diff --git a/python/ray/air/checkpoint.py b/python/ray/air/checkpoint.py
index 07a2ee7734c1..f1232922f4c3 100644
--- a/python/ray/air/checkpoint.py
+++ b/python/ray/air/checkpoint.py
@@ -435,6 +435,7 @@ def from_checkpoint(cls, other: "Checkpoint") -> "Checkpoint":
         generic :py:class:`Checkpoint` object.
 
         Examples:
+
             >>> result = TorchTrainer.fit(...)  # doctest: +SKIP
             >>> checkpoint = TorchCheckpoint.from_checkpoint(result.checkpoint)  # doctest: +SKIP # noqa: E501
             >>> model = checkpoint.get_model()  # doctest: +SKIP
diff --git a/python/ray/tune/stopper/stopper.py b/python/ray/tune/stopper/stopper.py
index 0a29b1fed35d..c61900402c63 100644
--- a/python/ray/tune/stopper/stopper.py
+++ b/python/ray/tune/stopper/stopper.py
@@ -1,4 +1,5 @@
 import abc
+from typing import Any, Dict
 
 from ray.util.annotations import PublicAPI
 
@@ -15,34 +16,42 @@ class Stopper(abc.ABC):
 
         >>> import time
         >>> from ray import air, tune
+        >>> from ray.air import session
         >>> from ray.tune import Stopper
         >>>
         >>> class TimeStopper(Stopper):
         ...     def __init__(self):
         ...         self._start = time.time()
-        ...         self._deadline = 5
+        ...         self._deadline = 5  # Stop all trials after 5 seconds
         ...
         ...     def __call__(self, trial_id, result):
         ...         return False
         ...
         ...     def stop_all(self):
         ...         return time.time() - self._start > self._deadline
-        >>>
+        ...
+        >>> def train_fn(config):
+        ...     for i in range(100):
+        ...         time.sleep(1)
+        ...         session.report({"iter": i})
+        ...
         >>> tuner = tune.Tuner(
-        ...     tune.Trainable,
-        ...     tune_config=tune.TuneConfig(num_samples=200),
-        ...     run_config=air.RunConfig(stop=TimeStopper())
+        ...     train_fn,
+        ...     tune_config=tune.TuneConfig(num_samples=2),
+        ...     run_config=air.RunConfig(stop=TimeStopper()),
         ... )
-        >>> tuner.fit()
-        == Status ==...
+        >>> print("[ignore]"); result_grid = tuner.fit()  # doctest: +ELLIPSIS
+        [ignore]...
+        >>> all(result.metrics["time_total_s"] < 6 for result in result_grid)
+        True
 
     """
 
-    def __call__(self, trial_id, result):
+    def __call__(self, trial_id: str, result: Dict[str, Any]) -> bool:
         """Returns true if the trial should be terminated given the result."""
         raise NotImplementedError
 
-    def stop_all(self):
+    def stop_all(self) -> bool:
         """Returns true if the experiment should be terminated."""
         raise NotImplementedError
 
@@ -56,28 +65,39 @@ class CombinedStopper(Stopper):
 
     Examples:
 
-        >>> from ray.tune.stopper import (CombinedStopper,
-        ...     MaximumIterationStopper, TrialPlateauStopper)
+        >>> import numpy as np
+        >>> from ray import air, tune
+        >>> from ray.air import session
+        >>> from ray.tune.stopper import (
+        ...     CombinedStopper,
+        ...     MaximumIterationStopper,
+        ...     TrialPlateauStopper,
+        ... )
         >>>
         >>> stopper = CombinedStopper(
         ...     MaximumIterationStopper(max_iter=20),
-        ...     TrialPlateauStopper(metric="my_metric")
+        ...     TrialPlateauStopper(metric="my_metric"),
         ... )
-        >>>
+        >>> def train_fn(config):
+        ...     for i in range(25):
+        ...         session.report({"my_metric": np.random.normal(0, 1 - i / 25)})
+        ...
         >>> tuner = tune.Tuner(
-        ...     tune.Trainable,
-        ...     run_config=air.RunConfig(stop=stopper)
+        ...     train_fn,
+        ...     run_config=air.RunConfig(stop=stopper),
         ... )
-        >>> tuner.fit()
-        == Status ==...
+        >>> print("[ignore]"); result_grid = tuner.fit()  # doctest: +ELLIPSIS
+        [ignore]...
+        >>> all(result.metrics["training_iteration"] <= 20 for result in result_grid)
+        True
 
     """
 
     def __init__(self, *stoppers: Stopper):
         self._stoppers = stoppers
 
-    def __call__(self, trial_id, result):
+    def __call__(self, trial_id: str, result: Dict[str, Any]) -> bool:
         return any(s(trial_id, result) for s in self._stoppers)
 
-    def stop_all(self):
+    def stop_all(self) -> bool:
         return any(s.stop_all() for s in self._stoppers)