diff --git a/backend/src/main/java/org/sejongisc/backend/attendance/entity/Attendance.java b/backend/src/main/java/org/sejongisc/backend/attendance/entity/Attendance.java
index 40b258cc..d87c9bb0 100644
--- a/backend/src/main/java/org/sejongisc/backend/attendance/entity/Attendance.java
+++ b/backend/src/main/java/org/sejongisc/backend/attendance/entity/Attendance.java
@@ -2,10 +2,7 @@
 
 import com.fasterxml.jackson.annotation.JsonBackReference;
 import jakarta.persistence.*;
-import lombok.AllArgsConstructor;
-import lombok.Builder;
-import lombok.Getter;
-import lombok.NoArgsConstructor;
+import lombok.*;
 import org.hibernate.annotations.CreationTimestamp;
 import org.sejongisc.backend.common.entity.postgres.BasePostgresEntity;
 import org.sejongisc.backend.user.entity.User;
@@ -15,6 +12,7 @@
 
 @Entity
 @Getter
+@Setter
 @Builder
 @NoArgsConstructor
 @AllArgsConstructor
diff --git a/backend/src/main/java/org/sejongisc/backend/attendance/entity/AttendanceStatus.java b/backend/src/main/java/org/sejongisc/backend/attendance/entity/AttendanceStatus.java
index cb26382f..8d8c208f 100644
--- a/backend/src/main/java/org/sejongisc/backend/attendance/entity/AttendanceStatus.java
+++ b/backend/src/main/java/org/sejongisc/backend/attendance/entity/AttendanceStatus.java
@@ -1,6 +1,7 @@
 package org.sejongisc.backend.attendance.entity;
 
 public enum AttendanceStatus {
+    PENDING("미정"),         // 라운드 예정 중 - 아직 체크인 안 됨
     PRESENT("출석"),         // 정상 출석
     LATE("지각"),             // 지각 출석
     ABSENT("결석"),           // 미출석
diff --git a/backend/src/main/java/org/sejongisc/backend/attendance/repository/AttendanceRoundRepository.java b/backend/src/main/java/org/sejongisc/backend/attendance/repository/AttendanceRoundRepository.java
index dc67527d..5b9ec305 100644
--- a/backend/src/main/java/org/sejongisc/backend/attendance/repository/AttendanceRoundRepository.java
+++ b/backend/src/main/java/org/sejongisc/backend/attendance/repository/AttendanceRoundRepository.java
@@ -57,4 +57,16 @@ public interface AttendanceRoundRepository extends JpaRepository<AttendanceRound
     List<AttendanceRound> findBySession_SessionIdAndRoundDateBefore(
             @Param("sessionId") UUID sessionId,
             @Param("date") LocalDate date);
+
+    /**
+     * 세션의 특정 날짜 이후의 모든 라운드 조회
+     * - 세션에 유저 추가 시, 미래 라운드들에 자동으로 PENDING 처리하기 위해 사용
+     */
+    @Query("SELECT r FROM AttendanceRound r " +
+            "WHERE r.attendanceSession.attendanceSessionId = :sessionId " +
+            "AND r.roundDate >= :date " +
+            "ORDER BY r.roundDate ASC")
+    List<AttendanceRound> findBySession_SessionIdAndRoundDateAfterOrEqual(
+            @Param("sessionId") UUID sessionId,
+            @Param("date") LocalDate date);
 }
diff --git a/backend/src/main/java/org/sejongisc/backend/attendance/service/AttendanceRoundService.java b/backend/src/main/java/org/sejongisc/backend/attendance/service/AttendanceRoundService.java
index 64c6fb9e..70265475 100644
--- a/backend/src/main/java/org/sejongisc/backend/attendance/service/AttendanceRoundService.java
+++ b/backend/src/main/java/org/sejongisc/backend/attendance/service/AttendanceRoundService.java
@@ -4,11 +4,11 @@
 import lombok.extern.slf4j.Slf4j;
 import org.sejongisc.backend.attendance.dto.AttendanceRoundRequest;
 import org.sejongisc.backend.attendance.dto.AttendanceRoundResponse;
-import org.sejongisc.backend.attendance.entity.AttendanceRound;
-import org.sejongisc.backend.attendance.entity.AttendanceSession;
-import org.sejongisc.backend.attendance.entity.RoundStatus;
+import org.sejongisc.backend.attendance.entity.*;
+import org.sejongisc.backend.attendance.repository.AttendanceRepository;
 import org.sejongisc.backend.attendance.repository.AttendanceRoundRepository;
 import org.sejongisc.backend.attendance.repository.AttendanceSessionRepository;
+import org.sejongisc.backend.attendance.repository.SessionUserRepository;
 import org.springframework.stereotype.Service;
 import org.springframework.transaction.annotation.Transactional;
 
