diff --git a/cmd/uncloud/caddy/root.go b/cmd/uncloud/caddy/root.go
index 1f71475f..b02a5e2a 100644
--- a/cmd/uncloud/caddy/root.go
+++ b/cmd/uncloud/caddy/root.go
@@ -12,6 +12,7 @@ func NewRootCommand() *cobra.Command {
 	cmd.AddCommand(
 		NewConfigCommand(),
 		NewDeployCommand(),
+		NewUpstreamsCommand(),
 	)
 	return cmd
 }
diff --git a/cmd/uncloud/caddy/upstreams.go b/cmd/uncloud/caddy/upstreams.go
new file mode 100644
index 00000000..6f9b43f0
--- /dev/null
+++ b/cmd/uncloud/caddy/upstreams.go
@@ -0,0 +1,76 @@
+package caddy
+
+import (
+	"context"
+	"fmt"
+	"os"
+	"slices"
+	"strings"
+	"text/tabwriter"
+
+	"github.com/psviderski/uncloud/internal/cli"
+	"github.com/psviderski/uncloud/internal/machine/api/pb"
+	"github.com/spf13/cobra"
+)
+
+type upstreamsOptions struct {
+	machine string
+}
+
+func NewUpstreamsCommand() *cobra.Command {
+	opts := upstreamsOptions{}
+
+	cmd := &cobra.Command{
+		Use:   "upstreams",
+		Short: "List Caddy upstreams and their health status.",
+		Long:  "List Caddy upstreams and their health status from the connected machine or a specified one.",
+		RunE: func(cmd *cobra.Command, args []string) error {
+			uncli := cmd.Context().Value("cli").(*cli.CLI)
+			return runUpstreams(cmd.Context(), uncli, opts)
+		},
+	}
+
+	cmd.Flags().StringVarP(&opts.machine, "machine", "m", "",
+		"Name or ID of the machine to get the upstreams from. (default is connected machine)")
+
+	return cmd
+}
+
+func runUpstreams(ctx context.Context, uncli *cli.CLI, opts upstreamsOptions) error {
+	clusterClient, err := uncli.ConnectCluster(ctx)
+	if err != nil {
+		return fmt.Errorf("connect to cluster: %w", err)
+	}
+	defer clusterClient.Close()
+
+	if opts.machine != "" {
+		// If a specific machine is requested, use it to get the Caddy upstreams.
+		ctx, _, err = clusterClient.ProxyMachinesContext(ctx, []string{opts.machine})
+		if err != nil {
+			return err
+		}
+	}
+
+	resp, err := clusterClient.Caddy.GetUpstreams(ctx, nil)
+	if err != nil {
+		return fmt.Errorf("get Caddy upstreams: %w", err)
+	}
+
+	w := tabwriter.NewWriter(os.Stdout, 0, 0, 3, ' ', 0)
+	fmt.Fprintln(w, "HOST\tUPSTREAMS")
+
+	slices.SortFunc(resp.Hosts, func(a, b *pb.HostUpstreams) int {
+		return strings.Compare(a.Host, b.Host)
+	})
+
+	for _, host := range resp.Hosts {
+		var upstreamsStrs []string
+		for _, u := range host.Upstreams {
+			s := fmt.Sprintf("%s (%s, reqs: %d, fails: %d)",
+				u.Address, u.Status, u.NumRequests, u.Fails)
+			upstreamsStrs = append(upstreamsStrs, s)
+		}
+		fmt.Fprintf(w, "%s\t%s\n", host.Host, strings.Join(upstreamsStrs, ", "))
+	}
+	return w.Flush()
+}
diff --git a/internal/machine/api/pb/caddy.pb.go b/internal/machine/api/pb/caddy.pb.go
index dae4ef8a..f7074508 100644
--- a/internal/machine/api/pb/caddy.pb.go
+++ b/internal/machine/api/pb/caddy.pb.go
@@ -79,6 +79,179 @@ func (x *GetCaddyConfigResponse) GetModifiedAt() *timestamppb.Timestamp {
 	return nil
 }
 
