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index df0f126560056..5bc64a7545922 100644
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+++ b/dev/breeze/doc/images/output_release-management_constraints-version-check.svg
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+</text><text class="breeze-release-management-constraints-version-check-r5" x="0" y="678.8" textLength="12.2" clip-path="url(#breeze-release-management-constraints-version-check-line-27)">│</text><text class="breeze-release-management-constraints-version-check-r4" x="24.4" y="678.8" textLength="109.8" clip-path="url(#breeze-release-management-constraints-version-check-line-27)">--dry-run</text><text class="breeze-release-management-constraints-version-check-r6" x="158.6" y="678.8" textLength="24.4" clip-path="url(#breeze-release-management-constraints-version-check-line-27)">-D</text><text class="breeze-release-management-constraints-version-check-r1" x="207.4" y="678.8" textLength="719.8" clip-path="url(#breeze-release-management-constraints-version-check-line-27)">If&#160;dry-run&#160;is&#160;set,&#160;commands&#160;are&#160;only&#160;printed,&#160;not&#160;executed.</text><text class="breeze-release-management-constraints-version-check-r5" x="1451.8" y="678.8" textLength="12.2" clip-path="url(#breeze-release-management-constraints-version-check-line-27)">│</text><text class="breeze-release-management-constraints-version-check-r1" x="1464" y="678.8" textLength="12.2" clip-path="url(#breeze-release-management-constraints-version-check-line-27)">
+</text><text class="breeze-release-management-constraints-version-check-r5" x="0" y="703.2" textLength="12.2" clip-path="url(#breeze-release-management-constraints-version-check-line-28)">│</text><text class="breeze-release-management-constraints-version-check-r4" x="24.4" y="703.2" textLength="109.8" clip-path="url(#breeze-release-management-constraints-version-check-line-28)">--help&#160;&#160;&#160;</text><text class="breeze-release-management-constraints-version-check-r6" x="158.6" y="703.2" textLength="24.4" clip-path="url(#breeze-release-management-constraints-version-check-line-28)">-h</text><text class="breeze-release-management-constraints-version-check-r1" x="207.4" y="703.2" textLength="329.4" clip-path="url(#breeze-release-management-constraints-version-check-line-28)">Show&#160;this&#160;message&#160;and&#160;exit.</text><text class="breeze-release-management-constraints-version-check-r5" x="1451.8" y="703.2" textLength="12.2" clip-path="url(#breeze-release-management-constraints-version-check-line-28)">│</text><text class="breeze-release-management-constraints-version-check-r1" x="1464" y="703.2" textLength="12.2" clip-path="url(#breeze-release-management-constraints-version-check-line-28)">
+</text><text class="breeze-release-management-constraints-version-check-r5" x="0" y="727.6" textLength="1464" clip-path="url(#breeze-release-management-constraints-version-check-line-29)">╰──────────────────────────────────────────────────────────────────────────────────────────────────────────────────────╯</text><text class="breeze-release-management-constraints-version-check-r1" x="1464" y="727.6" textLength="12.2" clip-path="url(#breeze-release-management-constraints-version-check-line-29)">
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diff --git a/dev/breeze/doc/images/output_release-management_constraints-version-check.txt b/dev/breeze/doc/images/output_release-management_constraints-version-check.txt
index 5f4e91344580c..5f03ceac2f59e 100644
--- a/dev/breeze/doc/images/output_release-management_constraints-version-check.txt
+++ b/dev/breeze/doc/images/output_release-management_constraints-version-check.txt
@@ -1 +1 @@
-69595e717626710cce603db050e76a21
+9997441e5cb12ba360db1756028718d3
diff --git a/dev/breeze/src/airflow_breeze/commands/release_management_commands.py b/dev/breeze/src/airflow_breeze/commands/release_management_commands.py
index 893f4167ebb0a..ca24ba0daf382 100644
--- a/dev/breeze/src/airflow_breeze/commands/release_management_commands.py
+++ b/dev/breeze/src/airflow_breeze/commands/release_management_commands.py
@@ -4253,6 +4253,13 @@ def publish_docs_to_s3(
     default=False,
     help="Show explanations for outdated packages.",
 )
+@click.option(
+    "--cooldown-days",
+    type=int,
+    default=4,
+    show_default=True,
+    help="Ignore package versions released within this many days (cooldown period).",
+)
 @option_github_token
 @option_github_repository
 @option_verbose
@@ -4263,6 +4270,7 @@ def version_check(
     diff_mode,
     package: tuple[str],
     explain_why: bool,
+    cooldown_days: int,
     github_token: str,
     github_repository: str,
     builder: str,
@@ -4288,6 +4296,7 @@ def version_check(
         explain_why=explain_why,
         github_token=github_token,
         github_repository=github_repository,
+        cooldown_days=cooldown_days,
     )
 
