diff --git a/pkg/dataobj/internal/encoding/dataset_logs.go b/pkg/dataobj/internal/encoding/dataset_logs.go
index 35c6f46936..ce04cf7e1e 100644
--- a/pkg/dataobj/internal/encoding/dataset_logs.go
+++ b/pkg/dataobj/internal/encoding/dataset_logs.go
@@ -40,30 +40,52 @@ func (ds *logsDataset) ListColumns(ctx context.Context) result.Seq[dataset.Colum
 }
 
 func (ds *logsDataset) ListPages(ctx context.Context, columns []dataset.Column) result.Seq[dataset.Pages] {
-	// TODO(rfratto): Switch to batch retrieval instead of iterating over each column.
+	// We unwrap columns to get the underlying metadata and rewrap to
+	// dataset.Page to be able to allow the underlying decoder to read multiple
+	// column metadatas in a single call.
 	return result.Iter(func(yield func(dataset.Pages) bool) error {
-		for _, column := range columns {
-			pages, err := result.Collect(column.ListPages(ctx))
-			if err != nil {
-				return err
-			} else if !yield(pages) {
-				return nil
+		descs := make([]*logsmd.ColumnDesc, len(columns))
+		for i, column := range columns {
+			column, ok := column.(*logsDatasetColumn)
+			if !ok {
+				return fmt.Errorf("unexpected column type: got=%T want=*logsDatasetColumn", column)
 			}
+			descs[i] = column.desc
 		}
 
+		for result := range ds.dec.Pages(ctx, descs) {
+			pagesDescs, err := result.Value()
+
+			pages := make([]dataset.Page, len(pagesDescs))
+			for i, pageDesc := range pagesDescs {
+				pages[i] = &logsDatasetPage{dec: ds.dec, desc: pageDesc}
+			}
+			if err != nil || !yield(pages) {
+				return err
+			}
+		}
 		return nil
 	})
 }
 
 func (ds *logsDataset) ReadPages(ctx context.Context, pages []dataset.Page) result.Seq[dataset.PageData] {
-	// TODO(rfratto): Switch to batch retrieval instead of iterating over each page.
+	// We unwrap columns to get the underlying metadata and rewrap to
+	// dataset.Page to be able to allow the underlying decoder to read multiple
+	// pages in a single call.
 	return result.Iter(func(yield func(dataset.PageData) bool) error {
-		for _, page := range pages {
-			data, err := page.ReadPage(ctx)
-			if err != nil {
+		descs := make([]*logsmd.PageDesc, len(pages))
+		for i, page := range pages {
+			page, ok := page.(*logsDatasetPage)
+			if !ok {
+				return fmt.Errorf("unexpected page type: got=%T want=*logsDatasetPage", page)
+			}
+			descs[i] = page.desc
+		}
+
+		for result := range ds.dec.ReadPages(ctx, descs) {
+			data, err := result.Value()
+			if err != nil || !yield(data) {
 				return err
-			} else if !yield(data) {
-				return nil
 			}
 		}
 
diff --git a/pkg/dataobj/internal/encoding/dataset_streams.go b/pkg/dataobj/internal/encoding/dataset_streams.go
index 9442a50686..d7592d3cf2 100644
--- a/pkg/dataobj/internal/encoding/dataset_streams.go
+++ b/pkg/dataobj/internal/encoding/dataset_streams.go
@@ -40,30 +40,52 @@ func (ds *streamsDataset) ListColumns(ctx context.Context) result.Seq[dataset.Co
 }
 
 func (ds *streamsDataset) ListPages(ctx context.Context, columns []dataset.Column) result.Seq[dataset.Pages] {
-	// TODO(rfratto): Switch to batch retrieval instead of iterating over each column.
+	// We unwrap columns to get the underlying metadata and rewrap to
+	// dataset.Page to be able to allow the underlying decoder to read multiple
+	// column metadatas in a single call.
 	return result.Iter(func(yield func(dataset.Pages) bool) error {
-		for _, column := range columns {
-			pages, err := result.Collect(column.ListPages(ctx))
-			if err != nil {
-				return err
-			} else if !yield(pages) {
-				return nil
+		descs := make([]*streamsmd.ColumnDesc, len(columns))
+		for i, column := range columns {
+			column, ok := column.(*streamsDatasetColumn)
+			if !ok {
+				return fmt.Errorf("unexpected column type: got=%T want=*streamsDatasetColumn", column)
 			}
+			descs[i] = column.desc
 		}
 
