diff --git a/.gitignore b/.gitignore
index 485205e..9beec8b 100644
--- a/.gitignore
+++ b/.gitignore
@@ -7,6 +7,7 @@ __pycache__
 /large_files/
 *.h5
 !/docs/data/*.h5
+!/tests/test_data/file_versions/*.h5
 venv
 profile*
 *-checkpoint.ipynb
diff --git a/tests/generate_file_version_data.py b/tests/generate_file_version_data.py
new file mode 100644
index 0000000..18b38a9
--- /dev/null
+++ b/tests/generate_file_version_data.py
@@ -0,0 +1,117 @@
+import argparse
+import json
+import random
+import shutil
+from datetime import datetime, timezone
+from pathlib import Path
+
+import h5py
+import numpy as np
+
+from paretobench import Experiment, History
+from utils import experiment_to_manifest
+
+DEFAULT_OUT_DIR = Path(__file__).resolve().parent / "test_data" / "file_versions"
+FILENAME_FMT = "paretobench_file_format_v{version}.h5"
+
+
+def make_experiment():
+    """
+    Build the synthetic experiment which gets saved into the fixtures. The contents are deterministic so that
+    running this script twice with the same version of the library produces the same file. Names and the
+    objective / constraint settings are included so that every serialized field is covered.
+
+    Returns
+    -------
+    Experiment
+        The experiment to save
+    """
+    random.seed(0)
+    np.random.seed(0)
+
+    runs = []
+    for problem in ["ZDT1 (n=4)", "CTP1 (n=4)", "TNK"]:
+        run = History.from_random(
+            n_populations=4,
+            n_objectives=3,
+            n_decision_vars=4,
+            n_constraints=2,
+            pop_size=25,
+            generate_names=True,
+            generate_obj_constraint_settings=True,
+        )
+        run.problem = problem
+        runs.append(run)
+
+    return Experiment(
+        runs=runs,
+        name="file_format_regression",
+        author="ParetoBench test suite",
+        software="ParetoBench",
+        software_version="0.0.0",
+        comment="Synthetic data used by the file format regression tests",
+        creation_time=datetime(2025, 1, 1, tzinfo=timezone.utc),
+    )
+
+
+def write_manifest(path):
+    """
+    Record what a saved file contains in a JSON file next to it. The description is taken from the file as it
+    reads back off of disk so that it captures the output of the reader and not the object which was saved.
+
+    Parameters
+    ----------
+    path : Path
+        The saved HDF5 file to describe
+
+    Returns
+    -------
+    Path
+        Path of the manifest which was written
+    """
+    manifest_path = path.with_suffix(".json")
+    with open(manifest_path, "w") as fd:
+        json.dump(experiment_to_manifest(Experiment.load(path)), fd, indent=2, sort_keys=True)
+    return manifest_path
+
+
+def main():
+    parser = argparse.ArgumentParser(
+        description=(
+            "Save a file of synthetic data in the version of the ParetoBench file format the library currently "
+            "writes."
+        )
+    )
+    parser.add_argument("--out-dir", type=Path, default=DEFAULT_OUT_DIR, help="directory to save the file into")
+    parser.add_argument("--force", action="store_true", help="overwrite an existing file for this version")
+    parser.add_argument("--manifest", type=Path, help="rewrite the manifest of an existing file and exit")
+    args = parser.parse_args()
+
+    # Refresh the manifest of a file which already exists (used to bootstrap files saved by older versions)
+    if args.manifest is not None:
+        print(f"Wrote {write_manifest(args.manifest)}")
+        return
+
+    # Save the data, then name the file after the version which actually ended up in it
+    args.out_dir.mkdir(parents=True, exist_ok=True)
+    tmp_path = args.out_dir / "_generate_file_version_data.h5"
+    make_experiment().save(tmp_path)
+    with h5py.File(tmp_path) as fd:
+        version = fd.attrs["file_version"]
+    path = args.out_dir / FILENAME_FMT.format(version=version)
+
+    # Regenerating the file of an already released version would destroy the record of how that version wrote data
+    if path.exists() and not args.force:
+        tmp_path.unlink()
+        raise SystemExit(
+            f"{path} already exists, refusing to regenerate the fixture of a released format version. "
+            "Pass --force to overwrite it anyway."
