diff --git a/mobile/lib/presentation/widgets/timeline/fixed/segment.model.dart b/mobile/lib/presentation/widgets/timeline/fixed/segment.model.dart
index a5f0c19eb8..05f96d49de 100644
--- a/mobile/lib/presentation/widgets/timeline/fixed/segment.model.dart
+++ b/mobile/lib/presentation/widgets/timeline/fixed/segment.model.dart
@@ -1,7 +1,7 @@
 import 'dart:math' as math;
 
 import 'package:auto_route/auto_route.dart';
-import 'package:flutter/widgets.dart';
+import 'package:flutter/material.dart';
 import 'package:hooks_riverpod/hooks_riverpod.dart';
 import 'package:immich_mobile/domain/models/asset/base_asset.model.dart';
 import 'package:immich_mobile/domain/services/timeline.service.dart';
@@ -11,6 +11,7 @@ import 'package:immich_mobile/presentation/widgets/timeline/header.widget.dart';
 import 'package:immich_mobile/presentation/widgets/timeline/segment.model.dart';
 import 'package:immich_mobile/presentation/widgets/timeline/segment_builder.dart';
 import 'package:immich_mobile/presentation/widgets/timeline/timeline.state.dart';
+import 'package:immich_mobile/presentation/widgets/timeline/timeline_drag_region.dart';
 import 'package:immich_mobile/providers/asset_viewer/is_motion_video_playing.provider.dart';
 import 'package:immich_mobile/providers/haptic_feedback.provider.dart';
 import 'package:immich_mobile/providers/infrastructure/timeline.provider.dart';
@@ -125,10 +126,14 @@ class _FixedSegmentRow extends ConsumerWidget {
       textDirection: Directionality.of(context),
       children: [
         for (int i = 0; i < assets.length; i++)
-          _AssetTileWidget(
-            key: ValueKey(Object.hash(assets[i].heroTag, assetIndex + i, timelineService.hashCode)),
-            asset: assets[i],
+          TimelineAssetIndexWrapper(
             assetIndex: assetIndex + i,
+            segmentIndex: 0, // For simplicity, using 0 for now
+            child: _AssetTileWidget(
+              key: ValueKey(Object.hash(assets[i].heroTag, assetIndex + i, timelineService.hashCode)),
+              asset: assets[i],
+              assetIndex: assetIndex + i,
+            ),
           ),
       ],
     );
diff --git a/mobile/lib/presentation/widgets/timeline/timeline.widget.dart b/mobile/lib/presentation/widgets/timeline/timeline.widget.dart
index dcf2c74ed5..838edd8a47 100644
--- a/mobile/lib/presentation/widgets/timeline/timeline.widget.dart
+++ b/mobile/lib/presentation/widgets/timeline/timeline.widget.dart
@@ -1,4 +1,5 @@
 import 'dart:async';
+import 'dart:collection';
 import 'dart:math' as math;
 
 import 'package:collection/collection.dart';
@@ -7,6 +8,7 @@ import 'package:flutter/gestures.dart';
 import 'package:flutter/material.dart';
 import 'package:flutter/rendering.dart';
 import 'package:hooks_riverpod/hooks_riverpod.dart';
+import 'package:immich_mobile/domain/models/asset/base_asset.model.dart';
 import 'package:immich_mobile/domain/models/setting.model.dart';
 import 'package:immich_mobile/domain/models/timeline.model.dart';
 import 'package:immich_mobile/domain/utils/event_stream.dart';
@@ -16,6 +18,7 @@ import 'package:immich_mobile/presentation/widgets/bottom_sheet/general_bottom_s
 import 'package:immich_mobile/presentation/widgets/timeline/scrubber.widget.dart';
 import 'package:immich_mobile/presentation/widgets/timeline/segment.model.dart';
 import 'package:immich_mobile/presentation/widgets/timeline/timeline.state.dart';
+import 'package:immich_mobile/presentation/widgets/timeline/timeline_drag_region.dart';
 import 'package:immich_mobile/providers/infrastructure/setting.provider.dart';
 import 'package:immich_mobile/providers/infrastructure/timeline.provider.dart';
 import 'package:immich_mobile/providers/timeline/multiselect.provider.dart';
@@ -89,6 +92,12 @@ class _SliverTimelineState extends ConsumerState<_SliverTimeline> {
   final _scrollController = ScrollController();
   StreamSubscription? _eventSubscription;
 
+  // Drag selection state
+  bool _dragging = false;
+  TimelineAssetIndex? _dragAnchorIndex;
+  final Set<BaseAsset> _draggedAssets = HashSet();
+  ScrollPhysics? _scrollPhysics;
+
   int _perRow = 4;
   double _scaleFactor = 3.0;
   double _baseScaleFactor = 3.0;
@@ -164,6 +173,71 @@ class _SliverTimelineState extends ConsumerState<_SliverTimeline> {
     });
   }
 
+  // Drag selection methods
+  void _setDragStartIndex(TimelineAssetIndex index) {
+    setState(() {
+      _scrollPhysics = const ClampingScrollPhysics();
+      _dragAnchorIndex = index;
+      _dragging = true;
+    });
+  }
+
+  void _stopDrag() {
+    WidgetsBinding.instance.addPostFrameCallback((_) {
+      // Update the physics post frame to prevent sudden change in physics on iOS.