+		for result := range ds.dec.Pages(ctx, descs) {
+			pagesDescs, err := result.Value()
+
+			pages := make([]dataset.Page, len(pagesDescs))
+			for i, pageDesc := range pagesDescs {
+				pages[i] = &streamsDatasetPage{dec: ds.dec, desc: pageDesc}
+			}
+			if err != nil || !yield(pages) {
+				return err
+			}
+		}
 		return nil
 	})
 }
 
 func (ds *streamsDataset) ReadPages(ctx context.Context, pages []dataset.Page) result.Seq[dataset.PageData] {
-	// TODO(rfratto): Switch to batch retrieval instead of iterating over each page.
+	// We unwrap columns to get the underlying metadata and rewrap to
+	// dataset.Page to be able to allow the underlying decoder to read multiple
+	// pages in a single call.
 	return result.Iter(func(yield func(dataset.PageData) bool) error {
-		for _, page := range pages {
-			data, err := page.ReadPage(ctx)
-			if err != nil {
+		descs := make([]*streamsmd.PageDesc, len(pages))
+		for i, page := range pages {
+			page, ok := page.(*streamsDatasetPage)
+			if !ok {
+				return fmt.Errorf("unexpected page type: got=%T want=*streamsDatasetPage", page)
+			}
+			descs[i] = page.desc
+		}
+
+		for result := range ds.dec.ReadPages(ctx, descs) {
+			data, err := result.Value()
+			if err != nil || !yield(data) {
 				return err
-			} else if !yield(data) {
-				return nil
 			}
 		}
 
diff --git a/pkg/dataobj/internal/encoding/decoder_range.go b/pkg/dataobj/internal/encoding/decoder_range.go
index 19d5847d2f..22b9083868 100644
--- a/pkg/dataobj/internal/encoding/decoder_range.go
+++ b/pkg/dataobj/internal/encoding/decoder_range.go
@@ -1,6 +1,7 @@
 package encoding
 
 import (
+	"bytes"
 	"context"
 	"fmt"
 	"io"
@@ -12,6 +13,16 @@ import (
 	"github.com/grafana/loki/v3/pkg/dataobj/internal/result"
 )
 
+// windowSize specifies the maximum amount of data to download at once from
+// object storage. 16MB is chosen based on S3's [recommendations] for
+// Byte-Range fetches, which recommends either 8MB or 16MB.
+//
+// As windowing is designed to reduce the number of requests made to object
+// storage, 16MB is chosen over 8MB, as it will lead to fewer requests.
+//
+// [recommendations]: https://docs.aws.amazon.com/whitepapers/latest/s3-optimizing-performance-best-practices/use-byte-range-fetches.html
+const windowSize = 16_000_000
+
 // rangeReader is an interface that can read a range of bytes from an object.
 type rangeReader interface {
 	// Size returns the full size of the object.
@@ -114,31 +125,54 @@ func (rd *rangeStreamsDecoder) Columns(ctx context.Context, section *filemd.Sect
 }
 
 func (rd *rangeStreamsDecoder) Pages(ctx context.Context, columns []*streamsmd.ColumnDesc) result.Seq[[]*streamsmd.PageDesc] {
-	getPages := func(ctx context.Context, column *streamsmd.ColumnDesc) ([]*streamsmd.PageDesc, error) {
-		rc, err := rd.rr.ReadRange(ctx, int64(column.Info.MetadataOffset), int64(column.Info.MetadataSize))
-		if err != nil {
-			return nil, fmt.Errorf("reading column metadata: %w", err)
+	return result.Iter(func(yield func([]*streamsmd.PageDesc) bool) error {
+		results := make([][]*streamsmd.PageDesc, len(columns))
+
+		columnInfo := func(c *streamsmd.ColumnDesc) (uint64, uint64) {
+			return c.GetInfo().MetadataOffset, c.GetInfo().MetadataSize
 		}
-		defer rc.Close()
 