+type GetCaddyUpstreamsResponse struct {
+	state         protoimpl.MessageState
+	sizeCache     protoimpl.SizeCache
+	unknownFields protoimpl.UnknownFields
+
+	Hosts []*HostUpstreams `protobuf:"bytes,1,rep,name=hosts,proto3" json:"hosts,omitempty"`
+}
+
+func (x *GetCaddyUpstreamsResponse) Reset() {
+	*x = GetCaddyUpstreamsResponse{}
+	if protoimpl.UnsafeEnabled {
+		mi := &file_internal_machine_api_pb_caddy_proto_msgTypes[1]
+		ms := protoimpl.X.MessageStateOf(protoimpl.Pointer(x))
+		ms.StoreMessageInfo(mi)
+	}
+}
+
+func (x *GetCaddyUpstreamsResponse) String() string {
+	return protoimpl.X.MessageStringOf(x)
+}
+
+func (*GetCaddyUpstreamsResponse) ProtoMessage() {}
+
+func (x *GetCaddyUpstreamsResponse) ProtoReflect() protoreflect.Message {
+	mi := &file_internal_machine_api_pb_caddy_proto_msgTypes[1]
+	if protoimpl.UnsafeEnabled && x != nil {
+		ms := protoimpl.X.MessageStateOf(protoimpl.Pointer(x))
+		if ms.LoadMessageInfo() == nil {
+			ms.StoreMessageInfo(mi)
+		}
+		return ms
+	}
+	return mi.MessageOf(x)
+}
+
+// Deprecated: Use GetCaddyUpstreamsResponse.ProtoReflect.Descriptor instead.
+func (*GetCaddyUpstreamsResponse) Descriptor() ([]byte, []int) {
+	return file_internal_machine_api_pb_caddy_proto_rawDescGZIP(), []int{1}
+}
+
+func (x *GetCaddyUpstreamsResponse) GetHosts() []*HostUpstreams {
+	if x != nil {
+		return x.Hosts
+	}
+	return nil
+}
+
+type HostUpstreams struct {
+	state         protoimpl.MessageState
+	sizeCache     protoimpl.SizeCache
+	unknownFields protoimpl.UnknownFields
+
+	Host      string      `protobuf:"bytes,1,opt,name=host,proto3" json:"host,omitempty"`
+	Upstreams []*Upstream `protobuf:"bytes,2,rep,name=upstreams,proto3" json:"upstreams,omitempty"`
+}
+
+func (x *HostUpstreams) Reset() {
+	*x = HostUpstreams{}
+	if protoimpl.UnsafeEnabled {
+		mi := &file_internal_machine_api_pb_caddy_proto_msgTypes[2]
+		ms := protoimpl.X.MessageStateOf(protoimpl.Pointer(x))
+		ms.StoreMessageInfo(mi)
+	}
+}
+
+func (x *HostUpstreams) String() string {
+	return protoimpl.X.MessageStringOf(x)
+}
+
+func (*HostUpstreams) ProtoMessage() {}
+
+func (x *HostUpstreams) ProtoReflect() protoreflect.Message {
+	mi := &file_internal_machine_api_pb_caddy_proto_msgTypes[2]
+	if protoimpl.UnsafeEnabled && x != nil {
+		ms := protoimpl.X.MessageStateOf(protoimpl.Pointer(x))
+		if ms.LoadMessageInfo() == nil {
+			ms.StoreMessageInfo(mi)
+		}
+		return ms
+	}
+	return mi.MessageOf(x)
+}
+
+// Deprecated: Use HostUpstreams.ProtoReflect.Descriptor instead.
+func (*HostUpstreams) Descriptor() ([]byte, []int) {
+	return file_internal_machine_api_pb_caddy_proto_rawDescGZIP(), []int{2}
+}
+
+func (x *HostUpstreams) GetHost() string {
+	if x != nil {
+		return x.Host
+	}
+	return ""
+}
+
+func (x *HostUpstreams) GetUpstreams() []*Upstream {
+	if x != nil {
+		return x.Upstreams
+	}
+	return nil
+}
+
+type Upstream struct {
+	state         protoimpl.MessageState
+	sizeCache     protoimpl.SizeCache
+	unknownFields protoimpl.UnknownFields
+
+	Address     string `protobuf:"bytes,1,opt,name=address,proto3" json:"address,omitempty"`
+	Status      string `protobuf:"bytes,2,opt,name=status,proto3" json:"status,omitempty"`
+	Fails       int64  `protobuf:"varint,3,opt,name=fails,proto3" json:"fails,omitempty"`
+	NumRequests int64  `protobuf:"varint,4,opt,name=num_requests,json=numRequests,proto3" json:"num_requests,omitempty"`
+}
+
+func (x *Upstream) Reset() {
+	*x = Upstream{}
+	if protoimpl.UnsafeEnabled {
+		mi := &file_internal_machine_api_pb_caddy_proto_msgTypes[3]
+		ms := protoimpl.X.MessageStateOf(protoimpl.Pointer(x))
+		ms.StoreMessageInfo(mi)
+	}
+}
+
+func (x *Upstream) String() string {
+	return protoimpl.X.MessageStringOf(x)
+}
+
+func (*Upstream) ProtoMessage() {}
+
+func (x *Upstream) ProtoReflect() protoreflect.Message {
+	mi := &file_internal_machine_api_pb_caddy_proto_msgTypes[3]
+	if protoimpl.UnsafeEnabled && x != nil {
+		ms := protoimpl.X.MessageStateOf(protoimpl.Pointer(x))
+		if ms.LoadMessageInfo() == nil {
+			ms.StoreMessageInfo(mi)
+		}
+		return ms
+	}
+	return mi.MessageOf(x)
+}
+
+// Deprecated: Use Upstream.ProtoReflect.Descriptor instead.
+func (*Upstream) Descriptor() ([]byte, []int) {
+	return file_internal_machine_api_pb_caddy_proto_rawDescGZIP(), []int{3}
+}
+
+func (x *Upstream) GetAddress() string {
+	if x != nil {
+		return x.Address
+	}
+	return ""
+}
+
+func (x *Upstream) GetStatus() string {
+	if x != nil {
+		return x.Status
+	}
+	return ""
+}
+
+func (x *Upstream) GetFails() int64 {
+	if x != nil {
+		return x.Fails
+	}
+	return 0
+}
+
+func (x *Upstream) GetNumRequests() int64 {
+	if x != nil {
+		return x.NumRequests
+	}
+	return 0
+}
+
 var File_internal_machine_api_pb_caddy_proto protoreflect.FileDescriptor
 