+      setState(() {
+        _scrollPhysics = null;
+      });
+    });
+    setState(() {
+      _dragging = false;
+      _draggedAssets.clear();
+    });
+    // Reset the scrolling state after a small delay to allow bottom sheet to expand again
+    Future.delayed(const Duration(milliseconds: 300), () {
+      if (mounted) {
+        ref.read(timelineStateProvider.notifier).setScrolling(false);
+      }
+    });
+  }
+
+  void _dragScroll(ScrollDirection direction) {
+    _scrollController.animateTo(
+      _scrollController.offset + (direction == ScrollDirection.forward ? 175 : -175),
+      duration: const Duration(milliseconds: 125),
+      curve: Curves.easeOut,
+    );
+  }
+
+  void _handleDragAssetEnter(TimelineAssetIndex index) {
+    if (_dragAnchorIndex == null || !_dragging) return;
+
+    final timelineService = ref.read(timelineServiceProvider);
+    final dragAnchorIndex = _dragAnchorIndex!;
+
+    // Calculate the range of assets to select
+    final startIndex = math.min(dragAnchorIndex.assetIndex, index.assetIndex);
+    final endIndex = math.max(dragAnchorIndex.assetIndex, index.assetIndex);
+    final count = endIndex - startIndex + 1;
+
+    // Load the assets in the range
+    if (timelineService.hasRange(startIndex, count)) {
+      final selectedAssets = timelineService.getAssets(startIndex, count);
+
+      // Clear previous drag selection and add new range
+      final multiSelectNotifier = ref.read(multiSelectProvider.notifier);
+      for (final asset in _draggedAssets) {
+        multiSelectNotifier.deselectAsset(asset);
+      }
+      _draggedAssets.clear();
+
+      for (final asset in selectedAssets) {
+        multiSelectNotifier.selectAsset(asset);
+        _draggedAssets.add(asset);
+      }
+    }
+  }
+
   @override
   Widget build(BuildContext _) {
     final asyncSegments = ref.watch(timelineSegmentProvider);
@@ -216,46 +290,57 @@ class _SliverTimelineState extends ConsumerState<_SliverTimeline> {
                   },
                 ),
               },
-              child: Stack(
-                children: [
-                  Scrubber(
-                    layoutSegments: segments,
-                    timelineHeight: maxHeight,
-                    topPadding: topPadding,
-                    bottomPadding: bottomPadding,
-                    monthSegmentSnappingOffset: widget.topSliverWidgetHeight ?? 0 + appBarExpandedHeight,
-                    child: CustomScrollView(
-                      primary: true,
-                      cacheExtent: maxHeight * 2,
-                      slivers: [
-                        if (isSelectionMode)
-                          const SelectionSliverAppBar()
-                        else if (widget.appBar != null)
-                          widget.appBar!,
-                        if (widget.topSliverWidget != null) widget.topSliverWidget!,
-                        _SliverSegmentedList(
-                          segments: segments,
-                          delegate: SliverChildBuilderDelegate(
-                            (ctx, index) {
-                              if (index >= childCount) return null;
-                              final segment = segments.findByIndex(index);
-                              return segment?.builder(ctx, index) ?? const SizedBox.shrink();
-                            },
-                            childCount: childCount,
-                            addAutomaticKeepAlives: false,
-                            // We add repaint boundary around tiles, so skip the auto boundaries
-                            addRepaintBoundaries: false,
+              child: TimelineDragRegion(
+                onStart: _setDragStartIndex,
+                onAssetEnter: _handleDragAssetEnter,
+                onEnd: _stopDrag,
+                onScroll: _dragScroll,
+                onScrollStart: () {
+                  // Minimize the bottom sheet when drag selection starts
+                  ref.read(timelineStateProvider.notifier).setScrolling(true);
+                },
+                child: Stack(
+                  children: [
+                    Scrubber(
+                      layoutSegments: segments,
+                      timelineHeight: maxHeight,
+                      topPadding: topPadding,
+                      bottomPadding: bottomPadding,
+                      monthSegmentSnappingOffset: widget.topSliverWidgetHeight ?? 0 + appBarExpandedHeight,
+                      child: CustomScrollView(
+                        primary: true,
+                        physics: _scrollPhysics,
+                        cacheExtent: maxHeight * 2,
+                        slivers: [
+                          if (isSelectionMode)
+                            const SelectionSliverAppBar()
+                          else if (widget.appBar != null)
+                            widget.appBar!,