-		br, release := getBufioReader(rc)
-		defer release()
+		for window := range iterWindows(columns, columnInfo, windowSize) {
+			if len(window) == 0 {
+				continue
+			}
 
-		md, err := decodeStreamsColumnMetadata(br)
-		if err != nil {
-			return nil, err
-		}
-		return md.Pages, nil
-	}
+			var (
+				windowOffset = window.Start().GetInfo().MetadataOffset
+				windowSize   = (window.End().GetInfo().MetadataOffset + window.End().GetInfo().MetadataSize) - windowOffset
+			)
 
-	// TODO(rfratto): this retrieves all pages for all columns individually; we
-	// may be able to batch requests to minimize roundtrips.
-	return result.Iter(func(yield func([]*streamsmd.PageDesc) bool) error {
-		for _, column := range columns {
-			pages, err := getPages(ctx, column)
+			rc, err := rd.rr.ReadRange(ctx, int64(windowOffset), int64(windowSize))
+			if err != nil {
+				return fmt.Errorf("reading column data: %w", err)
+			}
+			data, err := readAndClose(rc, windowSize)
 			if err != nil {
-				return err
-			} else if !yield(pages) {
+				return fmt.Errorf("read column data: %w", err)
+			}
+
+			for _, wp := range window {
+				// Find the slice in the data for this column.
+				var (
+					columnOffset = wp.Data.GetInfo().MetadataOffset
+					dataOffset   = columnOffset - windowOffset
+				)
+
+				r := bytes.NewReader(data[dataOffset : dataOffset+wp.Data.GetInfo().MetadataSize])
+
+				md, err := decodeStreamsColumnMetadata(r)
+				if err != nil {
+					return err
+				}
+
+				// wp.Position is the position of the column in the original pages
+				// slice; this retains the proper order of data in results.
+				results[wp.Position] = md.Pages
+			}
+		}
+
+		for _, data := range results {
+			if !yield(data) {
 				return nil
 			}
 		}
@@ -147,32 +181,61 @@ func (rd *rangeStreamsDecoder) Pages(ctx context.Context, columns []*streamsmd.C
 	})
 }
 
+// readAndClose reads exactly size bytes from rc and then closes it.
+func readAndClose(rc io.ReadCloser, size uint64) ([]byte, error) {
+	defer rc.Close()
+
+	data := make([]byte, size)
+	if _, err := io.ReadFull(rc, data); err != nil {
+		return nil, fmt.Errorf("read column data: %w", err)
+	}
+	return data, nil
+}
+
 func (rd *rangeStreamsDecoder) ReadPages(ctx context.Context, pages []*streamsmd.PageDesc) result.Seq[dataset.PageData] {
-	getPageData := func(ctx context.Context, page *streamsmd.PageDesc) (dataset.PageData, error) {
-		rc, err := rd.rr.ReadRange(ctx, int64(page.Info.DataOffset), int64(page.Info.DataSize))
-		if err != nil {
-			return nil, fmt.Errorf("reading page data: %w", err)
+	return result.Iter(func(yield func(dataset.PageData) bool) error {
+		results := make([]dataset.PageData, len(pages))
+
+		pageInfo := func(p *streamsmd.PageDesc) (uint64, uint64) {
+			return p.GetInfo().DataOffset, p.GetInfo().DataSize
 		}
-		defer rc.Close()
 
-		br, release := getBufioReader(rc)
-		defer release()
+		// TODO(rfratto): If there are many windows, it may make sense to read them
+		// in parallel.
+		for window := range iterWindows(pages, pageInfo, windowSize) {
+			if len(window) == 0 {
+				continue
+			}
 