 var file_internal_machine_api_pb_caddy_proto_rawDesc = []byte{
@@ -95,16 +268,38 @@ var file_internal_machine_api_pb_caddy_proto_rawDesc = []byte{
 	0x12, 0x3b, 0x0a, 0x0b, 0x6d, 0x6f, 0x64, 0x69, 0x66, 0x69, 0x65, 0x64, 0x5f, 0x61, 0x74, 0x18,
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+	0x73, 0x74, 0x61, 0x74, 0x75, 0x73, 0x18, 0x02, 0x20, 0x01, 0x28, 0x09, 0x52, 0x06, 0x73, 0x74,
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+	0x01, 0x28, 0x03, 0x52, 0x05, 0x66, 0x61, 0x69, 0x6c, 0x73, 0x12, 0x21, 0x0a, 0x0c, 0x6e, 0x75,
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+	0x79, 0x1a, 0x1e, 0x2e, 0x61, 0x70, 0x69, 0x2e, 0x47, 0x65, 0x74, 0x43, 0x61, 0x64, 0x64, 0x79,
+	0x55, 0x70, 0x73, 0x74, 0x72, 0x65, 0x61, 0x6d, 0x73, 0x52, 0x65, 0x73, 0x70, 0x6f, 0x6e, 0x73,
+	0x65, 0x42, 0x37, 0x5a, 0x35, 0x67, 0x69, 0x74, 0x68, 0x75, 0x62, 0x2e, 0x63, 0x6f, 0x6d, 0x2f,
+	0x70, 0x73, 0x76, 0x69, 0x64, 0x65, 0x72, 0x73, 0x6b, 0x69, 0x2f, 0x75, 0x6e, 0x63, 0x6c, 0x6f,
+	0x75, 0x64, 0x2f, 0x69, 0x6e, 0x74, 0x65, 0x72, 0x6e, 0x61, 0x6c, 0x2f, 0x6d, 0x61, 0x63, 0x68,
+	0x69, 0x6e, 0x65, 0x2f, 0x61, 0x70, 0x69, 0x2f, 0x70, 0x62, 0x62, 0x06, 0x70, 0x72, 0x6f, 0x74,
+	0x6f, 0x33,
 }
 
 var (
@@ -119,21 +314,28 @@ func file_internal_machine_api_pb_caddy_proto_rawDescGZIP() []byte {
 	return file_internal_machine_api_pb_caddy_proto_rawDescData
 }
 