+        )
+
+    shutil.move(tmp_path, path)
+    print(f"Wrote {path} (file version {version})")
+    print(f"Wrote {write_manifest(path)}")
+
+
+if __name__ == "__main__":
+    main()
diff --git a/tests/test_containers.py b/tests/test_containers.py
index b8d7438..8026072 100644
--- a/tests/test_containers.py
+++ b/tests/test_containers.py
@@ -3,38 +3,10 @@
 import os
 import pytest
 import tempfile
-from pathlib import Path
 
-from paretobench.analyze_metrics import normalize_problem_name
 from paretobench.containers import Experiment, Population, History
 
 
-def get_test_files():
-    test_dir = Path(__file__).parent / "legacy_file_formats"
-    return [f for f in test_dir.glob("*.h5")]
-
-
-@pytest.mark.parametrize("test_file", get_test_files())
-def test_load_legacy_files(test_file):
-    """
-    Test loading different versions of saved experiment files for backwards compatibility.
-    """
-    exp = Experiment.load(test_file)
-
-    # Some basic checks
-    assert len(exp.runs) == 6
-    for run in exp.runs:
-        assert len(run) == 8
-        assert len(run.reports[0]) == 50
-        assert run.reports[0].m == 2
-        assert run.reports[0].n == 5
-        assert run.reports[0].g.shape[1] == 0
-
-    # Check problems are right
-    probs = set(normalize_problem_name(x.problem) for x in exp.runs)
-    assert probs == {"ZDT2 (n=5)", "ZDT4 (n=5)", "ZDT6 (n=5)"}
-
-
 @pytest.mark.parametrize("generate_names", [False, True])
 def test_experiment_save_load(generate_names):
     """
diff --git a/tests/test_data/file_versions/paretobench_file_format_v1.0.0.h5 b/tests/test_data/file_versions/paretobench_file_format_v1.0.0.h5
new file mode 100644
index 0000000..04fd3ff
Binary files /dev/null and b/tests/test_data/file_versions/paretobench_file_format_v1.0.0.h5 differ
diff --git a/tests/test_data/file_versions/paretobench_file_format_v1.0.0.json b/tests/test_data/file_versions/paretobench_file_format_v1.0.0.json
new file mode 100644
index 0000000..e6fccae
--- /dev/null
+++ b/tests/test_data/file_versions/paretobench_file_format_v1.0.0.json
@@ -0,0 +1,815 @@
+{
+  "author": "",
+  "comment": "",
+  "creation_time": "2025-01-23T06:35:20.241793+00:00",
+  "file_version": "1.0.0",
+  "name": "pymoo_nsgaii",
+  "runs": [
+    {
+      "metadata": {},
+      "problem": "ZDT2  (n=5)",
+      "reports": [
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+        },
+        {
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+          "x_sha256": "1103dbced7246f9385555edbd1058382a322f2e52bf2a5909543ac5233193c3b"
+        },
+        {
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+          "constraint_targets": [],
+          "f_sha256": "41d6481e13ed66e64cebfd5825d36bb1386802546c1475bb03ea324626da05e9",
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+          "g_sha256": "e3b0c44298fc1c149afbf4c8996fb92427ae41e4649b934ca495991b7852b855",
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+        }
+      ]
+    }
+  ],
+  "software": "",
+  "software_version": ""
+}
\ No newline at end of file
diff --git a/tests/test_file_versions.py b/tests/test_file_versions.py
new file mode 100644
index 0000000..8685fd0
--- /dev/null
+++ b/tests/test_file_versions.py
@@ -0,0 +1,74 @@
+import h5py
+import json
+import pytest
+import re
+from pathlib import Path
+
+from paretobench import Experiment
+
+from .utils import experiment_to_manifest
+
+FILE_VERSION_DIR = Path(__file__).parent / "test_data" / "file_versions"
+GENERATOR = "tests/generate_file_version_data.py"
+
+
+def get_file_version_files():
+    """
+    Returns the saved files of each version of the file format which are used for regression testing.
+    """
+    return sorted(FILE_VERSION_DIR.glob("*.h5"))
+
+
+def version_from_filename(path):
+    """
+    Extract the file format version a saved file is named after.