 
diff --git a/dev/breeze/src/airflow_breeze/commands/release_management_commands_config.py b/dev/breeze/src/airflow_breeze/commands/release_management_commands_config.py
index e6a1fbfa9bf01..6381bdadb319d 100644
--- a/dev/breeze/src/airflow_breeze/commands/release_management_commands_config.py
+++ b/dev/breeze/src/airflow_breeze/commands/release_management_commands_config.py
@@ -515,6 +515,7 @@
                 "--diff-mode",
                 "--package",
                 "--explain-why",
+                "--cooldown-days",
             ],
         },
         {
diff --git a/dev/breeze/src/airflow_breeze/utils/constraints_version_check.py b/dev/breeze/src/airflow_breeze/utils/constraints_version_check.py
index aea56854f85ca..9114b2d108943 100755
--- a/dev/breeze/src/airflow_breeze/utils/constraints_version_check.py
+++ b/dev/breeze/src/airflow_breeze/utils/constraints_version_check.py
@@ -24,7 +24,7 @@
 import tempfile
 import urllib.request
 from contextlib import contextmanager
-from datetime import datetime
+from datetime import datetime, timedelta
 from pathlib import Path
 from typing import TYPE_CHECKING, Any
 from urllib.error import HTTPError, URLError
@@ -168,6 +168,38 @@ def should_show_package(releases, latest_version, constraints_date, mode, is_lat
     return True
 
 
+def get_latest_version_with_cooldown(releases: dict[str, Any], cooldown_days: int) -> str | None:
+    """Find the latest non-prerelease version whose release date is outside the cooldown period.
+
+    Returns the version string, or None if no version qualifies.
+    """
+    from packaging import version
+
+    cutoff = datetime.now() - timedelta(days=cooldown_days)
+    candidates: list[tuple[version.Version, str]] = []
+    for v, release_files in releases.items():
+        if not release_files:
+            continue
+        try:
+            parsed_v = version.parse(v)
+        except version.InvalidVersion:
+            continue
+        if parsed_v.is_prerelease or parsed_v.is_devrelease:
+            continue
+        try:
+            upload_time = datetime.fromisoformat(
+                release_files[0]["upload_time_iso_8601"].replace("Z", "+00:00")
+            ).replace(tzinfo=None)
+        except (KeyError, IndexError, ValueError):
+            continue
+        if upload_time <= cutoff:
+            candidates.append((parsed_v, v))
+    if not candidates:
+        return None
+    candidates.sort(key=lambda x: x[0], reverse=True)
+    return candidates[0][1]
+
+
 def get_first_newer_release_date_str(releases, current_version):
     from packaging import version
 
@@ -210,9 +242,11 @@ def constraints_version_check(
     explain_why: bool = False,
     github_token: str | None = None,
     github_repository: str | None = None,
+    cooldown_days: int = 4,
 ):
     console_print(f"[bold cyan]Python version:[/] [white]{python}[/]")
-    console_print(f"[bold cyan]Constraints mode:[/] [white]{airflow_constraints_mode}[/]\n")
+    console_print(f"[bold cyan]Constraints mode:[/] [white]{airflow_constraints_mode}[/]")
+    console_print(f"[bold cyan]Cooldown period:[/] [white]{cooldown_days} days[/]\n")
     with tempfile.TemporaryDirectory() as temp_dir:
         constraints_file = Path(temp_dir) / "constraints.txt"
         download_constraints_file(
@@ -248,6 +282,7 @@ def constraints_version_check(
         python_version=python,
         airflow_constraints_mode=airflow_constraints_mode,
         github_repository=github_repository,
+        cooldown_days=cooldown_days,
     )
 
     print_table_footer(
@@ -386,6 +421,7 @@ def process_packages(
     python_version: str,
     airflow_constraints_mode: str,
     github_repository: str | None,
+    cooldown_days: int = 4,
 ) -> tuple[int, int, list[str], dict[str, int]]:
     @contextmanager
     def preserve_pyproject_file(pyproject_path: Path):
@@ -417,8 +453,9 @@ def get_release_dates(releases: dict, version: str) -> str:
     for pkg, pinned_version in packages:
         try:
             data = fetch_pypi_data(pkg)
-            latest_version = data["info"]["version"]
             releases = data["releases"]
+            latest_version_with_cooldown = get_latest_version_with_cooldown(releases, cooldown_days)
+            latest_version = latest_version_with_cooldown or data["info"]["version"]
             latest_release_date = get_release_dates(releases, latest_version)
             constraint_release_date = get_release_dates(releases, pinned_version)
             is_latest_version = pinned_version == latest_version