-		data := make([]byte, page.Info.DataSize)
-		if _, err := io.ReadFull(br, data); err != nil {
-			return nil, fmt.Errorf("read page data: %w", err)
-		}
-		return dataset.PageData(data), nil
-	}
+			var (
+				windowOffset = window.Start().GetInfo().DataOffset
+				windowSize   = (window.End().GetInfo().DataOffset + window.End().GetInfo().DataSize) - windowOffset
+			)
 
-	// TODO(rfratto): this retrieves all pages for all columns individually; we
-	// may be able to batch requests to minimize roundtrips.
-	return result.Iter(func(yield func(dataset.PageData) bool) error {
-		for _, page := range pages {
-			data, err := getPageData(ctx, page)
+			rc, err := rd.rr.ReadRange(ctx, int64(windowOffset), int64(windowSize))
+			if err != nil {
+				return fmt.Errorf("reading page data: %w", err)
+			}
+			data, err := readAndClose(rc, windowSize)
 			if err != nil {
-				return err
-			} else if !yield(data) {
+				return fmt.Errorf("read page data: %w", err)
+			}
+
+			for _, wp := range window {
+				// Find the slice in the data for this page.
+				var (
+					pageOffset = wp.Data.GetInfo().DataOffset
+					dataOffset = pageOffset - windowOffset
+				)
+
+				// wp.Position is the position of the page in the original pages slice;
+				// this retains the proper order of data in results.
+				results[wp.Position] = dataset.PageData(data[dataOffset : dataOffset+wp.Data.GetInfo().DataSize])
+			}
+		}
+
+		for _, data := range results {
+			if !yield(data) {
 				return nil
 			}
 		}
@@ -206,31 +269,54 @@ func (rd *rangeLogsDecoder) Columns(ctx context.Context, section *filemd.Section
 }
 
 func (rd *rangeLogsDecoder) Pages(ctx context.Context, columns []*logsmd.ColumnDesc) result.Seq[[]*logsmd.PageDesc] {
-	getPages := func(ctx context.Context, column *logsmd.ColumnDesc) ([]*logsmd.PageDesc, error) {
-		rc, err := rd.rr.ReadRange(ctx, int64(column.Info.MetadataOffset), int64(column.Info.MetadataSize))
-		if err != nil {
-			return nil, fmt.Errorf("reading column metadata: %w", err)
+	return result.Iter(func(yield func([]*logsmd.PageDesc) bool) error {
+		results := make([][]*logsmd.PageDesc, len(columns))
+
+		columnInfo := func(c *logsmd.ColumnDesc) (uint64, uint64) {
+			return c.GetInfo().MetadataOffset, c.GetInfo().MetadataSize
 		}
-		defer rc.Close()
 
-		br, release := getBufioReader(rc)
-		defer release()
+		for window := range iterWindows(columns, columnInfo, windowSize) {
+			if len(window) == 0 {
+				continue
+			}
 
-		md, err := decodeLogsColumnMetadata(br)
-		if err != nil {
-			return nil, err
-		}
-		return md.Pages, nil
-	}
+			var (
+				windowOffset = window.Start().GetInfo().MetadataOffset
+				windowSize   = (window.End().GetInfo().MetadataOffset + window.End().GetInfo().MetadataSize) - windowOffset
+			)
 