+                          if (widget.topSliverWidget != null) widget.topSliverWidget!,
+                          _SliverSegmentedList(
+                            segments: segments,
+                            delegate: SliverChildBuilderDelegate(
+                              (ctx, index) {
+                                if (index >= childCount) return null;
+                                final segment = segments.findByIndex(index);
+                                return segment?.builder(ctx, index) ?? const SizedBox.shrink();
+                              },
+                              childCount: childCount,
+                              addAutomaticKeepAlives: false,
+                              // We add repaint boundary around tiles, so skip the auto boundaries
+                              addRepaintBoundaries: false,
+                            ),
                           ),
-                        ),
-                        const SliverPadding(padding: EdgeInsets.only(bottom: scrubberBottomPadding)),
-                      ],
+                          const SliverPadding(padding: EdgeInsets.only(bottom: scrubberBottomPadding)),
+                        ],
+                      ),
                     ),
-                  ),
-                  if (!isSelectionMode && isMultiSelectEnabled) ...[
-                    const Positioned(top: 60, left: 25, child: _MultiSelectStatusButton()),
-                    if (widget.bottomSheet != null) widget.bottomSheet!,
+                    if (!isSelectionMode && isMultiSelectEnabled) ...[
+                      const Positioned(top: 60, left: 25, child: _MultiSelectStatusButton()),
+                      if (widget.bottomSheet != null) widget.bottomSheet!,
+                    ],
                   ],
-                ],
+                ),
               ),
             ),
           );
diff --git a/mobile/lib/presentation/widgets/timeline/timeline_drag_region.dart b/mobile/lib/presentation/widgets/timeline/timeline_drag_region.dart
new file mode 100644
index 0000000000..88d46b143f
--- /dev/null
+++ b/mobile/lib/presentation/widgets/timeline/timeline_drag_region.dart
@@ -0,0 +1,212 @@
+import 'dart:async';
+
+import 'package:collection/collection.dart';
+import 'package:flutter/gestures.dart';
+import 'package:flutter/material.dart';
+import 'package:flutter/rendering.dart';
+
+class TimelineDragRegion extends StatefulWidget {
+  final Widget child;
+
+  final void Function(TimelineAssetIndex valueKey)? onStart;
+  final void Function(TimelineAssetIndex valueKey)? onAssetEnter;
+  final void Function()? onEnd;
+  final void Function()? onScrollStart;
+  final void Function(ScrollDirection direction)? onScroll;
+
+  const TimelineDragRegion({
+    super.key,
+    required this.child,
+    this.onStart,
+    this.onAssetEnter,
+    this.onEnd,
+    this.onScrollStart,
+    this.onScroll,
+  });
+
+  @override
+  State createState() => _TimelineDragRegionState();
+}
+
+class _TimelineDragRegionState extends State<TimelineDragRegion> {
+  late TimelineAssetIndex? assetUnderPointer;
+  late TimelineAssetIndex? anchorAsset;
+
+  // Scroll related state
+  static const double scrollOffset = 0.10;
+  double? topScrollOffset;
+  double? bottomScrollOffset;
+  Timer? scrollTimer;
+  late bool scrollNotified;
+
+  @override
+  void initState() {
+    super.initState();
+    assetUnderPointer = null;
+    anchorAsset = null;
+    scrollNotified = false;
+  }
+
+  @override
+  void didChangeDependencies() {
+    super.didChangeDependencies();
+    topScrollOffset = null;
+    bottomScrollOffset = null;
+  }
+
+  @override
+  void dispose() {
+    scrollTimer?.cancel();
+    super.dispose();
+  }
+
+  @override
+  Widget build(BuildContext context) {
+    return RawGestureDetector(
+      gestures: {
+        _CustomLongPressGestureRecognizer: GestureRecognizerFactoryWithHandlers<_CustomLongPressGestureRecognizer>(
+          () => _CustomLongPressGestureRecognizer(),
+          _registerCallbacks,
+        ),
+      },
+      child: widget.child,
+    );
+  }
+
+  void _registerCallbacks(_CustomLongPressGestureRecognizer recognizer) {
+    recognizer.onLongPressMoveUpdate = (details) => _onLongPressMove(details);
+    recognizer.onLongPressStart = (details) => _onLongPressStart(details);
+    recognizer.onLongPressUp = _onLongPressEnd;
+  }
+
+  TimelineAssetIndex? _getValueKeyAtPosition(Offset position) {
+    final box = context.findAncestorRenderObjectOfType<RenderBox>();
+    if (box == null) return null;
+
+    final hitTestResult = BoxHitTestResult();
+    final local = box.globalToLocal(position);
+    if (!box.hitTest(hitTestResult, position: local)) return null;
+
+    return (hitTestResult.path.firstWhereOrNull((hit) => hit.target is _TimelineAssetIndexProxy)?.target
+            as _TimelineAssetIndexProxy?)