-var file_internal_machine_api_pb_caddy_proto_msgTypes = make([]protoimpl.MessageInfo, 1)
+var file_internal_machine_api_pb_caddy_proto_msgTypes = make([]protoimpl.MessageInfo, 4)
 var file_internal_machine_api_pb_caddy_proto_goTypes = []any{
-	(*GetCaddyConfigResponse)(nil), // 0: api.GetCaddyConfigResponse
-	(*timestamppb.Timestamp)(nil),  // 1: google.protobuf.Timestamp
-	(*emptypb.Empty)(nil),          // 2: google.protobuf.Empty
+	(*GetCaddyConfigResponse)(nil),    // 0: api.GetCaddyConfigResponse
+	(*GetCaddyUpstreamsResponse)(nil), // 1: api.GetCaddyUpstreamsResponse
+	(*HostUpstreams)(nil),             // 2: api.HostUpstreams
+	(*Upstream)(nil),                  // 3: api.Upstream
+	(*timestamppb.Timestamp)(nil),     // 4: google.protobuf.Timestamp
+	(*emptypb.Empty)(nil),             // 5: google.protobuf.Empty
 }
 var file_internal_machine_api_pb_caddy_proto_depIdxs = []int32{
-	1, // 0: api.GetCaddyConfigResponse.modified_at:type_name -> google.protobuf.Timestamp
-	2, // 1: api.Caddy.GetConfig:input_type -> google.protobuf.Empty
-	0, // 2: api.Caddy.GetConfig:output_type -> api.GetCaddyConfigResponse
-	2, // [2:3] is the sub-list for method output_type
-	1, // [1:2] is the sub-list for method input_type
-	1, // [1:1] is the sub-list for extension type_name
-	1, // [1:1] is the sub-list for extension extendee
-	0, // [0:1] is the sub-list for field type_name
+	4, // 0: api.GetCaddyConfigResponse.modified_at:type_name -> google.protobuf.Timestamp
+	2, // 1: api.GetCaddyUpstreamsResponse.hosts:type_name -> api.HostUpstreams
+	3, // 2: api.HostUpstreams.upstreams:type_name -> api.Upstream
+	5, // 3: api.Caddy.GetConfig:input_type -> google.protobuf.Empty
+	5, // 4: api.Caddy.GetUpstreams:input_type -> google.protobuf.Empty
+	0, // 5: api.Caddy.GetConfig:output_type -> api.GetCaddyConfigResponse
+	1, // 6: api.Caddy.GetUpstreams:output_type -> api.GetCaddyUpstreamsResponse
+	5, // [5:7] is the sub-list for method output_type
+	3, // [3:5] is the sub-list for method input_type
+	3, // [3:3] is the sub-list for extension type_name
+	3, // [3:3] is the sub-list for extension extendee
+	0, // [0:3] is the sub-list for field type_name
 }
 
 func init() { file_internal_machine_api_pb_caddy_proto_init() }
@@ -154,6 +356,42 @@ func file_internal_machine_api_pb_caddy_proto_init() {
 				return nil
 			}
 		}
+		file_internal_machine_api_pb_caddy_proto_msgTypes[1].Exporter = func(v any, i int) any {
+			switch v := v.(*GetCaddyUpstreamsResponse); i {
+			case 0:
+				return &v.state
+			case 1:
+				return &v.sizeCache
+			case 2:
+				return &v.unknownFields
+			default:
+				return nil
+			}
+		}
+		file_internal_machine_api_pb_caddy_proto_msgTypes[2].Exporter = func(v any, i int) any {
+			switch v := v.(*HostUpstreams); i {
+			case 0:
+				return &v.state
+			case 1:
+				return &v.sizeCache
+			case 2:
+				return &v.unknownFields
+			default:
+				return nil
+			}
+		}
+		file_internal_machine_api_pb_caddy_proto_msgTypes[3].Exporter = func(v any, i int) any {
+			switch v := v.(*Upstream); i {
+			case 0:
+				return &v.state
+			case 1:
+				return &v.sizeCache
+			case 2:
+				return &v.unknownFields
+			default:
+				return nil
+			}
+		}
 	}
 	type x struct{}
 	out := protoimpl.TypeBuilder{
@@ -161,7 +399,7 @@ func file_internal_machine_api_pb_caddy_proto_init() {
 			GoPackagePath: reflect.TypeOf(x{}).PkgPath(),
 			RawDescriptor: file_internal_machine_api_pb_caddy_proto_rawDesc,
 			NumEnums:      0,
-			NumMessages:   1,
+			NumMessages:   4,
 			NumExtensions: 0,
 			NumServices:   1,
 		},
diff --git a/internal/machine/api/pb/caddy.proto b/internal/machine/api/pb/caddy.proto
index 5425ab6e..ea5393e3 100644
--- a/internal/machine/api/pb/caddy.proto
+++ b/internal/machine/api/pb/caddy.proto
@@ -10,6 +10,9 @@ import "google/protobuf/timestamp.proto";
 service Caddy {
   // GetConfig retrieves the current Caddy configuration from the machine.
   rpc GetConfig(google.protobuf.Empty) returns (GetCaddyConfigResponse);
+
+  // GetUpstreams retrieves the status of Caddy upstreams.
+  rpc GetUpstreams(google.protobuf.Empty) returns (GetCaddyUpstreamsResponse);
 }
 