-	// TODO(rfratto): this retrieves all pages for all columns individually; we
-	// may be able to batch requests to minimize roundtrips.
-	return result.Iter(func(yield func([]*logsmd.PageDesc) bool) error {
-		for _, column := range columns {
-			pages, err := getPages(ctx, column)
+			rc, err := rd.rr.ReadRange(ctx, int64(windowOffset), int64(windowSize))
 			if err != nil {
-				return err
-			} else if !yield(pages) {
+				return fmt.Errorf("reading column data: %w", err)
+			}
+			data, err := readAndClose(rc, windowSize)
+			if err != nil {
+				return fmt.Errorf("read page data: %w", err)
+			}
+
+			for _, wp := range window {
+				// Find the slice in the data for this column.
+				var (
+					columnOffset = wp.Data.GetInfo().MetadataOffset
+					dataOffset   = columnOffset - windowOffset
+				)
+
+				r := bytes.NewReader(data[dataOffset : dataOffset+wp.Data.GetInfo().MetadataSize])
+
+				md, err := decodeLogsColumnMetadata(r)
+				if err != nil {
+					return err
+				}
+
+				// wp.Position is the position of the column in the original pages
+				// slice; this retains the proper order of data in results.
+				results[wp.Position] = md.Pages
+			}
+		}
+
+		for _, data := range results {
+			if !yield(data) {
 				return nil
 			}
 		}
@@ -240,31 +326,49 @@ func (rd *rangeLogsDecoder) Pages(ctx context.Context, columns []*logsmd.ColumnD
 }
 
 func (rd *rangeLogsDecoder) ReadPages(ctx context.Context, pages []*logsmd.PageDesc) result.Seq[dataset.PageData] {
-	getPageData := func(ctx context.Context, page *logsmd.PageDesc) (dataset.PageData, error) {
-		rc, err := rd.rr.ReadRange(ctx, int64(page.Info.DataOffset), int64(page.Info.DataSize))
-		if err != nil {
-			return nil, fmt.Errorf("reading page data: %w", err)
+	return result.Iter(func(yield func(dataset.PageData) bool) error {
+		results := make([]dataset.PageData, len(pages))
+
+		pageInfo := func(p *logsmd.PageDesc) (uint64, uint64) {
+			return p.GetInfo().DataOffset, p.GetInfo().DataSize
 		}
-		defer rc.Close()
 
-		br, release := getBufioReader(rc)
-		defer release()
+		// TODO(rfratto): If there are many windows, it may make sense to read them
+		// in parallel.
+		for window := range iterWindows(pages, pageInfo, windowSize) {
+			if len(window) == 0 {
+				continue
+			}
 
-		data := make([]byte, page.Info.DataSize)
-		if _, err := io.ReadFull(br, data); err != nil {
-			return nil, fmt.Errorf("read page data: %w", err)
-		}
-		return dataset.PageData(data), nil
-	}
+			var (
+				windowOffset = window.Start().GetInfo().DataOffset
+				windowSize   = (window.End().GetInfo().DataOffset + window.End().GetInfo().DataSize) - windowOffset
+			)
 
