAEfHXJAERHVMaCc2k=
 golang.org/x/text v0.3.3/go.mod h1:5Zoc/QRtKVWzQhOtBMvqHzDpF6irO9z98xDceosuGiQ=
+golang.org/x/text v0.3.6 h1:aRYxNxv6iGQlyVaZmk6ZgYEDa+Jg18DxebPSrd6bg1M=
+golang.org/x/text v0.3.6/go.mod h1:5Zoc/QRtKVWzQhOtBMvqHzDpF6irO9z98xDceosuGiQ=
 golang.org/x/tools v0.0.0-20180917221912-90fa682c2a6e/go.mod h1:n7NCudcB/nEzxVGmLbDWY5pfWTLqBcC2KZ6jyYvM4mQ=
 gopkg.in/check.v1 v0.0.0-20161208181325-20d25e280405/go.mod h1:Co6ibVJAznAaIkqp8huTwlJQCZ016jof/cbN4VW5Yz0=
 gopkg.in/check.v1 v1.0.0-20190902080502-41f04d3bba15/go.mod h1:Co6ibVJAznAaIkqp8huTwlJQCZ016jof/cbN4VW5Yz0=
diff --git a/plumbing/transport/ssh/auth_method.go b/plumbing/transport/ssh/auth_method.go
index b4959d6d6..9d3bcd359 100644
--- a/plumbing/transport/ssh/auth_method.go
+++ b/plumbing/transport/ssh/auth_method.go
@@ -10,9 +10,9 @@ import (
 
 	"github.com/go-git/go-git/v5/plumbing/transport"
 
+	"github.com/skeema/knownhosts"
 	sshagent "github.com/xanzy/ssh-agent"
 	"golang.org/x/crypto/ssh"
-	"golang.org/x/crypto/ssh/knownhosts"
 )
 
 const DefaultUsername = "git"
@@ -43,7 +43,6 @@ const (
 type KeyboardInteractive struct {
 	User      string
 	Challenge ssh.KeyboardInteractiveChallenge
-	HostKeyCallbackHelper
 }
 
 func (a *KeyboardInteractive) Name() string {
@@ -55,19 +54,18 @@ func (a *KeyboardInteractive) String() string {
 }
 
 func (a *KeyboardInteractive) ClientConfig() (*ssh.ClientConfig, error) {
-	return a.SetHostKeyCallback(&ssh.ClientConfig{
+	return &ssh.ClientConfig{
 		User: a.User,
 		Auth: []ssh.AuthMethod{
 			a.Challenge,
 		},
-	})
+	}, nil
 }
 
 // Password implements AuthMethod by using the given password.
 type Password struct {
 	User     string
 	Password string
-	HostKeyCallbackHelper
 }
 
 func (a *Password) Name() string {
@@ -79,10 +77,10 @@ func (a *Password) String() string {
 }
 
 func (a *Password) ClientConfig() (*ssh.ClientConfig, error) {
-	return a.SetHostKeyCallback(&ssh.ClientConfig{
+	return &ssh.ClientConfig{
 		User: a.User,
 		Auth: []ssh.AuthMethod{ssh.Password(a.Password)},
-	})
+	}, nil
 }
 
 // PasswordCallback implements AuthMethod by using a callback
@@ -90,7 +88,6 @@ func (a *Password) ClientConfig() (*ssh.ClientConfig, error) {
 type PasswordCallback struct {
 	User     string
 	Callback func() (pass string, err error)
-	HostKeyCallbackHelper
 }
 
 func (a *PasswordCallback) Name() string {
@@ -102,17 +99,16 @@ func (a *PasswordCallback) String() string {
 }
 
 func (a *PasswordCallback) ClientConfig() (*ssh.ClientConfig, error) {
-	return a.SetHostKeyCallback(&ssh.ClientConfig{
+	return &ssh.ClientConfig{
 		User: a.User,
 		Auth: []ssh.AuthMethod{ssh.PasswordCallback(a.Callback)},
-	})
+	}, nil
 }
 
 // PublicKeys implements AuthMethod by using the given key pairs.
 type PublicKeys struct {
 	User   string
 	Signer ssh.Signer
-	HostKeyCallbackHelper
 }
 