@@ -30,6 +30,9 @@ public class AttendanceRoundService {
 
     private final AttendanceRoundRepository attendanceRoundRepository;
     private final AttendanceSessionRepository attendanceSessionRepository;
+    private final SessionUserRepository sessionUserRepository;
+    private final AttendanceRepository attendanceRepository;
+
 
     /**
      * 라운드 생성
@@ -74,8 +77,25 @@ public AttendanceRoundResponse createRound(UUID sessionId, AttendanceRoundReques
             // 양방향 관계를 DB에 반영하기 위해 세션도 저장
             attendanceSessionRepository.save(session);
 
-            log.info("✅ 라운드 생성 완료 - sessionId: {}, roundId: {}, roundDate: {}, roundStatus: {}",
-                    sessionId, saved.getRoundId(), saved.getRoundDate(), saved.getRoundStatus());
+            // ⭐ 라운드 생성 시 세션의 모든 SessionUser에 대해 PENDING 상태의 Attendance 미리 생성
+            log.info("📝 세션 사용자에 대한 PENDING 출석 기록 생성 시작: sessionId={}, roundId={}",
+                    sessionId, saved.getRoundId());
+
+            List<SessionUser> sessionUsers = sessionUserRepository.findBySessionId(sessionId);
+            for (SessionUser sessionUser : sessionUsers) {
+                Attendance pendingAttendance = Attendance.builder()
+                        .user(sessionUser.getUser())
+                        .attendanceSession(session)
+                        .attendanceRound(saved)
+                        .attendanceStatus(AttendanceStatus.PENDING)
+                        .build();
+                attendanceRepository.save(pendingAttendance);
+                log.info("  ✓ PENDING 출석 기록 생성: userId={}, userName={}, roundId={}",
+                        sessionUser.getUser().getUserId(), sessionUser.getUser().getName(), saved.getRoundId());
+            }
+
+            log.info("✅ 라운드 생성 완료 - sessionId: {}, roundId: {}, roundDate: {}, roundStatus: {}, 생성된PENDING개수: {}",
+                    sessionId, saved.getRoundId(), saved.getRoundDate(), saved.getRoundStatus(), sessionUsers.size());
             return AttendanceRoundResponse.fromEntity(saved);
         } catch (Exception e) {
             log.error("❌ 라운드 생성 중 오류 발생: sessionId={}, error={}", sessionId, e.getMessage(), e);
diff --git a/backend/src/main/java/org/sejongisc/backend/attendance/service/AttendanceService.java b/backend/src/main/java/org/sejongisc/backend/attendance/service/AttendanceService.java
index 43ec7764..d0f80bfa 100644
--- a/backend/src/main/java/org/sejongisc/backend/attendance/service/AttendanceService.java
+++ b/backend/src/main/java/org/sejongisc/backend/attendance/service/AttendanceService.java
@@ -82,11 +82,12 @@ public AttendanceCheckInResponse checkInByRound(AttendanceCheckInRequest request
         log.info("✅ 시간 검증 성공: 라운드ID={}, 사용자={}, 시간={}, 범위=[{}~{}]",
                 request.getRoundId(), user.getName(), checkTime, startTime, endTime);
 