-	// TODO(rfratto): this retrieves all pages for all columns individually; we
-	// may be able to batch requests to minimize roundtrips.
-	return result.Iter(func(yield func(dataset.PageData) bool) error {
-		for _, page := range pages {
-			data, err := getPageData(ctx, page)
+			rc, err := rd.rr.ReadRange(ctx, int64(windowOffset), int64(windowSize))
 			if err != nil {
-				return err
-			} else if !yield(data) {
+				return fmt.Errorf("reading page data: %w", err)
+			}
+			data, err := readAndClose(rc, windowSize)
+			if err != nil {
+				return fmt.Errorf("read page data: %w", err)
+			}
+
+			for _, wp := range window {
+				// Find the slice in the data for this page.
+				var (
+					pageOffset = wp.Data.GetInfo().DataOffset
+					dataOffset = pageOffset - windowOffset
+				)
+
+				// wp.Position is the position of the page in the original pages slice;
+				// this retains the proper order of data in results.
+				results[wp.Position] = dataset.PageData(data[dataOffset : dataOffset+wp.Data.GetInfo().DataSize])
+			}
+		}
+
+		for _, data := range results {
+			if !yield(data) {
 				return nil
 			}
 		}
diff --git a/pkg/dataobj/internal/encoding/windowing.go b/pkg/dataobj/internal/encoding/windowing.go
new file mode 100644
index 0000000000..6237d0ea37
--- /dev/null
+++ b/pkg/dataobj/internal/encoding/windowing.go
@@ -0,0 +1,109 @@
+package encoding
+
+import (
+	"cmp"
+	"iter"
+	"slices"
+)
+
+// The windowing utilities allow for grouping subsections of a file into
+// windows of a specified size; for example, given a slices of pages to
+// download and a window size of 16MB, pages will be grouped such that the
+// first byte of the first page and the last byte of the last page are no more
+// than 16MB apart.
+
+// window represents a window of file subsections.
+type window[T any] []windowedElement[T]
+
+// Start returns the first element in the window.
+func (w window[T]) Start() T {
+	var zero T
+	if len(w) == 0 {
+		return zero
+	}
+	return w[0].Data
+}
+
+// End returns the last element in the window.
+func (w window[T]) End() T {
+	var zero T
+	if len(w) == 0 {
+		return zero
+	}
+	return w[len(w)-1].Data
+}
+
+type windowedElement[T any] struct {
+	Data     T   // Windowed data.
+	Position int // Position of the element in the original slice pre-windowing.
+}
+
+type getElementInfo[T any] func(v T) (offset, size uint64)
+
+// iterWindows groups elements into windows of a specified size, returning an
+// iterator over the windows. The input slice is not modified.
+func iterWindows[T any](elements []T, getInfo getElementInfo[T], windowSize int64) iter.Seq[window[T]] {
+	// Sort elements by their start position.
+	sortedElements := make(window[T], len(elements))
+	for i, element := range elements {
+		sortedElements[i] = windowedElement[T]{Data: element, Position: i}
+	}
+	slices.SortFunc(sortedElements, func(a, b windowedElement[T]) int {
+		aOffset, _ := getInfo(a.Data)
+		bOffset, _ := getInfo(b.Data)
+		return cmp.Compare(aOffset, bOffset)
+	})
+
+	return func(yield func(window[T]) bool) {
+		var start, end int
+
+		for end < len(sortedElements) {
+			startElement := sortedElements[start]
+			currentElement := sortedElements[end]
+
+			var (
+				startOffset, _     = getInfo(startElement.Data)
+				endOffset, endSize = getInfo(currentElement.Data)
+			)
+
+			var (
+				startByte = startOffset
+				endByte   = endOffset + endSize
+			)
+
+			switch {
+			case endByte-startByte > uint64(windowSize) && start == end:
+				// We have an empty window and the element is larger than the current
+				// window size. We want to immediately add the page into the window and
+				// yield what we have.
+				end++
+
+				if !yield(sortedElements[start:end]) {
+					return
+				}
+				start = end
+
+			case endByte-startByte > uint64(windowSize) && start < end:
+				// Including end in the window would exceed the window size; we yield
+				// everything up to end and start a new window from end.
+				//
+				// We *do not* increment end here; if we did, we would start with two
+				// elements in the next window.
