diff --git a/CHANGELOG.md b/CHANGELOG.md
index 47dbba996eb..3287db55cad 100644
--- a/CHANGELOG.md
+++ b/CHANGELOG.md
@@ -84,6 +84,7 @@
 * [BUGFIX] Querier: Fix parquet queryable fallback returning a nil error instead of the actual query error in `LabelValues` and `LabelNames`. #7638
 * [BUGFIX] Storage: Default the Azure `endpoint_suffix` to `blob.core.windows.net` instead of empty. Cortex builds the Thanos Azure config directly and bypasses Thanos' default, so an unset suffix produced an invalid FQDN (`<account>.`) and components hung on startup with DNS errors. #5449
 * [BUGFIX] Store Gateway: Fix misleading "no index cache backend addresses" validation error being reported for chunks-cache, metadata-cache, and parquet caches when their memcached or redis backend is configured without addresses. The message is now the cache-type-agnostic "no cache backend addresses". #7675
+* [BUGFIX] Ring: Fix DynamoDB KV CAS not retrying on transactional conditional check failures. `TransactWriteItems` reports condition failures as `TransactionCanceledException` with a `ConditionalCheckFailed` cancellation reason, which was not recognized as retryable, so any concurrent ring update conflict (e.g. many ingesters joining during a rolling update) failed immediately instead of re-reading and retrying. `TransactionConflict` cancellation reasons are also treated as retryable. #7706
 
 ## 1.21.0 2026-04-24
 
diff --git a/pkg/ring/kv/dynamodb/dynamodb.go b/pkg/ring/kv/dynamodb/dynamodb.go
index 9bc4e99e30d..dc33301851c 100644
--- a/pkg/ring/kv/dynamodb/dynamodb.go
+++ b/pkg/ring/kv/dynamodb/dynamodb.go
@@ -265,8 +265,7 @@ func (kv dynamodbKV) Batch(ctx context.Context, put map[dynamodbKey]dynamodbItem
 			TransactItems: slice,
 		})
 		if err != nil {
-			var checkFailed *types.ConditionalCheckFailedException
-			isCheckFailed := errors.As(err, &checkFailed)
+			isCheckFailed := isConditionalCheckFailure(err)
 			if isCheckFailed {
 				kv.logger.Log("msg", "conditional check failed on DynamoDB Batch", "err", err)
 			}
@@ -280,6 +279,38 @@ func (kv dynamodbKV) Batch(ctx context.Context, put map[dynamodbKey]dynamodbItem
 	return totalCapacity, false, nil
 }
 
+// isConditionalCheckFailure returns true if the given error was caused by a
+// conditional check failure, meaning another writer updated the item between
+// our read and write. Such conflicts are retryable: the caller should re-read
+// the latest state and retry the operation.
+//
+// DynamoDB reports conditional check failures differently depending on the API:
+//   - Single-item operations (PutItem, UpdateItem, DeleteItem) return
+//     ConditionalCheckFailedException.
+//   - TransactWriteItems returns TransactionCanceledException with the failure
+//     reported in CancellationReasons with code "ConditionalCheckFailed".
+//
+// TransactionConflict cancellation reasons (another transaction is in progress
+// on the same item) are equally transient and also treated as retryable.
+func isConditionalCheckFailure(err error) bool {
+	if _, ok := errors.AsType[*types.ConditionalCheckFailedException](err); ok {
+		return true
+	}
+
+	if txnCanceled, ok := errors.AsType[*types.TransactionCanceledException](err); ok {
+		for _, reason := range txnCanceled.CancellationReasons {
+			if reason.Code == nil {
+				continue
+			}
+			switch *reason.Code {
+			case "ConditionalCheckFailed", "TransactionConflict":
+				return true
+			}
+		}
+	}
+	return false
+}
+
 func (kv dynamodbKV) generatePutItemRequest(key dynamodbKey, ddbItem dynamodbItem) map[string]types.AttributeValue {
 	item := generateItemKey(key)
 	item[contentData] = &types.AttributeValueMemberB{Value: ddbItem.data}
diff --git a/pkg/ring/kv/dynamodb/dynamodb_test.go b/pkg/ring/kv/dynamodb/dynamodb_test.go
index 065e38c6442..54419c603ec 100644
--- a/pkg/ring/kv/dynamodb/dynamodb_test.go
+++ b/pkg/ring/kv/dynamodb/dynamodb_test.go
@@ -170,6 +170,38 @@ func Test_Batch_Error(t *testing.T) {
 			mockError:     &types.ConditionalCheckFailedException{},
 			expectedRetry: true,
 		},
+		{
+			// TransactWriteItems reports conditional check failures as
+			// TransactionCanceledException with a ConditionalCheckFailed
+			// cancellation reason, wrapped by the SDK operation error.
+			name: "transaction_canceled_conditional_check_failed_should_retry",
+			mockError: fmt.Errorf("operation error DynamoDB: TransactWriteItems: %w", &types.TransactionCanceledException{
+				Message: aws.String("Transaction cancelled, please refer cancellation reasons for specific reasons"),
+				CancellationReasons: []types.CancellationReason{
+					{Code: aws.String("None")},
+					{Code: aws.String("ConditionalCheckFailed")},
+				},
+			}),
+			expectedRetry: true,
+		},
+		{
+			name: "transaction_canceled_transaction_conflict_should_retry",
+			mockError: fmt.Errorf("operation error DynamoDB: TransactWriteItems: %w", &types.TransactionCanceledException{
+				CancellationReasons: []types.CancellationReason{
+					{Code: aws.String("TransactionConflict")},
+				},
+			}),
+			expectedRetry: true,
+		},
+		{
+			name: "transaction_canceled_other_reason_no_retry",
+			mockError: fmt.Errorf("operation error DynamoDB: TransactWriteItems: %w", &types.TransactionCanceledException{
+				CancellationReasons: []types.CancellationReason{
+					{Code: aws.String("ValidationError")},
+				},
+			}),
+			expectedRetry: false,
+		},
 	}
 
 	for _, tc := range testCases {