-        // 2. 중복 출석 확인
-        boolean alreadyCheckedIn = attendanceRepository.findByAttendanceRound_RoundIdAndUser(request.getRoundId(), user)
-                .isPresent();
-        if (alreadyCheckedIn) {
-            log.warn("중복 출석 시도: 라운드ID={}, 사용자={}", request.getRoundId(), user.getName());
+        // 2. 기존 출석 기록 확인 (PENDING 제외하고 실제 체크인한 기록만 중복으로 취급)
+        Attendance existingAttendance = attendanceRepository.findByAttendanceRound_RoundIdAndUser(request.getRoundId(), user)
+                .orElse(null);
+        if (existingAttendance != null && existingAttendance.getAttendanceStatus() != AttendanceStatus.PENDING) {
+            log.warn("중복 출석 시도: 라운드ID={}, 사용자={}, 기존상태={}",
+                    request.getRoundId(), user.getName(), existingAttendance.getAttendanceStatus());
             return AttendanceCheckInResponse.builder()
                     .roundId(request.getRoundId())
                     .success(false)
@@ -332,8 +333,8 @@ public AttendanceResponse updateAttendanceStatusByRound(UUID roundId, UUID userI
     private AttendanceResponse convertToResponse(Attendance attendance) {
         return AttendanceResponse.builder()
                 .attendanceId(attendance.getAttendanceId())
-                .userId(attendance.getUser().getUserId())
-                .userName(attendance.getUser().getName())
+                .userId(attendance.getUser() != null ? attendance.getUser().getUserId() : null)
+                .userName(attendance.getUser() != null ? attendance.getUser().getName() : "익명")
                 .attendanceSessionId(attendance.getAttendanceSession().getAttendanceSessionId())
                 .attendanceRoundId(attendance.getAttendanceRound() != null ?
                         attendance.getAttendanceRound().getRoundId() : null)
diff --git a/backend/src/main/java/org/sejongisc/backend/attendance/service/SessionUserService.java b/backend/src/main/java/org/sejongisc/backend/attendance/service/SessionUserService.java
index b345b232..907a6b19 100644
--- a/backend/src/main/java/org/sejongisc/backend/attendance/service/SessionUserService.java
+++ b/backend/src/main/java/org/sejongisc/backend/attendance/service/SessionUserService.java
@@ -103,6 +103,38 @@ public SessionUserResponse addUserToSession(UUID sessionId, UUID userId) {
             log.info("✅ 과거 라운드 자동 결석 처리 완료: 처리된 라운드 수={}", pastRounds.size());
         }
 
+        // 6. ⭐ 미래 라운드들에 대해 자동으로 PENDING 상태 처리
+        List<AttendanceRound> futureRounds = attendanceRoundRepository.findBySession_SessionIdAndRoundDateAfterOrEqual(
+                sessionId,
+                LocalDate.now()
+        );
+
+        if (!futureRounds.isEmpty()) {
+            log.info("📅 미래 라운드 PENDING 처리: 미래 라운드 수={}", futureRounds.size());
+
+            for (AttendanceRound round : futureRounds) {
+                // 이미 해당 라운드에 출석 기록이 있는지 확인
+                boolean alreadyExists = attendanceRepository.findByAttendanceRound_RoundIdAndUser(round.getRoundId(), user)
+                        .isPresent();
+
+                if (!alreadyExists) {
+                    // 새로운 Attendance 레코드 생성 (PENDING 상태)
+                    Attendance pendingRecord = Attendance.builder()
+                            .user(user)
+                            .attendanceSession(session)
+                            .attendanceRound(round)
+                            .attendanceStatus(AttendanceStatus.PENDING)
+                            .build();
+
+                    attendanceRepository.save(pendingRecord);
+                    log.info("  - PENDING 기록 생성: roundId={}, date={}, userName={}",
+                            round.getRoundId(), round.getRoundDate(), user.getName());
+                }
+            }
+
+            log.info("✅ 미래 라운드 PENDING 처리 완료: 처리된 라운드 수={}", futureRounds.size());
+        }
+
         log.info("✅ 세션에 사용자 추가 완료: sessionId={}, userId={}, userName={}",
                 sessionId, userId, user.getName());