 message GetCaddyConfigResponse {
@@ -17,4 +20,20 @@ message GetCaddyConfigResponse {
   string caddyfile = 1;
   // Timestamp when the config was last modified.
   google.protobuf.Timestamp modified_at = 2;
+}
+
+message GetCaddyUpstreamsResponse {
+  repeated HostUpstreams hosts = 1;
+}
+
+message HostUpstreams {
+  string host = 1;
+  repeated Upstream upstreams = 2;
+}
+
+message Upstream {
+  string address = 1;
+  string status = 2;
+  int64 fails = 3;
+  int64 num_requests = 4;
 }
\ No newline at end of file
diff --git a/internal/machine/api/pb/caddy_grpc.pb.go b/internal/machine/api/pb/caddy_grpc.pb.go
index ab140a5f..c8891485 100644
--- a/internal/machine/api/pb/caddy_grpc.pb.go
+++ b/internal/machine/api/pb/caddy_grpc.pb.go
@@ -20,7 +20,8 @@ import (
 const _ = grpc.SupportPackageIsVersion9
 
 const (
-	Caddy_GetConfig_FullMethodName = "/api.Caddy/GetConfig"
+	Caddy_GetConfig_FullMethodName    = "/api.Caddy/GetConfig"
+	Caddy_GetUpstreams_FullMethodName = "/api.Caddy/GetUpstreams"
 )
 
 // CaddyClient is the client API for Caddy service.
@@ -29,6 +30,8 @@ const (
 type CaddyClient interface {
 	// GetConfig retrieves the current Caddy configuration from the machine.
 	GetConfig(ctx context.Context, in *emptypb.Empty, opts ...grpc.CallOption) (*GetCaddyConfigResponse, error)
+	// GetUpstreams retrieves the status of Caddy upstreams.
+	GetUpstreams(ctx context.Context, in *emptypb.Empty, opts ...grpc.CallOption) (*GetCaddyUpstreamsResponse, error)
 }
 
 type caddyClient struct {
@@ -49,12 +52,24 @@ func (c *caddyClient) GetConfig(ctx context.Context, in *emptypb.Empty, opts ...
 	return out, nil
 }
 
+func (c *caddyClient) GetUpstreams(ctx context.Context, in *emptypb.Empty, opts ...grpc.CallOption) (*GetCaddyUpstreamsResponse, error) {
+	cOpts := append([]grpc.CallOption{grpc.StaticMethod()}, opts...)
+	out := new(GetCaddyUpstreamsResponse)
+	err := c.cc.Invoke(ctx, Caddy_GetUpstreams_FullMethodName, in, out, cOpts...)
+	if err != nil {
+		return nil, err
+	}
+	return out, nil
+}
+
 // CaddyServer is the server API for Caddy service.
 // All implementations must embed UnimplementedCaddyServer
 // for forward compatibility.
 type CaddyServer interface {
 	// GetConfig retrieves the current Caddy configuration from the machine.
 	GetConfig(context.Context, *emptypb.Empty) (*GetCaddyConfigResponse, error)
+	// GetUpstreams retrieves the status of Caddy upstreams.
+	GetUpstreams(context.Context, *emptypb.Empty) (*GetCaddyUpstreamsResponse, error)
 	mustEmbedUnimplementedCaddyServer()
 }
 