+        ?.index;
+  }
+
+  void _onLongPressStart(LongPressStartDetails event) {
+    /// Calculate widget height and scroll offset when long press starting instead of in [initState]
+    /// or [didChangeDependencies] as the grid might still be rendering into view to get the actual size
+    final height = context.size?.height;
+    if (height != null && (topScrollOffset == null || bottomScrollOffset == null)) {
+      topScrollOffset = height * scrollOffset;
+      bottomScrollOffset = height - topScrollOffset!;
+    }
+
+    final initialHit = _getValueKeyAtPosition(event.globalPosition);
+    anchorAsset = initialHit;
+    if (initialHit == null) return;
+
+    if (anchorAsset != null) {
+      widget.onStart?.call(anchorAsset!);
+    }
+  }
+
+  void _onLongPressEnd() {
+    scrollNotified = false;
+    scrollTimer?.cancel();
+    widget.onEnd?.call();
+  }
+
+  void _onLongPressMove(LongPressMoveUpdateDetails event) {
+    if (anchorAsset == null) return;
+    if (topScrollOffset == null || bottomScrollOffset == null) return;
+
+    final currentDy = event.localPosition.dy;
+
+    if (currentDy > bottomScrollOffset!) {
+      scrollTimer ??= Timer.periodic(
+        const Duration(milliseconds: 50),
+        (_) => widget.onScroll?.call(ScrollDirection.forward),
+      );
+    } else if (currentDy < topScrollOffset!) {
+      scrollTimer ??= Timer.periodic(
+        const Duration(milliseconds: 50),
+        (_) => widget.onScroll?.call(ScrollDirection.reverse),
+      );
+    } else {
+      scrollTimer?.cancel();
+      scrollTimer = null;
+    }
+
+    final currentlyTouchingAsset = _getValueKeyAtPosition(event.globalPosition);
+    if (currentlyTouchingAsset == null) return;
+
+    if (assetUnderPointer != currentlyTouchingAsset) {
+      if (!scrollNotified) {
+        scrollNotified = true;
+        widget.onScrollStart?.call();
+      }
+
+      widget.onAssetEnter?.call(currentlyTouchingAsset);
+      assetUnderPointer = currentlyTouchingAsset;
+    }
+  }
+}
+
+class _CustomLongPressGestureRecognizer extends LongPressGestureRecognizer {
+  @override
+  void rejectGesture(int pointer) {
+    acceptGesture(pointer);
+  }
+}
+
+class TimelineAssetIndexWrapper extends SingleChildRenderObjectWidget {
+  final int assetIndex;
+  final int segmentIndex;
+
+  const TimelineAssetIndexWrapper({
+    required Widget super.child,
+    required this.assetIndex,
+    required this.segmentIndex,
+    super.key,
+  });
+
+  @override
+  // ignore: library_private_types_in_public_api
+  _TimelineAssetIndexProxy createRenderObject(BuildContext context) {
+    return _TimelineAssetIndexProxy(
+      index: TimelineAssetIndex(assetIndex: assetIndex, segmentIndex: segmentIndex),
+    );
+  }
+
+  @override
+  void updateRenderObject(
+    BuildContext context,
+    // ignore: library_private_types_in_public_api
+    _TimelineAssetIndexProxy renderObject,
+  ) {
+    renderObject.index = TimelineAssetIndex(assetIndex: assetIndex, segmentIndex: segmentIndex);
+  }
+}
+
+class _TimelineAssetIndexProxy extends RenderProxyBox {
+  TimelineAssetIndex index;
+
+  _TimelineAssetIndexProxy({required this.index});
+}
+
+class TimelineAssetIndex {
+  final int assetIndex;
+  final int segmentIndex;
+
+  const TimelineAssetIndex({required this.assetIndex, required this.segmentIndex});
+
+  @override
+  bool operator ==(covariant TimelineAssetIndex other) {
+    if (identical(this, other)) return true;
+
+    return other.assetIndex == assetIndex && other.segmentIndex == segmentIndex;
+  }
+
+  @override
+  int get hashCode => assetIndex.hashCode ^ segmentIndex.hashCode;
+}