 // NewPublicKeys returns a PublicKeys from a PEM encoded private key. An
@@ -151,10 +147,10 @@ func (a *PublicKeys) String() string {
 }
 
 func (a *PublicKeys) ClientConfig() (*ssh.ClientConfig, error) {
-	return a.SetHostKeyCallback(&ssh.ClientConfig{
+	return &ssh.ClientConfig{
 		User: a.User,
 		Auth: []ssh.AuthMethod{ssh.PublicKeys(a.Signer)},
-	})
+	}, nil
 }
 
 func username() (string, error) {
@@ -177,7 +173,6 @@ func username() (string, error) {
 type PublicKeysCallback struct {
 	User     string
 	Callback func() (signers []ssh.Signer, err error)
-	HostKeyCallbackHelper
 }
 
 // NewSSHAgentAuth returns a PublicKeysCallback based on a SSH agent, it opens
@@ -212,10 +207,10 @@ func (a *PublicKeysCallback) String() string {
 }
 
 func (a *PublicKeysCallback) ClientConfig() (*ssh.ClientConfig, error) {
-	return a.SetHostKeyCallback(&ssh.ClientConfig{
+	return &ssh.ClientConfig{
 		User: a.User,
 		Auth: []ssh.AuthMethod{ssh.PublicKeysCallback(a.Callback)},
-	})
+	}, nil
 }
 
 // NewKnownHostsCallback returns ssh.HostKeyCallback based on a file based on a
@@ -231,6 +226,11 @@ func (a *PublicKeysCallback) ClientConfig() (*ssh.ClientConfig, error) {
 //	~/.ssh/known_hosts
 //	/etc/ssh/ssh_known_hosts
 func NewKnownHostsCallback(files ...string) (ssh.HostKeyCallback, error) {
+	kh, err := newKnownHosts(files...)
+	return ssh.HostKeyCallback(kh), err
+}
+
+func newKnownHosts(files ...string) (knownhosts.HostKeyCallback, error) {
 	var err error
 
 	if len(files) == 0 {
@@ -286,6 +286,9 @@ func filterKnownHostsFiles(files ...string) ([]string, error) {
 
 // HostKeyCallbackHelper is a helper that provides common functionality to
 // configure HostKeyCallback into a ssh.ClientConfig.
+// Deprecated in favor of SetConfigHostKeyFields (see common.go) which provides
+// a mechanism for also setting ClientConfig.HostKeyAlgorithms for a specific
+// host.
 type HostKeyCallbackHelper struct {
 	// HostKeyCallback is the function type used for verifying server keys.
 	// If nil default callback will be create using NewKnownHostsCallback
diff --git a/plumbing/transport/ssh/common.go b/plumbing/transport/ssh/common.go
index 46e79134c..4b9ac0797 100644
--- a/plumbing/transport/ssh/common.go
+++ b/plumbing/transport/ssh/common.go
@@ -121,10 +121,15 @@ func (c *command) connect() error {
 	if err != nil {
 		return err
 	}
+	hostWithPort := c.getHostWithPort()
+	config, err = SetConfigHostKeyFields(config, hostWithPort)
+	if err != nil {
+		return err
+	}
 
 	overrideConfig(c.config, config)
 
-	c.client, err = dial("tcp", c.getHostWithPort(), config)
+	c.client, err = dial("tcp", hostWithPort, config)
 	if err != nil {
 		return err
 	}
@@ -162,6 +167,23 @@ func dial(network, addr string, config *ssh.ClientConfig) (*ssh.Client, error) {
 	return ssh.NewClient(c, chans, reqs), nil
 }
 
+// SetConfigHostKeyFields sets cfg.HostKeyCallback and cfg.HostKeyAlgorithms
+// based on OpenSSH known_hosts. cfg is modified in-place. hostWithPort must be
+// supplied, since the algorithms will be set based on the known host keys for
+// that specific host. Otherwise, golang.org/x/crypto/ssh can return an error
+// upon connecting to a host whose *first* key is not known, even though other
+// keys (of different types) are known and match properly.
+// For background see https://github.com/go-git/go-git/issues/411 as well as
+// https://github.com/golang/go/issues/29286 for root cause.
+func SetConfigHostKeyFields(cfg *ssh.ClientConfig, hostWithPort string) (*ssh.ClientConfig, error) {
+	kh, err := newKnownHosts()
+	if err == nil {
+		cfg.HostKeyCallback = kh.HostKeyCallback()
+		cfg.HostKeyAlgorithms = kh.HostKeyAlgorithms(hostWithPort)
+	}
+	return cfg, err
+}
+
 func (c *command) getHostWithPort() string {
 	if addr, found := c.doGetHostWithPortFromSSHConfig(); found {
 		return addr