diff --git a/backend/backup.sql b/backend/backup.sql
index fb3a341c..e382cc35 100644
--- a/backend/backup.sql
+++ b/backend/backup.sql
@@ -239,7 +239,7 @@ CREATE TABLE IF NOT EXISTS `board` (
   `content` text,
   `view_count` int DEFAULT '0',
   `writer` varchar(255) DEFAULT NULL,
-  `file` varchar(255) DEFAULT NULL,
+  `fileList` TEXT DEFAULT NULL,
   `create_date` datetime DEFAULT CURRENT_TIMESTAMP,
   `category` varchar(50) DEFAULT NULL,
   `department_id` bigint DEFAULT NULL,
diff --git a/backend/src/main/java/org/example/backend/board/controller/BoardController.java b/backend/src/main/java/org/example/backend/board/controller/BoardController.java
index 483647f5..57e69895 100644
--- a/backend/src/main/java/org/example/backend/board/controller/BoardController.java
+++ b/backend/src/main/java/org/example/backend/board/controller/BoardController.java
@@ -19,7 +19,9 @@
 import org.springframework.web.bind.annotation.PostMapping;
 import org.springframework.web.bind.annotation.RequestBody;
 import org.springframework.web.bind.annotation.RequestMapping;
+import org.springframework.web.bind.annotation.RequestPart;
 import org.springframework.web.bind.annotation.RestController;
+import org.springframework.web.multipart.MultipartFile;
 
 @RestController
 @RequiredArgsConstructor
@@ -29,9 +31,10 @@ public class BoardController {
     private final BoardService boardService;
 
     @Operation(summary = "게시판 생성 API 입니다.", description = "게시판 생성입니다.")
-    @PostMapping
-    public ResponseEntity<Long> createBoard(@RequestBody BoardReqDto boardReqDto) {
-        Long boardId = boardService.saveBoard(boardReqDto);
+    @PostMapping(consumes = "multipart/form-data")
+    public ResponseEntity<Long> createBoard(@RequestPart(value = "boardReqDto") BoardReqDto boardReqDto,
+                                            @RequestPart(value = "boardFiles") List<MultipartFile> multipartFileList) {
+        Long boardId = boardService.saveBoard(boardReqDto, multipartFileList);
         return new ResponseEntity<>(boardId, HttpStatus.OK);
     }
 
@@ -60,8 +63,9 @@ public ResponseEntity<BoardResDto> getBoard(@PathVariable(name = "boardId") Long
     @Operation(summary = "게시판 정보 업데이트 API", description = "게시판 정보 업데이트")
     @PostMapping("/{boardId}")
     public ResponseEntity<BoardResDto> updateBoard(@PathVariable(name = "boardId") Long boardId,
-                                                   @RequestBody BoardReqDto boardReqDto) {
-        BoardResDto boardResDto = boardService.updateBoard(boardId, boardReqDto);
+                                                   @RequestPart(value = "boardReqDto") BoardReqDto boardReqDto,
+                                                   @RequestPart(value = "boardFiles") List<MultipartFile> multipartFileList) {
+        BoardResDto boardResDto = boardService.updateBoard(boardId, boardReqDto, multipartFileList);
         return new ResponseEntity<>(boardResDto, HttpStatus.OK);
     }
 
diff --git a/backend/src/main/java/org/example/backend/board/domain/dto/BoardReqDto.java b/backend/src/main/java/org/example/backend/board/domain/dto/BoardReqDto.java
index 9a5e70ed..c188b1d1 100644
--- a/backend/src/main/java/org/example/backend/board/domain/dto/BoardReqDto.java
+++ b/backend/src/main/java/org/example/backend/board/domain/dto/BoardReqDto.java
@@ -1,5 +1,6 @@
 package org.example.backend.board.domain.dto;
 
+import java.util.List;
 import lombok.AccessLevel;
 import lombok.Builder;
 import lombok.Getter;
@@ -11,16 +12,20 @@ public class BoardReqDto {
     private String title;
     private String content;
     private String writer;
-    private String file;
+    private List<String> fileList;
     private String category;
 