@@ -68,6 +83,9 @@ type UnimplementedCaddyServer struct{}
 func (UnimplementedCaddyServer) GetConfig(context.Context, *emptypb.Empty) (*GetCaddyConfigResponse, error) {
 	return nil, status.Errorf(codes.Unimplemented, "method GetConfig not implemented")
 }
+func (UnimplementedCaddyServer) GetUpstreams(context.Context, *emptypb.Empty) (*GetCaddyUpstreamsResponse, error) {
+	return nil, status.Errorf(codes.Unimplemented, "method GetUpstreams not implemented")
+}
 func (UnimplementedCaddyServer) mustEmbedUnimplementedCaddyServer() {}
 func (UnimplementedCaddyServer) testEmbeddedByValue()               {}
 
@@ -107,6 +125,24 @@ func _Caddy_GetConfig_Handler(srv interface{}, ctx context.Context, dec func(int
 	return interceptor(ctx, in, info, handler)
 }
 
+func _Caddy_GetUpstreams_Handler(srv interface{}, ctx context.Context, dec func(interface{}) error, interceptor grpc.UnaryServerInterceptor) (interface{}, error) {
+	in := new(emptypb.Empty)
+	if err := dec(in); err != nil {
+		return nil, err
+	}
+	if interceptor == nil {
+		return srv.(CaddyServer).GetUpstreams(ctx, in)
+	}
+	info := &grpc.UnaryServerInfo{
+		Server:     srv,
+		FullMethod: Caddy_GetUpstreams_FullMethodName,
+	}
+	handler := func(ctx context.Context, req interface{}) (interface{}, error) {
+		return srv.(CaddyServer).GetUpstreams(ctx, req.(*emptypb.Empty))
+	}
+	return interceptor(ctx, in, info, handler)
+}
+
 // Caddy_ServiceDesc is the grpc.ServiceDesc for Caddy service.
 // It's only intended for direct use with grpc.RegisterService,
 // and not to be introspected or modified (even as a copy)
@@ -118,6 +154,10 @@ var Caddy_ServiceDesc = grpc.ServiceDesc{
 			MethodName: "GetConfig",
 			Handler:    _Caddy_GetConfig_Handler,
 		},
+		{
+			MethodName: "GetUpstreams",
+			Handler:    _Caddy_GetUpstreams_Handler,
+		},
 	},
 	Streams:  []grpc.StreamDesc{},
 	Metadata: "internal/machine/api/pb/caddy.proto",
diff --git a/internal/machine/caddyconfig/client.go b/internal/machine/caddyconfig/client.go
index c988e8f1..d2b43bb9 100644
--- a/internal/machine/caddyconfig/client.go
+++ b/internal/machine/caddyconfig/client.go
@@ -140,3 +140,64 @@ func (c *CaddyAdminClient) Validate(ctx context.Context, caddyfile string) error
 	_, err := c.Adapt(ctx, caddyfile)
 	return err
 }
+
+type UpstreamStatus struct {
+	Address     string `json:"address"`
+	Fails       int64  `json:"fails"`
+	NumRequests int64  `json:"num_requests"`
+}
+
+// GetUpstreams retrieves the status of Caddy upstreams.
+func (c *CaddyAdminClient) GetUpstreams(ctx context.Context) ([]UpstreamStatus, error) {
+	req, err := http.NewRequestWithContext(ctx, "GET", "http://localhost/reverse_proxy/upstreams", nil)
+	if err != nil {
+		return nil, fmt.Errorf("create upstreams request: %w", err)
+	}
+
+	resp, err := c.client.Do(req)
+	if err != nil {
+		return nil, fmt.Errorf("send upstreams request: %w", err)
+	}
+	defer resp.Body.Close()
+
+	body, err := io.ReadAll(resp.Body)
+	if err != nil {
+		return nil, fmt.Errorf("read response body: %w", err)