+
+    Parameters
+    ----------
+    path : Path
+        Path to the saved file
+
+    Returns
+    -------
+    str
+        The version in the filename
+    """
+    match = re.search(r"_v(\d+\.\d+\.\d+)\.h5$", path.name)
+    if match is None:
+        raise ValueError(f'Could not get a file format version out of the filename "{path.name}"')
+    return match.group(1)
+
+
+def test_file_version_files_exist():
+    """
+    Confirms the regression files are where the tests expect them. Without this, a missing or moved directory would
+    leave the test below parametrized over nothing and silently passing.
+    """
+    assert get_file_version_files(), f"No files found in {FILE_VERSION_DIR}"
+
+
+@pytest.mark.parametrize("path", get_file_version_files(), ids=lambda p: p.stem)
+def test_load_file_version(path):
+    """
+    Load a file saved by an earlier version of the library and confirm it still reads back the data which was recorded
+    in its manifest when it was generated.
+    """
+    exp = Experiment.load(path)
+    assert exp.file_version == version_from_filename(path)
+
+    with open(path.with_suffix(".json")) as fd:
+        assert experiment_to_manifest(exp) == json.load(fd)
+
+
+def test_current_file_version_has_file(tmp_path):
+    # Get the version we are writing by saving a file and reading the version back out of it
+    probe_path = tmp_path / "probe.h5"
+    Experiment(name="", runs=[]).save(probe_path)
+    with h5py.File(probe_path) as fd:
+        current_version = fd.attrs["file_version"]
+
+    versions = set(map(version_from_filename, get_file_version_files()))
+    assert current_version in versions, (
+        f"No saved file for file format version {current_version}. Files for old versions of the format cannot be "
+        f"created later, so save one now by running: python {GENERATOR}"
+    )
diff --git a/tests/utils.py b/tests/utils.py
index 7334504..779a43a 100644
--- a/tests/utils.py
+++ b/tests/utils.py
@@ -1,8 +1,96 @@
+import hashlib
 import numpy as np
 
 from paretobench import Experiment
 
 
+def array_digest(arr):
+    """
+    Hash a numeric array in a byte order independent way so digests are comparable across platforms.
+
+    Parameters
+    ----------
+    arr : array-like
+        The array to hash
+
+    Returns
+    -------
+    str
+        Hex digest of the array contents
+    """
+    return hashlib.sha256(np.ascontiguousarray(arr, dtype="<f8").tobytes()).hexdigest()
+
+
+def to_builtin(value):
+    """
+    Convert a numpy scalar to the equivalent python type. Values loaded from HDF5 attributes are often numpy scalars which
+    are not JSON serializable.
+
+    Parameters
+    ----------
+    value : Any
+        The value to convert
+
+    Returns
+    -------
+    Any
+        The value as a builtin python type
+    """
+    return value.item() if isinstance(value, np.generic) else value
+
+
+def experiment_to_manifest(exp):
+    """
+    Describe the contents of an experiment as a JSON serializable dict. Used to record what a saved file should contain so
+    that regression tests can confirm later versions of the library still read the same data back out of it.
+
+    Parameters
+    ----------
+    exp : Experiment
+        The experiment to describe
+
+    Returns
+    -------
+    dict
+        The description of the experiment
+    """
+    return {
+        "file_version": exp.file_version,
+        "name": exp.name,
+        "author": exp.author,
+        "software": exp.software,
+        "software_version": exp.software_version,
+        "comment": exp.comment,
+        "creation_time": exp.creation_time.isoformat(),
+        "runs": [
+            {
+                "problem": run.problem,
+                "metadata": {k: to_builtin(v) for k, v in run.metadata.items()},
+                "reports": [
+                    {
+                        "pop_size": len(report),
+                        "fevals": int(report.fevals),
+                        "n": report.n,
+                        "m": report.m,
+                        "n_constraints": report.n_constraints,
+                        "names_x": list(report.names_x) if report.names_x is not None else None,
+                        "names_f": list(report.names_f) if report.names_f is not None else None,
+                        "names_g": list(report.names_g) if report.names_g is not None else None,
+                        "obj_directions": report.obj_directions,
+                        "constraint_directions": report.constraint_directions,
+                        "constraint_targets": report.constraint_targets.tolist(),
+                        "x_sha256": array_digest(report.x),
+                        "f_sha256": array_digest(report.f),
+                        "g_sha256": array_digest(report.g),
+                    }
+                    for report in run.reports
+                ],
+            }
+            for run in exp.runs
+        ],
+    }
+
+
 def example_metric(pop, prob):
     """
     An example metric for testing functions.