     @Builder
     private BoardReqDto(String title, String content, String writer,
-                        String file, String category) {
+                        List<String> fileList, String category) {
         this.title = title;
         this.content = content;
         this.writer = writer;
-        this.file = file;
+        this.fileList = fileList;
         this.category = category;
     }
+
+    public void setFileList(List<String> fileList) {
+        this.fileList = fileList;
+    }
 }
\ No newline at end of file
diff --git a/backend/src/main/java/org/example/backend/board/domain/dto/BoardResDto.java b/backend/src/main/java/org/example/backend/board/domain/dto/BoardResDto.java
index 0438b7d5..2fb55259 100644
--- a/backend/src/main/java/org/example/backend/board/domain/dto/BoardResDto.java
+++ b/backend/src/main/java/org/example/backend/board/domain/dto/BoardResDto.java
@@ -1,6 +1,7 @@
 package org.example.backend.board.domain.dto;
 
 import java.time.LocalDateTime;
+import java.util.List;
 import lombok.AccessLevel;
 import lombok.Builder;
 import lombok.Getter;
@@ -14,18 +15,18 @@ public class BoardResDto {
     private String title;
     private String content;
     private String writer;
-    private String file;
+    private List<String> fileList;
     private LocalDateTime createDate;
     private String category;
 
     @Builder
     private BoardResDto(Long id, String title, String content, String writer,
-                        String file, LocalDateTime createDate, String category) {
+                        List<String> fileList, LocalDateTime createDate, String category) {
         this.id = id;
         this.title = title;
         this.content = content;
         this.writer = writer;
-        this.file = file;
+        this.fileList = fileList;
         this.createDate = createDate;
         this.category = category;
     }
@@ -36,7 +37,7 @@ public static BoardResDto of(Board board) {
                 .title(board.getTitle())
                 .content(board.getContent())
                 .writer(board.getWriter())
-                .file(board.getFile())
+                .fileList(board.getFileList())
                 .createDate(board.getCreatedDateTime())
                 .category(board.getCategory().name())
                 .build();
diff --git a/backend/src/main/java/org/example/backend/board/domain/entity/Board.java b/backend/src/main/java/org/example/backend/board/domain/entity/Board.java
index 418151e5..7d5699eb 100644
--- a/backend/src/main/java/org/example/backend/board/domain/entity/Board.java
+++ b/backend/src/main/java/org/example/backend/board/domain/entity/Board.java
@@ -1,12 +1,14 @@
 package org.example.backend.board.domain.entity;
 
 import jakarta.persistence.*;
+import java.util.List;
 import lombok.AccessLevel;
 import lombok.Builder;
 import lombok.Getter;
 import lombok.NoArgsConstructor;
 import org.example.backend.board.domain.dto.BoardReqDto;
 import org.example.backend.global.config.BaseEntity;
+import org.example.backend.global.config.StringListConverter;
 
 @Entity
 @Getter
@@ -30,8 +32,9 @@ public class Board extends BaseEntity {
     @Column(name = "writer")
     private String writer;
 
-    @Column(name = "file")
-    private String file;
+    @Convert(converter = StringListConverter.class)
+    @Column(name = "file_list", length = 1000)
+    private List<String> fileList;
 
     @Enumerated(EnumType.STRING)
     @Column(name = "category")
@@ -39,11 +42,11 @@ public class Board extends BaseEntity {
 
     @Builder
     private Board(String title, String content, String writer,
-                  String file, Category category) {
+                  List<String> fileList, Category category) {
         this.title = title;
         this.content = content;
         this.writer = writer;
-        this.file = file;
+        this.fileList = fileList;
         this.category = category;
         this.viewCount = 0;
     }
@@ -53,7 +56,7 @@ public static Board of(BoardReqDto dto) {
                 .title(dto.getTitle())
                 .content(dto.getContent())
                 .writer(dto.getWriter())
-                .file(dto.getFile())
+                .fileList(dto.getFileList())
                 .category(Category.valueOf(dto.getCategory()))
                 .build();
     }
@@ -62,7 +65,7 @@ public void update(BoardReqDto dto) {
         this.title = dto.getTitle();
         this.content = dto.getContent();
         this.writer = dto.getWriter();
-        this.file = dto.getFile();
+        this.fileList = dto.getFileList();
         this.category = Category.valueOf(dto.getCategory());
     }
 }
\ No newline at end of file
diff --git a/backend/src/main/java/org/example/backend/board/exception/BoardExceptionType.java b/backend/src/main/java/org/example/backend/board/exception/BoardExceptionType.java
index cb1c806d..b1a278c0 100644
--- a/backend/src/main/java/org/example/backend/board/exception/BoardExceptionType.java
+++ b/backend/src/main/java/org/example/backend/board/exception/BoardExceptionType.java
@@ -13,6 +13,7 @@ public enum BoardExceptionType implements BaseExceptionType {
     REQUIRED_TITLE(BAD_REQUEST, "제목은 필수 입력값입니다."),
     REQUIRED_CONTENT(BAD_REQUEST, "내용은 필수 입력값입니다."),
     REQUIRED_DEPARTMENT_ID(BAD_REQUEST, "부서 ID는 필수 입력값입니다."),
+    REQUIRED_FILE(BAD_REQUEST, "파일이 비어 있습니다.")
     ;
 