+	}
+
+	if resp.StatusCode != http.StatusOK {
+		return nil, fmt.Errorf("unexpected status code %d: %s", resp.StatusCode, string(body))
+	}
+
+	var upstreams []UpstreamStatus
+	if err := json.Unmarshal(body, &upstreams); err != nil {
+		return nil, fmt.Errorf("decode upstreams response: %w", err)
+	}
+
+	return upstreams, nil
+}
+
+// GetConfigJSON retrieves the current Caddy configuration as a raw JSON byte slice.
+func (c *CaddyAdminClient) GetConfigJSON(ctx context.Context) ([]byte, error) {
+	req, err := http.NewRequestWithContext(ctx, "GET", "http://localhost/config/", nil)
+	if err != nil {
+		return nil, fmt.Errorf("create config request: %w", err)
+	}
+
+	resp, err := c.client.Do(req)
+	if err != nil {
+		return nil, fmt.Errorf("send config request: %w", err)
+	}
+	defer resp.Body.Close()
+
+	body, err := io.ReadAll(resp.Body)
+	if err != nil {
+		return nil, fmt.Errorf("read response body: %w", err)
+	}
+
+	if resp.StatusCode != http.StatusOK {
+		return nil, fmt.Errorf("unexpected status code %d: %s", resp.StatusCode, string(body))
+	}
+
+	return body, nil
+}
diff --git a/internal/machine/caddyconfig/server.go b/internal/machine/caddyconfig/server.go
index 018ca4fb..fdce4cf6 100644
--- a/internal/machine/caddyconfig/server.go
+++ b/internal/machine/caddyconfig/server.go
@@ -37,3 +37,41 @@ func (s *Server) GetConfig(ctx context.Context, _ *emptypb.Empty) (*pb.GetCaddyC
 		ModifiedAt: timestamppb.New(modifiedAt),
 	}, nil
 }
+
+// GetUpstreams retrieves the status of Caddy upstreams.
+func (s *Server) GetUpstreams(ctx context.Context, _ *emptypb.Empty) (*pb.GetCaddyUpstreamsResponse, error) {
+	hostUpstreams, err := s.service.GetUpstreams(ctx)
+	if err != nil {
+		return nil, status.Error(codes.Internal, err.Error())
+	}
+
+	var pbHosts []*pb.HostUpstreams
+	for host, upstreams := range hostUpstreams {
+		var pbUpstreams []*pb.Upstream
+		for _, u := range upstreams {
+			// TODO: This logic assumes the default Caddy health check configuration where max_fails is 1.
+			// If a custom configuration increases max_fails, an upstream with fails > 0 might still be healthy.
+			// For accurate status in all cases, we should query the Caddy /metrics endpoint and check
+			// the 'caddy_reverse_proxy_upstreams_healthy' gauge.
+			statusStr := "healthy"
+			if u.Fails > 0 {
+				statusStr = "unhealthy"
+			}
+
+			pbUpstreams = append(pbUpstreams, &pb.Upstream{
+				Address:     u.Address,
+				Status:      statusStr,
+				Fails:       u.Fails,
+				NumRequests: u.NumRequests,
+			})
+		}
+		pbHosts = append(pbHosts, &pb.HostUpstreams{
+			Host:      host,
+			Upstreams: pbUpstreams,
+		})
+	}
+
+	return &pb.GetCaddyUpstreamsResponse{
+		Hosts: pbHosts,
+	}, nil
+}
diff --git a/internal/machine/caddyconfig/service.go b/internal/machine/caddyconfig/service.go
index 4ba72ba9..ae88f347 100644
--- a/internal/machine/caddyconfig/service.go
+++ b/internal/machine/caddyconfig/service.go
@@ -1,20 +1,28 @@
 package caddyconfig
 