+				if !yield(sortedElements[start:end]) {
+					return
+				}
+				start = end
+
+			default:
+				// The element fits within the window size; move end forward so it gets
+				// included.
+				end++
+			}
+		}
+
+		// Yield all remaining elements.
+		if start < len(sortedElements) {
+			yield(sortedElements[start:])
+		}
+	}
+}
diff --git a/pkg/dataobj/internal/encoding/windowing_test.go b/pkg/dataobj/internal/encoding/windowing_test.go
new file mode 100644
index 0000000000..4482ca53a5
--- /dev/null
+++ b/pkg/dataobj/internal/encoding/windowing_test.go
@@ -0,0 +1,147 @@
+package encoding
+
+import (
+	"fmt"
+	"slices"
+	"testing"
+
+	"github.com/stretchr/testify/require"
+
+	"github.com/grafana/loki/v3/pkg/dataobj/internal/metadata/datasetmd"
+)
+
+func Test_windowPages(t *testing.T) {
+	tt := []struct {
+		name       string
+		pages      []*fakePageDesc
+		windowSize int64
+		expect     []window[*fakePageDesc]
+	}{
+		{
+			name:       "empty pages",
+			pages:      nil,
+			windowSize: 1_000_000,
+			expect:     nil,
+		},
+		{
+			name:       "single page smaller than window",
+			pages:      []*fakePageDesc{newFakePage(0, 100)},
+			windowSize: 1_000_000,
+			expect: []window[*fakePageDesc]{
+				{{Data: newFakePage(0, 100), Position: 0}},
+			},
+		},
+		{
+			name:       "single page larger than window",
+			pages:      []*fakePageDesc{newFakePage(0, 5_000_000)},
+			windowSize: 5_000_000,
+			expect: []window[*fakePageDesc]{
+				{{Data: newFakePage(0, 5_000_000), Position: 0}},
+			},
+		},
+		{
+			name: "basic grouping",
+			pages: []*fakePageDesc{
+				newFakePage(0, 100),
+				newFakePage(100, 100),
+				newFakePage(200, 100),
+
+				newFakePage(1500, 100),
+				newFakePage(1600, 100),
+			},
+			windowSize: 1000,
+			expect: []window[*fakePageDesc]{
+				{
+					{Data: newFakePage(0, 100), Position: 0},
+					{Data: newFakePage(100, 100), Position: 1},
+					{Data: newFakePage(200, 100), Position: 2},
+				},
+				{
+					{Data: newFakePage(1500, 100), Position: 3},
+					{Data: newFakePage(1600, 100), Position: 4},
+				},
+			},
+		},
+		{
+			name: "basic grouping (unordered)",
+			pages: []*fakePageDesc{
+				newFakePage(1500, 100),
+				newFakePage(200, 100),
+				newFakePage(100, 100),
+
+				newFakePage(1600, 100),
+				newFakePage(0, 100),
+			},
+			windowSize: 1000,
+			expect: []window[*fakePageDesc]{
+				{
+					{Data: newFakePage(0, 100), Position: 4},
+					{Data: newFakePage(100, 100), Position: 2},
+					{Data: newFakePage(200, 100), Position: 1},
+				},
+				{
+					{Data: newFakePage(1500, 100), Position: 0},
+					{Data: newFakePage(1600, 100), Position: 3},
+				},
+			},
+		},
+		{
+			name: "grouping with large page",
+			pages: []*fakePageDesc{
+				newFakePage(0, 100),
+				newFakePage(100, 100),
+				newFakePage(200, 1000),
+				newFakePage(300, 100),
+				newFakePage(400, 100),
+			},
+			windowSize: 500,
+			expect: []window[*fakePageDesc]{
+				{
+					{Data: newFakePage(0, 100), Position: 0},
+					{Data: newFakePage(100, 100), Position: 1},
+				},
+				{
+					{Data: newFakePage(200, 1000), Position: 2},
+				},
+				{
+					{Data: newFakePage(300, 100), Position: 3},
+					{Data: newFakePage(400, 100), Position: 4},
+				},
+			},
+		},
+	}
+
+	for _, tc := range tt {
+		t.Run(tc.name, func(t *testing.T) {
+			getInfo := func(p *fakePageDesc) (uint64, uint64) {
+				return p.Info.DataOffset, p.Info.DataSize
+			}
+			actual := slices.Collect(iterWindows(tc.pages, getInfo, tc.windowSize))
+
+			for wi, w := range actual {
+				for pi, p := range w {
+					t.Logf("window %d page %d: %#v\n", wi, pi, p.Data)
+				}
+			}
+
+			require.Equal(t, tc.expect, actual)
+		})
+	}
+}
+
+type fakePageDesc struct{ Info *datasetmd.PageInfo }
+
+func (f *fakePageDesc) GetInfo() *datasetmd.PageInfo { return f.Info }
+
+func (f *fakePageDesc) GoString() string {
+	return fmt.Sprintf("(start: %d, size: %d)", f.Info.DataOffset, f.Info.DataSize)
+}
+
+func newFakePage(offset, size uint64) *fakePageDesc {
+	return &fakePageDesc{
+		Info: &datasetmd.PageInfo{
+			DataOffset: offset,
+			DataSize:   size,
+		},
+	}
+}