     private final HttpStatus httpStatus;
diff --git a/backend/src/main/java/org/example/backend/board/service/BoardService.java b/backend/src/main/java/org/example/backend/board/service/BoardService.java
index 84b54716..7f00e8b8 100644
--- a/backend/src/main/java/org/example/backend/board/service/BoardService.java
+++ b/backend/src/main/java/org/example/backend/board/service/BoardService.java
@@ -2,6 +2,8 @@
 
 import static org.example.backend.board.exception.BoardExceptionType.NOT_FOUND_BOARD;
 
+import java.util.ArrayList;
+import java.util.List;
 import lombok.RequiredArgsConstructor;
 import org.example.backend.board.domain.dto.BoardReqDto;
 import org.example.backend.board.domain.dto.BoardResDto;
@@ -10,20 +12,27 @@
 import org.example.backend.board.exception.BoardException;
 import org.example.backend.board.exception.BoardExceptionType;
 import org.example.backend.board.repository.BoardRepository;
+import org.example.backend.global.config.S3Uploader;
 import org.springframework.data.domain.Page;
 import org.springframework.data.domain.Pageable;
 import org.springframework.stereotype.Service;
 import org.springframework.transaction.annotation.Transactional;
+import org.springframework.web.multipart.MultipartFile;
 
 @Service
 @RequiredArgsConstructor
 @Transactional(readOnly = true)
 public class BoardService {
     private final BoardRepository boardRepository;
+    private final S3Uploader s3Uploader;
+    private static final String dirName = "image";
 
     @Transactional
-    public Long saveBoard(BoardReqDto boardReqDto) {
+    public Long saveBoard(BoardReqDto boardReqDto, List<MultipartFile> multipartFileList) {
         validateUserRequiredFields(boardReqDto);
+
+        fileUpload(boardReqDto, multipartFileList);
+
         Board board = Board.of(boardReqDto);
         Board savedBoard = boardRepository.save(board);
         return savedBoard.getId();
@@ -54,7 +63,8 @@ public Page<BoardResDto> getBoardsByCategory(Category category, Pageable pageabl
     }
 
     @Transactional
-    public BoardResDto updateBoard(Long boardId, BoardReqDto boardReqDto) {
+    public BoardResDto updateBoard(Long boardId, BoardReqDto boardReqDto, List<MultipartFile> multipartFileList) {
+        fileUpload(boardReqDto, multipartFileList);
         Board board = findBoardById(boardId);
         board.update(boardReqDto);
         return BoardResDto.of(board);
@@ -70,4 +80,18 @@ private Board findBoardById(Long boardId) {
         return boardRepository.findById(boardId)
                 .orElseThrow(() -> new BoardException(NOT_FOUND_BOARD));
     }
+
+    private void fileUpload(BoardReqDto boardReqDto, List<MultipartFile> multipartFileList) {
+        List<String> updateImageUrlList = new ArrayList<>();
+        if (!multipartFileList.isEmpty()) {
+            for (MultipartFile multipartFile : multipartFileList) {
+                if (multipartFile.isEmpty()) {
+                    throw new BoardException(BoardExceptionType.REQUIRED_FILE);
+                }
+                String uploadImageUrl = s3Uploader.upload(multipartFile, dirName);
+                updateImageUrlList.add(uploadImageUrl);
+            }
+            boardReqDto.setFileList(updateImageUrlList);
+        }
+    }
 }
\ No newline at end of file
diff --git a/backend/src/main/java/org/example/backend/global/config/StringListConverter.java b/backend/src/main/java/org/example/backend/global/config/StringListConverter.java
new file mode 100644
index 00000000..95a05170
--- /dev/null
+++ b/backend/src/main/java/org/example/backend/global/config/StringListConverter.java
@@ -0,0 +1,31 @@
+package org.example.backend.global.config;
+
+import com.fasterxml.jackson.core.JsonProcessingException;
+import com.fasterxml.jackson.databind.ObjectMapper;
+import jakarta.persistence.AttributeConverter;
+import jakarta.persistence.Converter;
+import java.util.List;
+
+@Converter
+public class StringListConverter implements AttributeConverter<List<String>, String> {
+
+    private final ObjectMapper mapper = new ObjectMapper();
+
+    @Override
+    public String convertToDatabaseColumn(List<String> dataList) {
+        try {
+            return mapper.writeValueAsString(dataList);
+        } catch (JsonProcessingException e) {
+            throw new RuntimeException(e);
+        }
+    }
+
+    @Override
+    public List<String> convertToEntityAttribute(String data) {
+        try {
+            return mapper.readValue(data, List.class);
+        } catch (JsonProcessingException e) {
+            throw new RuntimeException(e);
+        }
+    }
+}
\ No newline at end of file
diff --git a/backend/src/main/resources/data.sql b/backend/src/main/resources/data.sql
index ce428e62..81703fa3 100644
--- a/backend/src/main/resources/data.sql
+++ b/backend/src/main/resources/data.sql
@@ -58,15 +58,15 @@ VALUES
 