 import (
+	"context"
+	"encoding/json"
 	"fmt"
 	"os"
 	"path/filepath"
 	"time"
 )
 
-// Service provides methods to interact with the Caddy configuration on the machine.
+// Service provides methods to interact with the Caddy configuration on the machine
+// and the running Caddy instance via its Admin API.
 type Service struct {
 	configDir string
+	client    *CaddyAdminClient
 }
 
-// NewService creates a new Service instance with the specified Caddy configuration directory.
-func NewService(configDir string) *Service {
-	return &Service{configDir: configDir}
+// NewService creates a new Service instance with the specified Caddy configuration directory
+// and Admin API socket path.
+func NewService(configDir, adminSock string) *Service {
+	return &Service{
+		configDir: configDir,
+		client:    NewCaddyAdminClient(adminSock),
+	}
 }
 
 // Caddyfile retrieves the current Caddy configuration (Caddyfile) from the machine's config directory.
@@ -33,3 +41,112 @@ func (s *Service) Caddyfile() (string, time.Time, error) {
 
 	return string(content), fileInfo.ModTime(), nil
 }
+
+// GetUpstreams retrieves the status of Caddy upstreams grouped by host.
+func (s *Service) GetUpstreams(ctx context.Context) (map[string][]UpstreamStatus, error) {
+	if !s.client.IsAvailable(ctx) {
+		return nil, fmt.Errorf("caddy is not running")
+	}
+
+	// Get the flat list of upstream statuses.
+	statuses, err := s.client.GetUpstreams(ctx)
+	if err != nil {
+		return nil, fmt.Errorf("get upstreams status: %w", err)
+	}
+	statusMap := make(map[string]UpstreamStatus, len(statuses))
+	for _, st := range statuses {
+		statusMap[st.Address] = st
+	}
+
+	// Get the current configuration to map upstreams to hosts.
+	configJSON, err := s.client.GetConfigJSON(ctx)
+	if err != nil {
+		return nil, fmt.Errorf("get caddy config: %w", err)
+	}
+
+	var config caddyConfig
+	if err := json.Unmarshal(configJSON, &config); err != nil {
+		return nil, fmt.Errorf("parse caddy config: %w", err)
+	}
+
+	result := make(map[string][]UpstreamStatus)
+
+	for _, server := range config.Apps.HTTP.Servers {
+		collectUpstreams(server.Routes, nil, statusMap, result)
+	}
+
+	return result, nil
+}
+
+func collectUpstreams(routes []caddyRoute, parentHosts []string, statusMap map[string]UpstreamStatus, result map[string][]UpstreamStatus) {
+	for _, route := range routes {
+		// Calculate the hosts for this route.
+		var currentHosts []string
+		for _, m := range route.Match {
+			currentHosts = append(currentHosts, m.Host...)
+		}
+
+		effectiveHosts := parentHosts
+		if len(currentHosts) > 0 {
+			if len(parentHosts) > 0 {
+				// Intersection of hosts.
+				var intersection []string
+				for _, h1 := range parentHosts {
+					for _, h2 := range currentHosts {
+						if h1 == h2 {
+							intersection = append(intersection, h1)
+						}
+					}
+				}
+				effectiveHosts = intersection
+			} else {
+				effectiveHosts = currentHosts
+			}
+		}
+
+		for _, h := range route.Handle {
+			if h.Handler == "reverse_proxy" {
+				for _, u := range h.Upstreams {
+					if st, ok := statusMap[u.Dial]; ok {
+						for _, host := range effectiveHosts {
+							result[host] = append(result[host], st)
+						}
+					}
+				}
+			} else if h.Handler == "subroute" {
+				collectUpstreams(h.Routes, effectiveHosts, statusMap, result)
+			}
+		}
+	}
+}
+
+type caddyConfig struct {
+	Apps struct {
+		HTTP struct {
+			Servers map[string]caddyServer `json:"servers"`
+		} `json:"http"`
+	} `json:"apps"`
+}
+
+type caddyServer struct {
+	Routes []caddyRoute `json:"routes"`
+}
+
+type caddyRoute struct {
+	Match  []caddyMatch  `json:"match"`
+	Handle []caddyHandle `json:"handle"`
+}
+
+type caddyMatch struct {
+	Host []string `json:"host"`
+}
+
+type caddyHandle struct {
+	Handler   string          `json:"handler"`
+	Routes    []caddyRoute    `json:"routes"`    // For subroute
+	Upstreams []caddyUpstream `json:"upstreams"` // For reverse_proxy
+}
+
+type caddyUpstream struct {
+	Dial string `json:"dial"`
+}
diff --git a/internal/machine/machine.go b/internal/machine/machine.go
index a2d1749b..eaaf2883 100644
--- a/internal/machine/machine.go
+++ b/internal/machine/machine.go
@@ -290,7 +290,7 @@ func NewMachine(config *Config) (*Machine, error) {
 		NetworkReady:        m.IsNetworkReady,
 		WaitForNetworkReady: m.WaitForNetworkReady,
 	})
-	caddyServer := caddyconfig.NewServer(caddyconfig.NewService(config.CaddyConfigDir))
+	caddyServer := caddyconfig.NewServer(caddyconfig.NewService(config.CaddyConfigDir, DefaultCaddyAdminSockPath))
 	m.localMachineServer = newGRPCServer(m, c, m.dockerServer, caddyServer)
 
 	if m.Initialised() {