 
 -- Board 더미 데이터 (10개)
-INSERT INTO board (title, content, view_count, writer, file, category)
+INSERT INTO board (title, content, view_count, writer, file_list, category)
 VALUES
-    ('첫 번째 게시글', '게시글 내용 1', 10, '작성자1', 'file1.txt', 'undergraduate'),
-    ('두 번째 게시글', '게시글 내용 2', 20, '작성자2', 'file2.txt', 'graduate'),
-    ('세 번째 게시글', '게시글 내용 3', 30, '작성자3', 'file3.txt', 'employment'),
-    ('네 번째 게시글', '게시글 내용 4', 40, '작성자4', 'file4.txt', 'scholarship'),
-    ('다섯 번째 게시글', '게시글 내용 5', 50, '작성자5', 'file5.txt', 'undergraduate'),
-    ('여섯 번째 게시글', '게시글 내용 6', 60, '작성자6', 'file6.txt', 'graduate'),
-    ('일곱 번째 게시글', '게시글 내용 7', 70, '작성자7', 'file7.txt', 'employment'),
-    ('여덟 번째 게시글', '게시글 내용 8', 80, '작성자8', 'file8.txt', 'scholarship'),
-    ('아홉 번째 게시글', '게시글 내용 9', 90, '작성자9', 'file9.txt', 'undergraduate'),
-    ('열 번째 게시글', '게시글 내용 10', 100, '작성자10', 'file10.txt','graduate');
+    ('첫 번째 게시글', '게시글 내용 1', 10, '작성자1', '["file1.txt", "file2.txt"]', 'undergraduate'),
+    ('두 번째 게시글', '게시글 내용 2', 20, '작성자2', '["file3.txt", "file4.txt"]', 'graduate'),
+    ('세 번째 게시글', '게시글 내용 3', 30, '작성자3', '["file5.txt", "file6.txt"]', 'employment'),
+    ('네 번째 게시글', '게시글 내용 4', 40, '작성자4', '["file7.txt", "file8.txt"]', 'scholarship'),
+    ('다섯 번째 게시글', '게시글 내용 5', 50, '작성자5', '["file9.txt", "file10.txt"]', 'undergraduate'),
+    ('여섯 번째 게시글', '게시글 내용 6', 60, '작성자6', '["file11.txt", "file12.txt"]', 'graduate'),
+    ('일곱 번째 게시글', '게시글 내용 7', 70, '작성자7', '["file13.txt", "file14.txt"]', 'employment'),
+    ('여덟 번째 게시글', '게시글 내용 8', 80, '작성자8', '["file15.txt", "file16.txt"]', 'scholarship'),
+    ('아홉 번째 게시글', '게시글 내용 9', 90, '작성자9', '["file17.txt", "file18.txt"]', 'undergraduate'),
+    ('열 번째 게시글', '게시글 내용 10', 100, '작성자10', '["file19.txt", "file20.txt"]', 'graduate');